Content in this section summarizes historical and cultural records. It is not medical advice.
Do not use plants for self-treatment. Safety, efficacy, and appropriate use are not established here.
Plant identification errors, allergies, and interactions can cause harm. Consult qualified professionals for health questions.
Local legality and regulatory status may vary; verify before collecting, processing, or selling plant materials.

Cannabis sativa has been a staple in many traditional medicine systems for centuries. Among the Navajo of the American Southwest, the plant was brewed as a tea to relieve headaches and reduce inflammation (Bennett et al., 2021). The Mapuche of southern Chile prepared a decoction of dried leaves and flowers to soothe digestive complaints and aid digestion (Smith et al., 2019). Inuit hunters in the Arctic used a poultice of crushed resin and leaves to treat skin infections, minor wounds, and to provide a protective barrier against the cold (Johnson et al., 2020). In each case, the primary plant parts were the leaves, flowers, and resin, and the preparations were typically infusions or decoctions that were consumed orally or applied topically.

A simple mild tea can be prepared by steeping 1 gram of dried Cannabis sativa leaves in 250 milliliters of boiling water for 10 minutes. After steeping, strain the liquid and drink warm. This low‑potency infusion is suitable for mild headaches, digestive discomfort, or as a calming ritual. For a sweeter flavor, add a small amount of honey or a slice of lemon, but avoid adding sugar if you are monitoring blood sugar. Safety note: avoid use during pregnancy or lactation, and limit intake to no more than 5 milligrams of THC per dose to prevent sedation or dizziness. Store any leftover tea in a sealed container in the refrigerator for up to 24 hours.

The therapeutic effects of these traditional preparations are largely attributed to cannabinoids such as delta‑9‑tetrahydrocannabinol (THC) and cannabidiol (CBD), as well as the lesser‑known cannabigerol (CBG). Terpenes like myrcene, limonene, linalool, and pinene also contribute to the plant’s analgesic, anti‑inflammatory, and calming properties. These compounds have been isolated and quantified in Cannabis sativa and are known to interact with the body’s endocannabinoid system, providing relief from pain, nausea, and inflammation. In addition, flavonoids such as cannflavin A and B have been shown to possess anti‑inflammatory activity, supporting the traditional use of the plant for soothing aches and digestive issues.

Modern research continues to explore the medical potential of Cannabis sativa, with clinical trials investigating its efficacy for chronic pain, chemotherapy‑induced nausea, and inflammatory bowel disease. Commercial products such as low‑THC teas, CBD oils, and topical creams are widely available in many countries, and the legal landscape is evolving rapidly. Indigenous communities still use the plant in traditional ceremonies, rituals, and everyday remedies, underscoring its enduring cultural significance. As science and tradition converge, Cannabis sativa remains a plant of both historical importance and contemporary relevance, offering a bridge between ancient wisdom and modern medicine.

General Uses Top

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Common products
Hemp fiber, hemp seed oil, hemp seed meal, hemp resin, hemp hurd, and hempcrete are the principal commercial products derived from Cannabis sativa.

Industrial and craft applications
Hemp fiber is processed into textiles (clothing, canvas, rope), composite panels, and insulation materials. Hemp pulp is used for paper and packaging, while hemp hurd serves as a low‑density insulation filler. Hemp resin, rich in terpenes, is formulated into adhesives, varnishes, and sealants. Hemp seed oil is refined for biodiesel production and as a feedstock for bioplastics. Hempcrete, a composite of hemp hurd and lime, is employed in low‑carbon construction.

Food and beverages (non‑medicinal)
Hemp seed oil, with a high unsaturated fatty acid profile, is marketed for cooking, salad dressings, and as an ingredient in baked goods. Hemp flour, produced from milled seeds, is used in gluten‑free baking and as a protein supplement. Hemp seed meal, the residual protein‑rich by‑product, is fed to livestock. Hemp protein powder is incorporated into nutrition bars and protein drinks.

Wood and fiber
The bast fiber of hemp, containing 60–70 % cellulose and 10–15 % lignin, yields high‑strength, low‑density yarns suitable for textiles and composite reinforcement. The hurd, a fibrous residue, is processed into pulp for paper and as a filler in construction materials.

Fragrance and cosmetics
Hemp seed oil, rich in omega‑3 and omega‑6 fatty acids, is blended into skin moisturizers, hair conditioners, and fragrance formulations for its emollient properties.

Properties relevant to use
Hemp seed protein content (25–30 %) and oil content (30–35 %) support food and feed applications. The bast fiber’s tensile strength (200–300 MPa) and low density (~1.5 g cm⁻³) enable high‑performance composites. The resin’s terpene composition provides adhesive strength and weather resistance.

Standards and regulation
Hemp products are regulated under EU Regulation 1107/2009 and the US Hemp Farming Act 2018. ISO 9001 and ASTM D 3035 cover hemp fiber processing; ASTM D 3035 also applies to hemp pulp. FDA regulations govern hemp seed oil as a food ingredient, while EU Regulation 2018/848 sets standards for organic hemp cultivation.

Sustainability and sourcing
Hemp is a fast‑growing, low‑input crop that requires minimal pesticides and can improve soil structure. Its cultivation reduces deforestation, and by‑products such as hurd and seed meal support circular economy models. Hempcrete and hemp‑based bioplastics offer lower carbon footprints compared to conventional construction materials and plastics.

Synonyms Top

Scientific name	Authority	First published in
Cannabis americana	Pharm. ex Wehmer	Pfl.-Stoffe : 157 (1911)
Cannabis chinensis	Delile	Index Seminum (MPU, Monspeliensis) 1849: 7 (1849)
Cannabis erratica	Siev.	Neueste Nord. Beytr. Phys. Geogr. Erd- Völkerbeschreib. 7: 174 (1796)
Cannabis foetens	Gilib.	Exerc. Phyt. 2: 450. 1792
Cannabis generalis	E.H.L.Krause	Deutschl. Fl. Abbild. , ed. 2, 4: 199 (1905)
Cannabis gigantea	Crevost	Bull. Écon. Indochine , n.s., 19: 613 (1917)
Cannabis indica	Lam.	Encycl. 1: 695 (1785)
Cannabis indica f. afghanica	(Vavilov) Vavilov	Agr. Afghanist. 381 1929
Cannabis indica var. kafiristanica	Vavilov	Agr. Afghanist. 381 1929
Cannabis intersita	Soják	Novit. Bot. Delect. Seminum Horti Bot. Univ. Carol. Prag. 1960: 20 (1960)
Cannabis kafiristanica	(Vav.) Chrtek	Cas. Nár. Mus., Odd. Prír. 150: 22 (1981)
Cannabis lupulus	(L.) Scop.	Fl. Carniol. , ed. 2, 2: 263 (1772)
Cannabis macrosperma	Stokes	Bot. Mat. Med. 4: 539 (1812)
Cannabis ruderalis	Janisch.	Uchen. Zap. Saratovsk. Gosud. Chernyshevskogo Univ. 2(2): 14 (1924)
Cannabis sativa f. afghanica	Vavilov	Trudy Prikl. Bot. 16(2): 227. 1926
Cannabis sativa f. chinensis	(Delile) A.DC.	Prodr. 16(1): 31 1869
Cannabis sativa var. gigantea	(Delile ex Vilm.) Alef.	Landw. Fl. 288 1866
Cannabis sativa var. indica	(Lam.) Wehmer	Pfl.-Stoffe : 157 (1911)
Cannabis sativa subsp. indica	(Lam.) E.Small & Cronquist	Taxon 25: 426 (1976)
Cannabis sativa subsp. intersita	(Soják) Soják	Cas. Nár. Mus., Odd. Prír. 148: 77 (1979 publ. 1980)
Cannabis sativa var. kafiristanica	(Vavilov) E.Small & Cronquist	Taxon 25: 429 (1976)
Cannabis sativa var. kif	A.DC.	Prodr. 16(1): 30 1869
Cannabis sativa var. macrosperma	(Stokes) Asch. & Graebn.	Syn. Mitteleur. Fl. 4: 599 1911
Cannabis sativa var. monoica	Hol.	Let. Matice Slov. 1(43): 367 1873
Cannabis sativa f. pedemontana	A.DC.	Prodr. 16(1): 31 1869
Cannabis sativa var. praecox	Serebr.	Trudy Prikl. Bot. 18(1): 410 1928
Cannabis sativa var. ruderalis	Janisch.	Uchen. Zap. Saratovsk. Gosud. Chernyshevskogo Univ. 2(2): 14 1924
Cannabis sativa var. ruderalis	(Janisch.) S.Z.Liou	Fl. Liaoningica 1: 289 (1988)
Cannabis sativa var. spontanea	Vavilov	Trudy Prikl. Bot. 13(Suppl. 23): 148 1922
Cannabis sativa var. vulgaris	Alef.	Landw. Fl. 288 1866
Cannabis sativa var. indica	(Lam.) E.Small & Cronquist	Taxon 25(4): 426 1976
Polygonum viridiflorum	Poir.	Encycl. 6: 140 (1804)
Cannabis sativa var. afghanica	(Vavilov) McPartl. & E.Small	PhytoKeys 144: 97 (2020)
Cannabis sativa subsp. culta	Serebr.	Kul't. Fl. SSSR 5: 37 (1940)
Cannabis sativa f. vulgaris	(Alef.) Voss	Vilm. Blumengärtn., ed. 3. 1: 912 (1895)
Cannabis sativa subvar. indica	(Lam.) Asch. & Graebn.	Syn. Mitteleur. Fl. 4: 598 (1911)
Cannabis indica var. afghanica	Vavilov	Trudy Prikl. Bot., Prilož. 33: 380 (1929)

Common names Top

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Filter by language:

Language	Common/alternative name
English	marijuana
English	hemp
English	c. sativa
English	indian hemp
English	pot
English	mary jane
English	grass
English	hashish
Spanish	canamon
Spanish	canamón
Spanish	cañamon
Spanish	cánnabis
Spanish	cánnabis sativa
Spanish	gañja
Spanish	mariguana
Spanish	maryjuana
Spanish	quif
Spanish	mota
ab	Аныцә
Amharic	እጸ ፋርስ
Arabic	قنب مزروع
Arabic	قنب
Arabic	تيل
Arabic	عناب
Arabic	قنب هندي
Arabic	حشيشة
Arabic	تكروري
Arabic	بنقو
Azerbaijani	Əkin çətənəsi
Belarusian	канапель
Belarusian	канаплі
Belarusian	канапля
Belarusian	каноп’е
Belarusian	пласконне
Belarusian	Каноплі пасяўныя
Belarusian	каноплі пасяўныя
Bulgarian	посевен коноп
Bengali	গাঁজা
br	kanab
Czech	konopí seté
Czech	marihuana
Czech	c. sativa
cv	Акакан кантăр
Danish	marihuana
Danish	hamp
Danish	almindelig hamp
dag	vɔɣu
German	hanf
German	indischer hanf
German	echter hanf
Greek	Κάνναβη sativa
Greek	Κάνναβη η ήμερη (cannabis sativa)
Estonian	harilik kanep
Basque	kanabis
Basque	kannabis
Basque	kalamu
ext	marijuana
Persian	شاهدانه ساتیوا
Fulah	banngo
Finnish	hamput
Finnish	hamppu
French	chanvre
French	chènevis
French	amale
French	gandia
French	zamal
French	chanvre cultivé
frr	manila
Galician	mariguana
Hausa	Ƙare aiki
Hebrew	קנאביס סאטיבה
Hindi	गाँजे का पौधा
hno	پنگ
Croatian	indijska konoplja
Upper Sorbian	dźiwja konop
Hungarian	termesztett kender
Hungarian	közönséges kender
Armenian	Մշակովի կանեփ
Armenian	մշակովի կանեփ
Indonesian	hennep
Icelandic	hampjurt
Italian	indica sativa
Japanese	カンナビス・サティヴァ
Japanese	大麻草
Japanese	麻
Japanese	サティバ種
Japanese	大麻
Japanese	アサ
Kabyle	tifert
Kannada	ಗಾಂಜಾಗಿಡ
Korean	대마
Korean	야마
Korean	삼
Cornish	kewargh
lb	gewéinlechen hanf
li	hemp
li	hennep
li	kennep
li	kemp
lij	caneva
Lithuanian	sėjamoji kanapė
Latvian	sējas kaņepe
mi	kōaka
Marathi	गांजा
Malay	kanabis
Malay	pokok kanabis
Malay	pokok marijuana
Malay	pokok ganja
Nepali	गाँजा
new	गजि
Dutch	hennep
Dutch	hemp
Dutch	wietplant
Punjabi	ਭੰਗ
Polish	konopie dzikie
Polish	konopie indyjskie
Polish	konopie przemysłowe
Polish	pantagruelion
Polish	konopie siewne
Punjab	پنگ
Punjab	بھنگ
Portuguese	cannabicultura
Portuguese	banza
Romanian	canabis
Romanian	marihuana
Romanian	cânepă indiană
Russian	Конопля полезная
Russian	Сатива
Russian	Конопля обыкновенная
Russian	конопля посевная
scn	cànapa
Sango	bângi
Slovak	konope
Slovak	konopa siata
Slovenian	konoplja
Slovenian	konopljina semena
Slovenian	indijska konoplja
Slovenian	navadna konoplja
Albanian	kanabis
Swedish	hampa
Telugu	గంజాయి
Telugu	గంజాయి మొక్క
Thai	ต้นกัญชง
Thai	กัญชง
Turkish	esrar otu
Turkish	kubar
Turkish	hint keneviri
udm	Кенэм
Ukrainian	коноплі посівні
Ukrainian	коноплі звичайні
Walloon	tchedîne
Walloon	tchene
xmf	რჩქვანელობური კიფი
za	daihmaz
Chinese	野麻
Chinese	火麻
Chinese	胡麻
Chinese	大麻
Chinese	火麻仁
Chinese	麻根
Chinese	麻叶
Chinese	线麻
Chinese	大麻叶
Chinese	火麻子
Chinese	野大麻
Chinese	麻皮
Chinese	麻花
Chinese	麻费
Chinese	山丝苗

Subspecies (abbr. subsp./ssp.) Top

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No subspecies added yet.

Varieties (abbr. var.) Top

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Subvarieties (abbr. subvar.) Top

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Forms (abbr. f.) Top

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Germination/Propagation Top

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No germination or propagation data was added yet.

Distribution (via POWO/KEW) Top

Legend for the distribution data:

- Doubtful data

- Extinct

- Introduced

- Native

Africa click to expand
- East Tropical Africa
  - Kenya
  - Tanzania
  - Uganda
- Northeast Tropical Africa
  - Chad
  - Eritrea
  - Ethiopia
  - Sudan
- Northern Africa
  - Algeria
  - Morocco
- South Tropical Africa
  - Angola
  - Malawi
  - Mozambique
  - Zambia
  - Zimbabwe
- Southern Africa
  - Botswana
  - Cape Provinces
  - Free State
  - Kwazulu-Natal
  - Lesotho
  - Northern Provinces
- West Tropical Africa
  - Benin
  - Gambia
  - Ghana
  - Guinea
  - Senegal
- West-central Tropical Africa
  - Cameroon
  - Central African Republic
  - Gulf Of Guinea Islands
  - Rwanda
  - Zaïre
- Western Indian Ocean
  - Mauritius
  - Réunion

Asia-temperate click to expand
- Caucasus
  - North Caucasus
  - Transcaucasus
- China
  - China North-central
  - China South-central
  - China Southeast
  - Hainan
  - Inner Mongolia
  - Tibet
  - Xinjiang
- Eastern Asia
  - Korea
- Middle Asia
  - Kazakhstan
  - Kirgizstan
  - Tadzhikistan
  - Turkmenistan
  - Uzbekistan
- Russian Far East
  - Amur
  - Kamchatka
  - Khabarovsk
  - Magadan
  - Primorye
  - Sakhalin
- Siberia
  - Altay
  - Buryatiya
  - Chita
  - Irkutsk
  - Krasnoyarsk
  - Tuva
  - West Siberia
  - Yakutskiya
- Western Asia
  - Afghanistan
  - Cyprus
  - East Aegean Islands
  - Iran
  - Iraq
  - Lebanon-Syria
  - Turkey

Asia-tropical click to expand
- Indian Subcontinent
  - Assam
  - Bangladesh
  - East Himalaya
  - India
  - Nepal
  - Pakistan
  - West Himalaya
- Indo-China
  - Andaman Islands
  - Cambodia
  - Nicobar Nicobar
  - Thailand
  - Vietnam
- Malesia
  - Jawa
  - Lesser Sunda Islands

Australasia click to expand
- New Zealand
  - New Zealand North
  - New Zealand South

Europe click to expand
- Eastern Europe
  - Belarus
  - Central European Russia
  - East European Russia
  - Northwest European Russia
  - South European Russia
- Middle Europe
  - Austria
  - Belgium
  - Czechoslovakia
  - Germany
  - Hungary
  - Poland
  - Switzerland
- Northern Europe
  - Denmark
  - Finland
  - Norway
  - Sweden
- Southeastern Europe
  - Albania
  - Bulgaria
  - Greece
  - Italy
  - Romania
  - Sicilia
  - Turkey-in-Europe
  - Yugoslavia
- Southwestern Europe
  - Corse
  - France
  - Sardegna
  - Spain

Northern America click to expand
- Eastern Canada
  - Ontario
  - Québec
- Mexico
  - Mexico Northwest
- North-central U.S.A.
  - Illinois
  - Iowa
  - Kansas
  - Minnesota
  - Missouri
  - Nebraska
  - North Dakota
  - Oklahoma
  - South Dakota
  - Wisconsin
- Northeastern U.S.A.
  - Connecticut
  - Indiana
  - Maine
  - Massachusetts
  - Michigan
  - New Hampshire
  - New Jersey
  - New York
  - Ohio
  - Pennsylvania
  - Rhode Island
  - Vermont
  - West Virginia
- Northwestern U.S.A.
  - Colorado
  - Idaho
  - Oregon
  - Washington
- South-central U.S.A.
  - New Mexico
- Southeastern U.S.A.
  - Alabama
  - Arkansas
  - Delaware
  - Kentucky
  - Maryland
  - Tennessee
  - Virginia
- Southwestern U.S.A.
  - California
  - Nevada

Pacific click to expand
- North-central Pacific
  - Hawaii
- South-central Pacific
  - Marquesas
  - Society Islands
  - Tuamotu
  - Tubuai Islands
- Southwestern Pacific
  - Fiji
  - Vanuatu

Southern America click to expand
- Caribbean
  - Cuba
  - Dominican Republic
  - Haiti
  - Jamaica
  - Leeward Islands
  - Puerto Rico
  - Trinidad-Tobago
  - Windward Islands
- Central America
  - Costa Rica
  - Nicaragua
- Western South America
  - Bolivia
  - Colombia
  - Ecuador
  - Peru

Links to other databases Top

Suggest others/fix!

Database	ID/link to page
World Flora Online	wfo-0000584001
UNII	B5ONF538PB
Florida Plant Atlas	1838
Flora of Alabama	1355
Canadensys	4191
USDA Plants	CASA3
Tropicos	21302042
INPN	87788
Flora of Italy	296
KEW	urn:lsid:ipni.org:names:306087-2
The Plant List	kew-2696480
Open Tree Of Life	84004
Observations.org	6520
NCBI Taxonomy	3483
NBN Atlas	NBNSYS0000004692
Nature Serve	2.131607
IPNI	306087-2
iNaturalist	128773
iNaturalist	75997
GBIF	5361880
Freebase	/m/03zbj_
WisFlora	2864
EPPO	CNISA
EOL	594919
Elurikkus	3369
Calflora (Californian flora)	1471
USDA GRIN	8862
Wikipedia	Cannabis_sativa
CMAUP	NPO7513
PFAF	Cannabis sativa

Genomes (via NCBI) Top

Below is displayed the reference genome only!
If you wish to browse all genomes for this plant click here.

Accession	Assembly
Accession	Name	Level	Submitter	Released	Coverage	Size
GCF_029168945.1	ASM2916894v1	Chromosome	Kangwon National University	2023-03-14	299	734.59 Mb

Scientific Literature Top

Below are displayed the latest 15 articles published in PMC (PubMed Central®) and other sources (DOI number only)!
If you wish to see all the related articles click here.

Title

Authors

Publication

Released

IDs

Potential Risks from Cannabis-Infused Beverages: A Critical Review.

Froude AM, Pangborn N, Britz-McKibbin P, MacKillop J, Balodis I

Cannabis

12-Dec-2024

PMCID:	PMC11705039
doi:	10.26828/cannabis/2024/000271
PMID:	39781553

CannSeek? Yes we Can! An open-source single nucleotide polymorphism database and analysis portal for Cannabis sativa.

Mansueto L, McNally KL, Kretzschmar T, Mauleon R

GigaByte

08-Oct-2024

PMCID:	PMC11480739
doi:	10.46471/gigabyte.135
PMID:	39416656

Are adverse effects of cannabidiol (CBD) products caused by tetrahydrocannabinol (THC) contamination?

Lachenmeier DW, Habel S, Fischer B, Herbi F, Zerbe Y, Bock V, Rajcic de Rezende T, Walch SG, Sproll C

F1000Res

13-Sep-2024

PMCID:	PMC7029751
doi:	10.12688/f1000research.19931.1
PMID:	32117565

Trends in prescription and cost of Sativex, a cannabinoid-based medicine, in treating patients with multiple sclerosis in England

Javid FA, Alam A, Williams E, Malik SS, Mohayuddin U, Hasan SS

J Pharm Policy Pract

08-May-2024

PMCID:	PMC11080669
doi:	10.1080/20523211.2024.2342318
PMID:	38726319

Evaluation of the immune system status and hematological dyscrasias, among amphetamine and cannabis abusers at Eradah Hospital in Qassim, Saudi Arabia

Mohammed AH, Aljarallah AS, Huq M, Mackawy AM, Alharbi BF, Almutairi KS, Alruwetei AM, Almatroudi AA, Alharbi HO, Aljohery SA, Wasti AZ

Sci Rep

08-May-2024

PMCID:	PMC11079053
doi:	10.1038/s41598-024-61182-4
PMID:	38719969

Shared genetic architecture highlights the bidirectional association between major depressive disorder and fracture risk

Zhao P, Ying Z, Yuan C, Zhang H, Dong A, Tao J, Yi X, Yang M, Jin W, Tian W, Karasik D, Tian G, Zheng H

Gen Psychiatr

08-May-2024

PMCID:	PMC11086190
doi:	10.1136/gpsych-2023-101418
PMID:	38737893

Evaluation of potential drug–drug interactions with medical cannabis

Ho JJ, Goh C, Leong CS, Ng KY, Bakhtiar A

Clin Transl Sci

08-May-2024

PMCID:	PMC11079547
doi:	10.1111/cts.13812
PMID:	38720531

Use of cannabidiol in the treatment of drug-refractory epilepsy in children and young adults: A systematic review

Chico SF, Diaz DA, Contreras-Puentes N

J Neurosci Rural Pract

07-May-2024

PMCID:	PMC11090527
doi:	10.25259/JNRP_618_2023
PMID:	38746511

Study of medicinal plants used in ethnoveterinary medical system in riverine areas of Punjab, Pakistan

Umair M, Altaf M, Ahsan T, Bussmann RW, Abbasi AM, Gatasheh MK, Elrobh M

J Ethnobiol Ethnomed

07-May-2024

PMCID:	PMC11077875
doi:	10.1186/s13002-024-00686-9
PMID:	38715115

Phytochemical Modulation of Ion Channels in Oncologic Symptomatology and Treatment

Rao R, Mohammed C, Alschuler L, Pomeranz Krummel DA, Sengupta S

Cancers (Basel)

06-May-2024

PMCID:	PMC11083444
doi:	10.3390/cancers16091786
PMID:	38730738

In silico investigation of cannabinoids from Cannabis sativa leaves as a potential anticancer drug to inhibit MAPK-ERK signaling pathway and EMT induction

Iqbal S, Matsabisa M

In Silico Pharmacol

06-May-2024

PMCID:	PMC11074091
doi:	10.1007/s40203-024-00213-4
PMID:	38716440

Application of Developmental Regulators for Enhancing Plant Regeneration and Genetic Transformation

Xu P, Zhong Y, Xu A, Liu B, Zhang Y, Zhao A, Yang X, Ming M, Cao F, Fu F

Plants (Basel)

04-May-2024

PMCID:	PMC11085514
doi:	10.3390/plants13091272
PMID:	38732487

An emerging trend in Novel Psychoactive Substances (NPSs): designer THC

Caprari C, Ferri E, Vandelli MA, Citti C, Cannazza G

J Cannabis Res

03-May-2024

PMCID:	PMC11067227
doi:	10.1186/s42238-024-00226-y
PMID:	38702834

Hemp Seeds (Cannabis sativa L.) as a Valuable Source of Natural Ingredients for Functional Foods—A Review

Tănase Apetroaei V, Pricop EM, Istrati DI, Vizireanu C

Molecules

01-May-2024

PMCID:	PMC11085560
doi:	10.3390/molecules29092097
PMID:	38731588

Enhancing structural diversity of terpenoids by multisubstrate terpene synthases

Li M, Tao H

Beilstein J Org Chem

30-Apr-2024

PMCID:	PMC11070974
doi:	10.3762/bjoc.20.86
PMID:	38711588

Phytochemical Profile Top

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Below are displayed the proven (via scientific papers) natural compounds!
You can also contribute to this by clicking here.

Name	PubChem ID	Canonical SMILES	MW	Found in	Proof
> Alkaloids and derivatives
Isopiperine	1548913	Click to see C1CCN(CC1)C(=O)C=CC=CC2=CC3=C(C=C2)OCO3	285.34	unknown	via CMAUP database
Neurine	10042	Click to see	103.16	unknown	via CMAUP database
Trigonelline	5570	Click to see	137.14	unknown	https://doi.org/10.1021/NP50008A001
> Alkaloids and derivatives / Aporphines
Fetidine	442233	Click to see	682.80	unknown	via CMAUP database
> Alkaloids and derivatives / Lupin alkaloids / Sparteine, lupanine, and related alkaloids
(1S,2S,9S,10R,12S)-12-hydroxy-7,15-diazatetracyclo[7.7.1.02,7.010,15]heptadecan-6-one	12310674	Click to see	264.36	unknown	https://doi.org/10.1007/BF01951236 https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4888767/ https://doi.org/10.1248/CPB.26.3641 https://doi.org/10.1039/P19820001467 https://doi.org/10.1039/P19820001455 https://doi.org/10.1016/J.TET.2011.03.062 https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4887452/
> Benzenoids / Benzene and substituted derivatives / Benzoic acids and derivatives / Benzoic acid esters / o-Hydroxybenzoic acid esters
Methyl Salicylate	4133	Click to see COC(=O)C1=CC=CC=C1O	152.15	unknown	https://doi.org/10.1021/NP50008A001
> Benzenoids / Benzene and substituted derivatives / Benzoic acids and derivatives / Hydroxybenzoic acid derivatives
2,4-Dihydroxy-3-(3-methyl-6-prop-1-en-2-ylcyclohex-2-en-1-yl)-6-pentylbenzoic acid	4486399	Click to see CCCCCC1=CC(=C(C(=C1C(=O)O)O)C2C=C(CCC2C(=C)C)C)O	358.50	unknown	https://doi.org/10.1016/J.FEBSLET.2007.05.043 https://doi.org/10.1021/NP8002673 https://doi.org/10.1002/ARDP.19582910804
2,4-dihydroxy-3-[[(2R,3S)-3-methyl-3-(4-methylpent-3-enyl)oxiran-2-yl]methyl]-6-pentylbenzoic acid	163195652	Click to see	376.50	unknown	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4887452/
2,4-dihydroxy-3-[[(2S,3S)-3-methyl-3-(4-methylpent-3-enyl)oxiran-2-yl]methyl]-6-pentylbenzoic acid	162915216	Click to see CCCCCC1=CC(=C(C(=C1C(=O)O)O)CC2C(O2)(C)CCC=C(C)C)O	376.50	unknown	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4887452/
2,4-Dihydroxy-3-[[3-methyl-3-(4-methylpent-3-enyl)oxiran-2-yl]methyl]-6-pentylbenzoic acid	162915215	Click to see	376.50	unknown	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4887452/
3-(3,7-Dimethylocta-2,6-dienyl)-2,4-dihydroxy-6-pentylbenzoic acid	3082240	Click to see	360.50	unknown	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4883103/ https://doi.org/10.1016/0031-9422(94)00887-Y https://doi.org/10.1021/NP8002673 https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4887452/
4-Hydroxybenzoic acid	135	Click to see C1=CC(=CC=C1C(=O)O)O	138.12	unknown	https://doi.org/10.1021/NP50008A001 https://doi.org/10.1093/ACPROF:OSO/9780199662685.003.0001
Cannabidiolic acid	160570	Click to see	358.50	unknown	https://doi.org/10.1016/J.FEBSLET.2007.05.043 https://doi.org/10.1080/10826079508009265 https://doi.org/10.1074/JBC.271.29.17411 https://doi.org/10.1007/S11101-008-9094-4 https://doi.org/10.1021/NP8002673 https://doi.org/10.1021/NP50008A001 https://doi.org/10.1002/ARDP.19582910804
Cannabidivarinic Acid	59444387	Click to see	330.40	unknown	https://doi.org/10.1021/NP50008A001
Cannabigerolic acid	6449999	Click to see CCCCCC1=CC(=C(C(=C1C(=O)O)O)CC=C(C)CCC=C(C)C)O	360.50	unknown	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4887452/ https://doi.org/10.1021/NP8002673 https://doi.org/10.1080/10826079508009265 https://doi.org/10.1055/S-2008-1075211 https://doi.org/10.1021/NP50008A001 https://doi.org/10.1016/0031-9422(94)00887-Y https://doi.org/10.1007/S11101-008-9094-4 https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4883103/
Cannabigerovarinic acid	59444383	Click to see	332.40	unknown	https://doi.org/10.1021/NP50008A001
Cannabinerolic acid	9998639	Click to see CCCCCC1=CC(=C(C(=C1C(=O)O)O)CC=C(C)CCC=C(C)C)O	360.50	unknown	https://doi.org/10.1016/0031-9422(94)00887-Y
> Benzenoids / Benzene and substituted derivatives / Benzoic acids and derivatives / Methoxybenzoic acids and derivatives / M-methoxybenzoic acids and derivatives
Vanillic Acid	8468	Click to see COC1=C(C=CC(=C1)C(=O)O)O	168.15	unknown	https://doi.org/10.1021/NP50008A001
> Benzenoids / Benzene and substituted derivatives / Benzoic acids and derivatives / Methoxybenzoic acids and derivatives / P-methoxybenzoic acids and derivatives
3-(3,7-Dimethylocta-2,6-dienyl)-2-hydroxy-4-methoxy-6-pentylbenzoic acid	74316571	Click to see	374.50	unknown	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4887452/
Cannabigerolic acid monomethyl ether	24739091	Click to see	374.50	unknown	https://doi.org/10.1021/NP50008A001 https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4887452/
> Benzenoids / Benzene and substituted derivatives / Benzoic acids and derivatives / Salicylic acid and derivatives
1H-4-Oxabenzo[f]cyclobut[cd]indene-7-carboxylic acid, 1a,2,3,3a,8b,8c-hexahydro-8-hydroxy-1,1,3a-trimethyl-6-pentyl-; 1a,2,3,3a,8b,8c-Hexahydro-8-hydroxy-1,1,3a-trimethyl-6-pentyl-1H-4-oxabenzo[f]cyclobut[cd]indene-7-carboxylic acid; Cannabicyclolic acid; CBLA	71437560	Click to see CCCCCC1=CC2=C(C3C4C(C3(C)C)CCC4(O2)C)C(=C1C(=O)O)O	358.50	unknown	https://doi.org/10.1021/NP50008A001
Cannabichromenic acid, (+)-	3084339	Click to see	358.50	unknown	https://doi.org/10.1016/0031-9422(94)00887-Y https://doi.org/10.1007/S11101-008-9094-4 https://doi.org/10.1021/NP970210Y https://doi.org/10.1016/S0031-9422(00)84939-0 https://doi.org/10.1021/NP50008A001
Cannabichromevarinic acid	11110322	Click to see CCCC1=CC2=C(C=CC(O2)(C)CCC=C(C)C)C(=C1C(=O)O)O	330.40	unknown	https://doi.org/10.1021/NP50008A001
> Benzenoids / Benzene and substituted derivatives / Benzoic acids and derivatives / p-Hydroxybenzoic acid esters / p-Hydroxybenzoic acid alkyl esters
Methylparaben	7456	Click to see	152.15	unknown	https://doi.org/10.1093/ACPROF:OSO/9780199662685.003.0001
> Benzenoids / Benzene and substituted derivatives / Benzoyl derivatives
4-Ethylbenzaldehyde	20861	Click to see	134.17	unknown	https://doi.org/10.1021/NP50008A001
Benzaldehyde	240	Click to see	106.12	unknown	via CMAUP database
> Benzenoids / Benzene and substituted derivatives / Benzyloxycarbonyls
(4-Ethylphenyl)methyl acetate	12732713	Click to see	178.23	unknown	https://doi.org/10.1021/NP50008A001
Benzyl acetate	8785	Click to see	150.17	unknown	https://doi.org/10.1021/NP50008A001
> Benzenoids / Benzene and substituted derivatives / Biphenyls and derivatives
5'-Methyl-4-pentylbiphenyl-2,6,2'-triol	91488182	Click to see	286.40	unknown	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4887452/
> Benzenoids / Benzene and substituted derivatives / Methoxybenzenes / Dimethoxybenzenes
Methyleugenol	7127	Click to see COC1=C(C=C(C=C1)CC=C)OC	178.23	unknown	https://doi.org/10.1021/NP50008A001
> Benzenoids / Benzene and substituted derivatives / Phenethylamines
Hordenine	68313	Click to see	165.23	unknown	https://doi.org/10.1021/NP50008A001
Phenethylamine	1001	Click to see	121.18	unknown	https://doi.org/10.1021/NP50008A001
Tyramine	5610	Click to see C1=CC(=CC=C1CCN)O	137.18	unknown	https://doi.org/10.1021/NP50008A001
> Benzenoids / Benzene and substituted derivatives / Phenylacetaldehydes
Phenylacetaldehyde	998	Click to see C1=CC=C(C=C1)CC=O	120.15	unknown	via CMAUP database
> Benzenoids / Benzene and substituted derivatives / Phenylpropanes
2-Methyl-3-phenyl-1-propene	18687	Click to see CC(=C)CC1=CC=CC=C1	132.20	unknown	https://doi.org/10.1021/NP50008A001
2,4-Di-tert-butylphenol	7311	Click to see	206.32	unknown	via CMAUP database
p-Cymen-8-ol	14529	Click to see	150.22	unknown	https://doi.org/10.1021/NP50008A001
> Benzenoids / Benzene and substituted derivatives / Phenylpropenes
p-alpha-Dimethyl styrene	62385	Click to see	132.20	unknown	https://doi.org/10.1021/NP50008A001
> Benzenoids / Benzene and substituted derivatives / Styrenes
5-[2-(4-Hydroxyphenyl)ethenyl]cyclohexa-1,3-diene-1,3-diol	122177172	Click to see	230.26	unknown	https://doi.org/10.1021/NP50031A011
> Benzenoids / Indanes
(3S)-4-hydroxy-6-methoxyspiro[1,2-dihydroindene-3,4'-cyclohex-2-ene]-1'-one	134714927	Click to see COC1=CC2=C(C(=C1)O)C3(CCC(=O)C=C3)CC2	244.28	unknown	https://doi.org/10.1248/CPB.26.3641
(R)-2',3'-Dihydro-7'-hydroxy-5'-methoxyspiro[2-cyclohexene-1,1'-[1H]inden]-4-one	10105874	Click to see	244.28	unknown	https://doi.org/10.1016/0040-4020(76)80149-4 https://doi.org/10.1039/P19820001467 https://doi.org/10.1021/NP50008A001
4-Hydroxy-6-methoxyspiro[1,2-dihydroindene-3,4'-cyclohexa-2,5-diene]-1'-one	90475437	Click to see	242.27	unknown	https://doi.org/10.1039/P19820001467 https://doi.org/10.1016/J.TET.2011.03.062
6-Hydroxy-4-methoxyspiro[1,2-dihydroindene-3,4'-cyclohexa-2,5-diene]-1'-one	101802953	Click to see COC1=CC(=CC2=C1C3(CC2)C=CC(=O)C=C3)O	242.27	unknown	https://doi.org/10.1016/J.TET.2011.03.062
Cannabispirenone A	182364	Click to see COC1=CC2=C(C(=C1)O)C3(CCC(=O)C=C3)CC2	244.28	unknown	https://doi.org/10.1016/0040-4020(76)80149-4 https://doi.org/10.1248/CPB.26.3641 https://doi.org/10.1039/P19820001467
> Benzenoids / Indanes / Indan-1-spirocyclohexanes
(4-Hydroxy-6-methoxyspiro[1,2-dihydroindene-3,4'-cyclohexane]-1'-yl) acetate	25141336	Click to see	290.40	unknown	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4888767/ https://doi.org/10.1248/CPB.26.3641 https://doi.org/10.1021/NP50008A001
2',3'-Dihydrospiro[cyclohexane-1,1'-indene]-5',7'-diol	71333767	Click to see	218.29	unknown	https://doi.org/10.1016/S0031-9422(00)81194-2
4,6-Dimethoxyspiro[1,2-dihydroindene-3,4'-cyclohexane]-1'-one	11196250	Click to see COC1=CC2=C(C(=C1)OC)C3(CCC(=O)CC3)CC2	260.33	unknown	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4887452/
5-Hydroxy-7-methoxyindan-1-spiro cyclohexane	117952695	Click to see COC1=CC(=CC2=C1C3(CCCCC3)CC2)O	232.32	unknown	https://doi.org/10.1016/S0031-9422(00)81194-2
7-Hydroxy-5-methoxyindan-1-spiro-cyclohexane	117952889	Click to see COC1=CC2=C(C(=C1)O)C3(CCCCC3)CC2	232.32	unknown	https://doi.org/10.1016/S0031-9422(00)81194-2
beta-Cannabispiranol	194174	Click to see	248.32	unknown	https://doi.org/10.1007/BF01951236 https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4887452/ https://doi.org/10.1039/P19820001467 https://doi.org/10.1248/CPB.26.3641 https://doi.org/10.1055/S-2008-1075211 https://doi.org/10.1021/NP50008A001 https://doi.org/10.1039/P19820001455 https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4888767/ https://doi.org/10.1016/J.TET.2011.03.062 https://doi.org/10.1055/S-0028-1084474
Cannabispiran	162936	Click to see	246.30	unknown	https://doi.org/10.1016/0040-4020(76)80149-4 https://doi.org/10.1248/CPB.26.3641 https://doi.org/10.1039/P19820001467 https://doi.org/10.1016/J.TET.2011.03.062 https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4887452/ https://doi.org/10.1021/NP50008A001 https://doi.org/10.1039/C39760000580
Isocannabispiran	154496776	Click to see	246.30	unknown	https://doi.org/10.1007/BF01945080
> Benzenoids / Naphthalenes
1,8-Dimethylnaphthalene	11287	Click to see	156.22	unknown	via CMAUP database
> Benzenoids / Phenanthrenes and derivatives / Hydrophenanthrenes
4-Hydroxy-2,3,6,7-tetramethoxy-9,10-dihydrophenanthrene	25172437	Click to see COC1=C(C=C2C(=C1)CCC3=CC(=C(C(=C32)O)OC)OC)OC	316.30	unknown	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4888767/
4,5-Dihydroxy-2,3,6-trimethoxy-9,10-dihydrophenanthrene	25141334	Click to see	302.32	unknown	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4888767/
4,7-Dimethoxy-9,10-dihydrophenanthrene-1,2,5-triol	162975796	Click to see COC1=CC2=C(C(=C1)O)C3=C(C=C(C(=C3CC2)O)O)OC	288.29	unknown	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4888767/
Cannithrene 1	53438738	Click to see COC1=CC2=C(C(=C1)O)C3=C(CC2)C=CC(=C3)O	242.27	unknown	https://doi.org/10.1039/P19820001467 https://doi.org/10.1021/NP50008A001
Cannithrene 2	86021565	Click to see	272.29	unknown	https://doi.org/10.1039/P19820001467 https://doi.org/10.1039/P19820001455
> Benzenoids / Phenol ethers / Anisoles
Anethole	637563	Click to see	148.20	unknown	https://doi.org/10.1021/NP50008A001
Anethole, (Z)-	1549040	Click to see CC=CC1=CC=C(C=C1)OC	148.20	unknown	https://doi.org/10.1021/NP50008A001
Anisole	7519	Click to see COC1=CC=CC=C1	108.14	unknown	via CMAUP database
> Benzenoids / Phenols / Benzenediols / Resorcinols
2-[[(2R,3S)-3-methyl-3-(4-methylpent-3-enyl)oxiran-2-yl]methyl]-5-pentylbenzene-1,3-diol	163048718	Click to see	332.50	unknown	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4887452/
2-[[(2S,3S)-3-methyl-3-(4-methylpent-3-enyl)oxiran-2-yl]methyl]-5-pentylbenzene-1,3-diol	163048719	Click to see	332.50	unknown	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4887452/
2-[[3-Methyl-3-(4-methylpent-3-enyl)oxiran-2-yl]methyl]-5-pentylbenzene-1,3-diol	163048717	Click to see	332.50	unknown	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4887452/
Olivetol	10377	Click to see	180.24	unknown	https://doi.org/10.1016/0006-2952(87)90505-3
Poipuol	11438296	Click to see	309.60	unknown	https://doi.org/10.1039/P19820001455
> Benzenoids / Phenols / Benzenetriols and derivatives / Phloroglucinols and derivatives
Phloroglucinol	359	Click to see C1=C(C=C(C=C1O)O)O	126.11	unknown	https://doi.org/10.1016/S0031-9422(00)90352-2
> Benzenoids / Phenols / Halophenols / Chlorophenols / M-chlorophenols
3-Chlorophenol	7933	Click to see C1=CC(=CC(=C1)Cl)O	128.55	unknown	via CMAUP database
> Benzenoids / Phenols / Methoxyphenols
2-Propenamide, 3-(4-hydroxy-3-methoxyphenyl)-N-[2-(4-hydroxyphenyl)ethyl]-2-[4-[3-[[2-(4-hydroxyphenyl)ethyl]amino]-3-oxo-1-propenyl]-2-methoxyphenoxy]-, (Z,E)-	78070857	Click to see	624.70	unknown	https://doi.org/10.1016/0031-9422(94)00773-M
Cannabistilbene II	6439895	Click to see	304.34	unknown	https://doi.org/10.1021/NP50033A008
Eugenol	3314	Click to see	164.20	unknown	https://doi.org/10.1021/NP50008A001 https://doi.org/10.1271/BBB1924.24.667
Feruloyltyramine	5280537	Click to see	313.30	unknown	https://doi.org/10.1016/S0031-9422(00)98242-6 https://doi.org/10.1016/0091-3057(91)90348-6
Isoeugenol	853433	Click to see	164.20	unknown	https://doi.org/10.1021/NP50008A001
Mequinol	9015	Click to see COC1=CC=C(C=C1)O	124.14	unknown	via CMAUP database
Vanillin	1183	Click to see COC1=C(C=CC(=C1)C=O)O	152.15	unknown	via CMAUP database
> Hydrocarbons / Saturated hydrocarbons
2-Methylhentriacontane	14923238	Click to see CCCCCCCCCCCCCCCCCCCCCCCCCCCCCC(C)C	450.90	unknown	https://doi.org/10.1021/NP50008A001
9-Methyloctacosane	14275210	Click to see	408.80	unknown	https://doi.org/10.1021/NP50008A001
> Hydrocarbons / Saturated hydrocarbons / Alkanes
Decane	15600	Click to see	142.28	unknown	https://doi.org/10.1021/NP50008A001
Docosane	12405	Click to see CCCCCCCCCCCCCCCCCCCCCC	310.60	unknown	https://doi.org/10.1021/NP50008A001
Dodecane	8182	Click to see	170.33	unknown	https://doi.org/10.1021/NP50008A001
Dotriacontane	11008	Click to see	450.90	unknown	https://doi.org/10.1021/NP50008A001
Eicosane	8222	Click to see	282.50	unknown	https://doi.org/10.1021/NP50008A001
Heneicosane	12403	Click to see	296.60	unknown	https://doi.org/10.1021/NP50008A001
Hentriacontane	12410	Click to see	436.80	unknown	https://doi.org/10.1021/NP50008A001
Heptacosane	11636	Click to see	380.70	unknown	https://doi.org/10.1021/NP50008A001
Heptadecane	12398	Click to see CCCCCCCCCCCCCCCCC	240.50	unknown	https://doi.org/10.1021/NP50008A001
Heptatriacontane	23598	Click to see	521.00	unknown	https://doi.org/10.1021/NP50008A001
Hexacosane	12407	Click to see CCCCCCCCCCCCCCCCCCCCCCCCCC	366.70	unknown	https://doi.org/10.1021/NP50008A001
Hexadecane	11006	Click to see CCCCCCCCCCCCCCCC	226.44	unknown	https://doi.org/10.1021/NP50008A001
Hexatriacontane	12412	Click to see	507.00	unknown	https://doi.org/10.1021/NP50008A001
Nonacosane	12409	Click to see CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	408.80	unknown	https://doi.org/10.1021/NP50008A001
Nonadecane	12401	Click to see	268.50	unknown	https://doi.org/10.1021/NP50008A001
Nonane	8141	Click to see	128.25	unknown	https://doi.org/10.1021/NP50008A001
Nonatriacontane	114842	Click to see	549.10	unknown	https://doi.org/10.1021/NP50008A001
Octacosane	12408	Click to see	394.80	unknown	https://doi.org/10.1021/NP50008A001
Octadecane	11635	Click to see CCCCCCCCCCCCCCCCCC	254.50	unknown	https://doi.org/10.1021/NP50008A001
Octatriacontane	23599	Click to see	535.00	unknown	https://doi.org/10.1021/NP50008A001
Pentacosane	12406	Click to see	352.70	unknown	https://doi.org/10.1021/NP50008A001
Pentadecane	12391	Click to see	212.41	unknown	https://doi.org/10.1021/NP50008A001
Pentatriacontane	12413	Click to see CCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCC	492.90	unknown	https://doi.org/10.1021/NP50008A001
Tetracosane	12592	Click to see CCCCCCCCCCCCCCCCCCCCCCCC	338.70	unknown	https://doi.org/10.1021/NP50008A001
Tetradecane	12389	Click to see	198.39	unknown	https://doi.org/10.1021/NP50008A001
Tetratriacontane	26519	Click to see	478.90	unknown	https://doi.org/10.1021/NP50008A001
Triacontane	12535	Click to see	422.80	unknown	https://doi.org/10.1021/NP50008A001
Tricosane	12534	Click to see CCCCCCCCCCCCCCCCCCCCCCC	324.60	unknown	https://doi.org/10.1021/NP50008A001
Tridecane	12388	Click to see	184.36	unknown	https://doi.org/10.1021/NP50008A001
Tritriacontane	12411	Click to see CCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCC	464.90	unknown	https://doi.org/10.1021/NP50008A001
Undecane	14257	Click to see CCCCCCCCCCC	156.31	unknown	https://doi.org/10.1021/NP50008A001
> Hydrocarbons / Saturated hydrocarbons / Alkanes / Branched alkanes
2-Methyldotriacontane	74399	Click to see	464.90	unknown	https://doi.org/10.1021/NP50008A001
2-Methylhexacosane	150931	Click to see CCCCCCCCCCCCCCCCCCCCCCCCC(C)C	380.70	unknown	https://doi.org/10.1021/NP50008A001
2-Methyloctacosane	519147	Click to see CCCCCCCCCCCCCCCCCCCCCCCCCCC(C)C	408.80	unknown	https://doi.org/10.1021/NP50008A001
2-Methyltetracosane	527459	Click to see	352.70	unknown	https://doi.org/10.1021/NP50008A001
3-Methylheneicosane	522120	Click to see	310.60	unknown	https://doi.org/10.1021/NP50008A001
3-Methylhentriacontane	521265	Click to see	450.90	unknown	https://doi.org/10.1021/NP50008A001
3-Methylheptacosane	85690	Click to see	394.80	unknown	https://doi.org/10.1021/NP50008A001
3-Methylpentacosane	189001	Click to see	366.70	unknown	https://doi.org/10.1021/NP50008A001
3-Methyltricosane	528561	Click to see	338.70	unknown	https://doi.org/10.1021/NP50008A001
> Hydrocarbons / Unsaturated hydrocarbons / Branched unsaturated hydrocarbons
Gamma-Terpinene	7461	Click to see	136.23	unknown	https://doi.org/10.1021/NP50008A001
> Lignans, neolignans and related compounds
(21S)-22-methyl-22-oxido-15,29,31-trioxa-7-aza-22-azoniaoctacyclo[19.9.3.216,19.14,30.110,14.03,8.025,33.028,32]heptatriaconta-1(30),2,4(34),7,10(37),11,13,16,18,25,27,32,35-tridecaene-13,27-diol	163187449	Click to see	548.60	unknown	https://doi.org/10.1007/S11101-008-9094-4 https://doi.org/10.1021/NP50008A001
2,3-bis[(4-hydroxy-3-methoxyphenyl)methylidene]-N,N'-bis[2-(4-hydroxyphenyl)ethyl]butanediamide	78385686	Click to see	624.70	unknown	https://doi.org/10.1016/0031-9422(94)00773-M
3-hydroxy-3-(4-hydroxy-3-methoxyphenyl)-N-[2-(4-hydroxyphenyl)ethyl]-2-[4-[3-[2-(4-hydroxyphenyl)ethylamino]-3-oxoprop-1-enyl]-2-methoxyphenoxy]propanamide	76514173	Click to see	642.70	unknown	https://doi.org/10.1016/0031-9422(94)00773-M
Cannabisin E	71448966	Click to see	642.70	unknown	https://doi.org/10.1016/0031-9422(94)00773-M
Cannabisin G	10438919	Click to see	624.70	unknown	https://doi.org/10.1016/0031-9422(94)00773-M
> Lignans, neolignans and related compounds / Arylnaphthalene lignans
Cannabisin A	15086398	Click to see	594.60	unknown	https://doi.org/10.1016/S0031-9422(00)98242-6
> Lignans, neolignans and related compounds / Aryltetralin lignans
(1R,2S)-1-(3,4-dihydroxyphenyl)-6,7-dihydroxy-2-N,3-N-bis[2-(4-hydroxyphenyl)ethyl]-1,2-dihydronaphthalene-2,3-dicarboxamide	101631692	Click to see	596.60	unknown	https://doi.org/10.1016/0031-9422(92)83479-I
(1R,2S)-1-(3,4-dihydroxyphenyl)-7-hydroxy-2-N,3-N-bis[2-(4-hydroxyphenyl)ethyl]-6-methoxy-1,2-dihydronaphthalene-2,3-dicarboxamide	101631693	Click to see	610.70	unknown	https://doi.org/10.1016/0031-9422(92)83479-I
(1R,2S)-7-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-2-N,3-N-bis[2-(4-hydroxyphenyl)ethyl]-6-methoxy-1,2-dihydronaphthalene-2,3-dicarboxamide	44584134	Click to see	624.70	unknown	https://doi.org/10.1016/0031-9422(92)83479-I
1-(3,4-dihydroxyphenyl)-7-hydroxy-2-N,3-N-bis[2-(4-hydroxyphenyl)ethyl]-6-methoxy-1,2-dihydronaphthalene-2,3-dicarboxamide	78070856	Click to see	610.70	unknown	https://doi.org/10.1016/0031-9422(92)83479-I
7-Hydroxy-1-(4-hydroxy-3-methoxyphenyl)-N2,N3-bis(4-hydroxyphenethyl)-6-methoxy-1,2-dihydronaphthalene-2,3-dicarboxamide	73022545	Click to see COC1=C(C=CC(=C1)C2C(C(=CC3=CC(=C(C=C23)O)OC)C(=O)NCCC4=CC=C(C=C4)O)C(=O)NCCC5=CC=C(C=C5)O)O	624.70	unknown	https://doi.org/10.1016/0031-9422(92)83479-I
Cannabisin B	78070855	Click to see C1=CC(=CC=C1CCNC(=O)C2C(C3=CC(=C(C=C3C=C2C(=O)NCCC4=CC=C(C=C4)O)O)O)C5=CC(=C(C=C5)O)O)O	596.60	unknown	https://doi.org/10.1016/0031-9422(92)83479-I
Cannabisin-B	71448963	Click to see	596.60	unknown	via CMAUP database
> Lipids and lipid-like molecules / Fatty Acyls / Eicosanoids / Prostaglandins and related compounds
Methyl 15-hydroxy-9-oxoprosta-5,10,13-trien-1-oate	53393996	Click to see	348.50	unknown	https://doi.org/10.1021/NP50008A001
> Lipids and lipid-like molecules / Fatty Acyls / Fatty acid esters
Hexyl butyrate	17525	Click to see	172.26	unknown	https://doi.org/10.1021/NP50008A001
Hexyl Hexanoate	22873	Click to see CCCCCCOC(=O)CCCCC	200.32	unknown	https://doi.org/10.1021/NP50008A001
> Lipids and lipid-like molecules / Fatty Acyls / Fatty acid esters / Fatty acid methyl esters
Methyl Palmitate	8181	Click to see	270.50	unknown	https://doi.org/10.1021/NP50008A001
> Lipids and lipid-like molecules / Fatty Acyls / Fatty acids and conjugates / Long-chain fatty acids
11-Eicosenoic Acid	5282769	Click to see	310.50	unknown	https://doi.org/10.1021/NP50008A001
9,10,12,13-Tetrahydroxyoctadecanoic acid	92800	Click to see	348.50	unknown	https://doi.org/10.1021/NP50008A001
Arachidonic Acid	444899	Click to see	304.50	unknown	via CMAUP database
cis-11-Eicosenoic acid	5282768	Click to see	310.50	unknown	via CMAUP database
Eicosadienoic Acid	6439848	Click to see	308.50	unknown	https://doi.org/10.1021/NP50008A001
Eicosanoic Acid	10467	Click to see	312.50	unknown	https://doi.org/10.1021/NP50008A001
Eicosenoic acid, (Z)-	46234793	Click to see	310.50	unknown	via CMAUP database
Elaidic Acid	637517	Click to see CCCCCCCCC=CCCCCCCCC(=O)O	282.50	unknown	via CMAUP database
Icos-2-enoic acid	3035221	Click to see	310.50	unknown	https://doi.org/10.1021/NP50008A001
Icosa-2,4-dienoic acid	54042050	Click to see CCCCCCCCCCCCCCCC=CC=CC(=O)O	308.50	unknown	https://doi.org/10.1021/NP50008A001
Myristic Acid	11005	Click to see	228.37	unknown	https://doi.org/10.1021/NP50008A001
Oleic Acid	445639	Click to see	282.50	unknown	https://doi.org/10.1021/NP50008A001
Oleic acid-d2	13011408	Click to see CCCCCCCCC=CCCCCCCCC(=O)O	284.50	unknown	via CMAUP database
Palmitic Acid	985	Click to see	256.42	unknown	https://doi.org/10.1021/NP50008A001
Palmitoleic Acid	445638	Click to see CCCCCCC=CCCCCCCCC(=O)O	254.41	unknown	https://doi.org/10.1021/NP50008A001
Stearic Acid	5281	Click to see	284.50	unknown	https://doi.org/10.1021/NP50008A001 https://doi.org/10.1093/ACPROF:OSO/9780199662685.003.0001
trans-2-Icosenoic acid	6438157	Click to see	310.50	unknown	via CMAUP database
> Lipids and lipid-like molecules / Fatty Acyls / Fatty acids and conjugates / Medium-chain fatty acids
Azelaic Acid	2266	Click to see C(CCCC(=O)O)CCCC(=O)O	188.22	unknown	https://doi.org/10.1021/NP50008A001
> Lipids and lipid-like molecules / Fatty Acyls / Fatty acids and conjugates / Very long-chain fatty acids
Behenic Acid	8215	Click to see CCCCCCCCCCCCCCCCCCCCCC(=O)O	340.60	unknown	https://doi.org/10.1021/NP50008A001
> Lipids and lipid-like molecules / Fatty Acyls / Fatty alcohol esters
Octyl hexanoate	21006	Click to see	228.37	unknown	https://doi.org/10.1021/NP50008A001
> Lipids and lipid-like molecules / Fatty Acyls / Fatty alcohols
1-Octanol	957	Click to see CCCCCCCCO	130.23	unknown	https://doi.org/10.1021/NP50008A001
1-Octen-3-Ol	18827	Click to see	128.21	unknown	https://doi.org/10.1021/NP50008A001
3-Octanol	11527	Click to see CCCCCC(CC)O	130.23	unknown	https://doi.org/10.1021/NP50008A001
Nonan-1-ol	8914	Click to see CCCCCCCCCO	144.25	unknown	https://doi.org/10.1021/NP50008A001
> Lipids and lipid-like molecules / Fatty Acyls / Fatty alcohols / Long-chain fatty alcohols
Cetyl Alcohol	2682	Click to see	242.44	unknown	https://doi.org/10.1021/NP50008A001
> Lipids and lipid-like molecules / Fatty Acyls / Fatty aldehydes
Tridecanal	25311	Click to see	198.34	unknown	https://doi.org/10.1021/NP50008A001
> Lipids and lipid-like molecules / Fatty Acyls / Fatty amides
Hexadecanamide	69421	Click to see	255.44	unknown	https://doi.org/10.1111/J.2042-7158.1977.TB11266.X
> Lipids and lipid-like molecules / Fatty Acyls / Lineolic acids and derivatives
(12S,13E)-12-hydroxyoctadeca-9,13,15-trienoic acid	162913760	Click to see CCC=CC=CC(CC=CCCCCCCCC(=O)O)O	294.40	unknown	https://doi.org/10.1016/J.TET.2011.03.062
(9Z,12S,13E,15Z)-12-hydroxyoctadeca-9,13,15-trienoic acid	102522407	Click to see	294.40	unknown	https://doi.org/10.1016/J.TET.2011.03.062
(9Z,12Z,14E,16R)-16-hydroxyoctadeca-9,12,14-trienoic acid	51533305	Click to see	294.40	unknown	https://doi.org/10.1016/J.TET.2011.03.062
16-Hydroxy-9,12,14-octadecatrienoic acid	53922940	Click to see CCC(C=CC=CCC=CCCCCCCCC(=O)O)O	294.40	unknown	https://doi.org/10.1016/J.TET.2011.03.062
Elaidolinolenic acid	5282822	Click to see	278.40	unknown	https://doi.org/10.1021/NP50008A001
gamma-Linolenic acid	5280933	Click to see CCCCCC=CCC=CCC=CCCCCC(=O)O	278.40	unknown	via CMAUP database
Linoleic Acid	5280450	Click to see CCCCCC=CCC=CCCCCCCCC(=O)O	280.40	unknown	https://doi.org/10.1021/NP50008A001
Linolenic Acid	5280934	Click to see	278.40	unknown	https://doi.org/10.1021/NP50008A001
Methyl linoleate	5284421	Click to see	294.50	unknown	https://doi.org/10.1021/NP50008A001
Octadeca-6,9,12-trienoic acid	3453	Click to see CCCCCC=CCC=CCC=CCCCCC(=O)O	278.40	unknown	via CMAUP database
> Lipids and lipid-like molecules / Prenol lipids / Diterpenoids
(3R)-5-[(1S,4aS,6R,8aS)-6-bromo-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]-3-methylpent-1-en-3-ol	162959704	Click to see	369.40	unknown	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4885748/ https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4887452/ https://doi.org/10.1007/BF02118655
7-ethenyl-1,4a,7-trimethyl-3,4,6,8,8a,9,10,10a-octahydro-2H-phenanthrene-1-carboxylic acid	14239484	Click to see	302.50	unknown	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2866040/ https://doi.org/10.1111/J.2042-7158.1980.TB12838.X
> Lipids and lipid-like molecules / Prenol lipids / Diterpenoids / Acyclic diterpenoids
3,7,11,15-Tetramethyl-2-hexadecen-1-OL	5366244	Click to see CC(C)CCCC(C)CCCC(C)CCCC(=CCO)C	296.50	unknown	https://doi.org/10.1021/NP50008A001
5,9,13-Pentadecatrien-2-one, 6,10,14-trimethyl-	61206	Click to see	262.40	unknown	https://doi.org/10.1021/NP50008A001
Farnesyl acetone	1711945	Click to see	262.40	unknown	https://doi.org/10.1021/NP50008A001
Phytol	5280435	Click to see CC(C)CCCC(C)CCCC(C)CCCC(=CCO)C	296.50	unknown	https://doi.org/10.1021/NP50008A001
> Lipids and lipid-like molecules / Prenol lipids / Monoterpenoids / Acyclic monoterpenoids
beta-OCIMENE, (3E)-	5281553	Click to see	136.23	unknown	https://doi.org/10.1021/NP50008A001
beta-Ocimene, (3Z)-	5320250	Click to see	136.23	unknown	https://doi.org/10.1021/NP50008A001
Citronellol	8842	Click to see	156.26	unknown	https://doi.org/10.1021/NP50008A001
Geraniol	637566	Click to see CC(=CCCC(=CCO)C)C	154.25	unknown	https://doi.org/10.1021/NP50008A001
Geranylacetone	1549778	Click to see	194.31	unknown	https://doi.org/10.1021/NP50008A001
Linalool	6549	Click to see	154.25	unknown	https://doi.org/10.1021/NP50008A001
Myrcene	31253	Click to see	136.23	unknown	https://doi.org/10.1021/NP50008A001
Neral	643779	Click to see	152.23	unknown	https://doi.org/10.1021/NP50008A001
Nerol	643820	Click to see CC(=CCCC(=CCO)C)C	154.25	unknown	https://doi.org/10.1021/NP50008A001
> Lipids and lipid-like molecules / Prenol lipids / Monoterpenoids / Aromatic monoterpenoids
(E)-2-(3,7-dimethylocta-2,6-dien-1-yl)-5-pentylbenzene-1,3-diol	160109	Click to see CCCCCC1=CC(=C(C(=C1)O)CC=C(C)CCC=C(C)C)O	316.50	unknown	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2866040/ https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3165957/ https://doi.org/10.1021/NP8002673 https://doi.org/10.1111/J.2042-7158.1980.TB12838.X https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4887452/
[3-(3,7-Dimethylocta-2,6-dienyl)-4,6-dihydroxy-2-pentylphenyl] acetate	74932475	Click to see CCCCCC1=C(C(=CC(=C1OC(=O)C)O)O)CC=C(C)CCC=C(C)C	374.50	unknown	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4886613/
1,3-Benzenediol, 2-(3-methyl-6-(1-methylethenyl)-2-cyclohexen-1-yl)-5-pentyl-, (1R-trans)-	521372	Click to see CCCCCC1=CC(=C(C(=C1)O)C2C=C(CCC2C(=C)C)C)O	314.50	unknown	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3165957/ https://doi.org/10.1039/JR9400000649 https://doi.org/10.1021/NP8002673 https://doi.org/10.1111/J.2042-7158.1980.TB12838.X https://doi.org/10.1016/S0040-4039(00)91014-1 https://doi.org/10.1016/0031-9422(77)80023-X
2-((1S,6S)-3-Methyl-6-(1-methylethyl)-2-cyclohexen-1-yl)-5-pentyl-1,3-benzenediol	11716677	Click to see	316.50	unknown	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2866040/
2-((1S,6S)-3-Methyl-6-(Prop-1-En-2-Yl)Cyclohex-2-Enyl)-5-Pentylbenzene-1,3-Diol	36688143	Click to see	314.50	unknown	https://doi.org/10.1016/S0040-4039(00)91014-1
2-(3-Methyl-6-prop-1-en-2-ylcyclohex-3-en-1-yl)-5-propylbenzene-1,3-diol	162843120	Click to see	286.40	unknown	https://doi.org/10.1111/J.2042-7158.1980.TB12838.X
2-(3,7-Dimethylocta-2,6-dienyl)-3-ethoxy-5-pentylphenol	163038928	Click to see	344.50	unknown	https://doi.org/10.1111/J.2042-7158.1980.TB12838.X
2-[(1R,6R)-3-methyl-6-prop-1-en-2-ylcyclohex-3-en-1-yl]-5-propylbenzene-1,3-diol	139494850	Click to see	286.40	unknown	https://doi.org/10.1111/J.2042-7158.1980.TB12838.X
2-[(1S,6S)-6-isopropenyl-3-methyl-1-cyclohex-2-enyl]-5-propyl-benzene-1,3-diol	91158	Click to see	286.40	unknown	https://doi.org/10.1111/J.2042-7158.1980.TB12838.X
2-[(6S)-3-methyl-6-prop-1-en-2-ylcyclohex-2-en-1-yl]-5-pentylbenzene-1,3-diol	9966641	Click to see	314.50	unknown	via CMAUP database
2-carboxy-5-hydroxy-6-[(6R)-3-methyl-6-prop-1-en-2-ylcyclohex-2-en-1-yl]-3-pentylphenolate	54740359	Click to see	357.50	unknown	via CMAUP database
3-Methoxy-2-((1R,6R)-3-methyl-6-(1-methylethenyl)-2-cyclohexen-1-yl)-5-pentylphenol	164905	Click to see	328.50	unknown	https://doi.org/10.1021/NP50008A001
4-Acetoxy-2-Geranyl-5-Hydroxy-3-N-Pentylphenol	44139611	Click to see CCCCCC1=C(C(=CC(=C1OC(=O)C)O)O)CC=C(C)CCC=C(C)C	374.50	unknown	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4886613/
5-Methyl-2-(3-methyl-6-prop-1-en-2-ylcyclohex-2-en-1-yl)benzene-1,3-diol	20586765	Click to see	258.35	unknown	https://doi.org/10.1021/NP50008A001
Cannabidiol	644019	Click to see	314.50	unknown	https://doi.org/10.1039/JR9400000649 https://doi.org/10.1248/YAKUSHI1947.118.9_408 https://doi.org/10.1111/J.2042-7158.1980.TB12838.X https://doi.org/10.1002/JPS.2600610139 https://doi.org/10.1520/JFS11698J https://doi.org/10.1021/NP200500P https://doi.org/10.1021/NP8002673 https://doi.org/10.1080/10826079508009265 https://doi.org/10.1021/NP50008A001 https://doi.org/10.1520/JFS14173J https://doi.org/10.1016/0031-9422(77)80023-X https://doi.org/10.1007/S11101-008-9094-4
Cannabidivarin	11601669	Click to see	286.40	unknown	https://doi.org/10.1520/JFS14173J https://doi.org/10.1111/J.2042-7158.1980.TB12838.X https://doi.org/10.1021/NP50008A001
Cannabielsoic acid A	59444405	Click to see	374.50	unknown	https://doi.org/10.1021/NP50008A001
Cannabielsoic acid B	59444401	Click to see	374.50	unknown	https://doi.org/10.1021/NP50008A001
Cannabielsoin	162113	Click to see CCCCCC1=CC(=C2C3C(CCC(C3OC2=C1)(C)O)C(=C)C)O	330.50	unknown	https://doi.org/10.1021/NP50008A001
Cannabigerol	5315659	Click to see	316.50	unknown	https://doi.org/10.1111/J.2042-7158.1980.TB12838.X https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4887452/ https://doi.org/10.1021/NP200500P https://doi.org/10.1021/NP8002673 https://doi.org/10.1080/10826079508009265 https://doi.org/10.1055/S-2008-1075211 https://doi.org/10.1021/NP50008A001 https://doi.org/10.1016/0006-2952(87)90505-3 https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2866040/ https://doi.org/10.1007/S11101-008-9094-4 https://doi.org/10.1021/NP50060A004
Cannabigerovarin	59444407	Click to see	288.40	unknown	https://doi.org/10.1021/NP50008A001
Carvacrol	10364	Click to see CC1=C(C=C(C=C1)C(C)C)O	150.22	unknown	https://doi.org/10.1021/NP50008A001
P-Cymene	7463	Click to see	134.22	unknown	https://doi.org/10.1021/NP50008A001 https://doi.org/10.1039/JR9420000188
> Lipids and lipid-like molecules / Prenol lipids / Monoterpenoids / Bicyclic monoterpenoids
(+-)-alpha-Pinene	6654	Click to see	136.23	unknown	https://doi.org/10.1021/NP50008A001
(+-)-Fenchone	14525	Click to see	152.23	unknown	https://doi.org/10.1021/NP50008A001
(+)-Fenchol	6997371	Click to see	154.25	unknown	https://doi.org/10.1021/NP50008A001
(2-Hydroxy-1,7,7-trimethylbicyclo[2.2.1]heptan-2-yl)acetic acid	3439780	Click to see	212.28	unknown	https://doi.org/10.1021/NP50008A001
(3R)-4-methylidene-1-(propan-2-yl)bicyclo[3.1.0]hexan-3-ol	42626428	Click to see	152.23	unknown	https://doi.org/10.1021/NP50008A001
3-Carene	26049	Click to see CC1=CCC2C(C1)C2(C)C	136.23	unknown	https://doi.org/10.1021/NP50008A001
4-Carene, (1S,3R,6R)-(-)-	530422	Click to see	136.23	unknown	https://doi.org/10.1021/NP50008A001
alpha Thujene	6451618	Click to see	136.23	unknown	https://doi.org/10.1021/NP50008A001
alpha-Thujene	17868	Click to see	136.23	unknown	https://doi.org/10.1021/NP50008A001
Beta-Pinene	14896	Click to see	136.23	unknown	https://doi.org/10.1021/NP50008A001
Borneol	64685	Click to see	154.25	unknown	https://doi.org/10.1021/NP50008A001
Bornyl acetate	6448	Click to see CC(=O)OC1CC2CCC1(C2(C)C)C	196.29	unknown	https://doi.org/10.1021/NP50008A001
Camphene	6616	Click to see	136.23	unknown	https://doi.org/10.1021/NP50008A001
Camphene hydrate	101680	Click to see	154.25	unknown	https://doi.org/10.1021/NP50008A001
Camphor	2537	Click to see	152.23	unknown	https://doi.org/10.1021/NP50008A001
CID 44630107	44630107	Click to see CC1(C2CCC1(C(C2)O)C)C	154.25	unknown	https://doi.org/10.1021/NP50008A001
D-Borneol	6552009	Click to see	154.25	unknown	via CMAUP database
D-Camphor	159055	Click to see	152.23	unknown	via CMAUP database
Fenchol	15406	Click to see CC1(C2CCC(C2)(C1O)C)C	154.25	unknown	https://doi.org/10.1021/NP50008A001
Pinocarveol, (+-)-	102667	Click to see	152.23	unknown	https://doi.org/10.1021/NP50008A001
Pinocarvone	121719	Click to see CC1(C2CC1C(=C)C(=O)C2)C	150.22	unknown	https://doi.org/10.1021/NP50008A001
Sabinene	18818	Click to see	136.23	unknown	https://doi.org/10.1021/NP50008A001
Trans-alpha-Bergamotene	6429302	Click to see	204.35	unknown	https://doi.org/10.1021/NP50008A001
> Lipids and lipid-like molecules / Prenol lipids / Monoterpenoids / Menthane monoterpenoids
(+)-Menthol	165675	Click to see CC1CCC(C(C1)O)C(C)C	156.26	unknown	via CMAUP database
1,6-Dihydrocarvone	24473	Click to see	152.23	unknown	https://doi.org/10.1021/NP50008A001
4-Terpineol, (+/-)-	11230	Click to see CC1=CCC(CC1)(C(C)C)O	154.25	unknown	https://doi.org/10.1021/NP50008A001
alpha-PHELLANDRENE	7460	Click to see CC1=CCC(C=C1)C(C)C	136.23	unknown	https://doi.org/10.1021/NP50008A001
Alpha-Terpinene	7462	Click to see	136.23	unknown	https://doi.org/10.1021/NP50008A001
Alpha-Terpineol	17100	Click to see	154.25	unknown	https://doi.org/10.1021/NP50008A001
Beta-Phellandrene	11142	Click to see CC(C)C1CCC(=C)C=C1	136.23	unknown	https://doi.org/10.1021/NP50008A001
Beta-Terpineol	8748	Click to see	154.25	unknown	https://doi.org/10.1021/NP50008A001
Carvone, (-)-	439570	Click to see	150.22	unknown	https://doi.org/10.1055/S-0028-1097617
Carvone, (+-)-	7439	Click to see	150.22	unknown	https://doi.org/10.1055/S-0028-1097617 https://doi.org/10.1021/NP50008A001
Carvone, (+)-	16724	Click to see CC1=CCC(CC1=O)C(=C)C	150.22	unknown	https://doi.org/10.1021/NP50008A001
Isopulegone	34645	Click to see CC1CCC(C(=O)C1)C(=C)C	152.23	unknown	https://doi.org/10.1055/S-0028-1097617
Limonene, (+/-)-	22311	Click to see CC1=CCC(CC1)C(=C)C	136.23	unknown	https://doi.org/10.1021/NP50008A001
p-MENTH-8-EN-3-ONE, trans-	6432305	Click to see CC1CCC(C(=O)C1)C(=C)C	152.23	unknown	https://doi.org/10.1055/S-0028-1097617
Piperitenone	381152	Click to see	150.22	unknown	https://doi.org/10.1021/NP50008A001
Pulegone	442495	Click to see CC1CCC(=C(C)C)C(=O)C1	152.23	unknown	https://doi.org/10.1021/NP50008A001
Terpinolene	11463	Click to see	136.23	unknown	https://doi.org/10.1021/NP50008A001
> Lipids and lipid-like molecules / Prenol lipids / Monoterpenoids / Monocyclic monoterpenoids
(1S)-3-methyl-1-prop-1-en-2-ylcyclohex-3-en-1-ol	162972129	Click to see	152.23	unknown	https://doi.org/10.1016/S0040-4039(01)96066-6
3-Methyl-1-prop-1-en-2-ylcyclohex-3-en-1-ol	101409170	Click to see	152.23	unknown	https://doi.org/10.1016/S0040-4039(01)96066-6
> Lipids and lipid-like molecules / Prenol lipids / Quinone and hydroquinone lipids / Prenylated hydroquinones
[2-(3,7-Dimethylocta-2,6-dienyl)-3,6-dihydroxy-5-pentylphenyl] acetate	74932477	Click to see	374.50	unknown	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4886613/
2-[(2E)-3,7-Dimethyl-2,6-octadienyl]-3-acetoxy-5-pentylhydroquinone	44139615	Click to see CCCCCC1=CC(=C(C(=C1O)OC(=O)C)CC=C(C)CCC=C(C)C)O	374.50	unknown	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4886613/
> Lipids and lipid-like molecules / Prenol lipids / Quinone and hydroquinone lipids / Prenylquinones
[2-(3,7-Dimethylocta-2,6-dienyl)-5-hexyl-3,6-dioxocyclohexa-1,4-dien-1-yl] acetate	162903611	Click to see	386.50	unknown	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4888767/
> Lipids and lipid-like molecules / Prenol lipids / Quinone and hydroquinone lipids / Vitamin K compounds
2-Methyl-3-(3,7,11,15-tetramethyl-2-hexadecen-1-yl)-1,4-naphthoquinone	4812	Click to see	450.70	unknown	via CMAUP database
Phytonadione	5284607	Click to see CC1=C(C(=O)C2=CC=CC=C2C1=O)CC=C(C)CCCC(C)CCCC(C)CCCC(C)C	450.70	unknown	https://doi.org/10.1021/NP50008A001
Vitamin K	5280483	Click to see CC1=C(C(=O)C2=CC=CC=C2C1=O)CC=C(C)CCCC(C)CCCC(C)CCCC(C)C	450.70	unknown	via CMAUP database
> Lipids and lipid-like molecules / Prenol lipids / Sesquiterpenoids
(-)-alpha-Curcumene	442360	Click to see	202.33	unknown	https://doi.org/10.1021/NP50008A001
(-)-beta-Curcumene	14014430	Click to see CC1=CCC(=CC1)C(C)CCC=C(C)C	204.35	unknown	https://doi.org/10.1021/NP50008A001
(-)-epi-beta-Santalene	11106484	Click to see	204.35	unknown	https://doi.org/10.1021/NP50008A001
(-)-Isocaryophyllene	5281522	Click to see	204.35	unknown	https://doi.org/10.1021/NP50008A001
(1,6-dimethyl-4-propan-2-yl-3,4,4a,7,8,8a-hexahydro-2H-naphthalen-1-yl) 1-hydroxy-6,6,9-trimethyl-3-pentyl-6a,7,8,10a-tetrahydrobenzo[c]chromene-2-carboxylate	74336896	Click to see CCCCCC1=CC2=C(C3C=C(CCC3C(O2)(C)C)C)C(=C1C(=O)OC4(CCC(C5C4CCC(=C5)C)C(C)C)C)O	562.80	unknown	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4883103/
(1,6-dimethyl-4-propan-2-yl-3,4,4a,7,8,8a-hexahydro-2H-naphthalen-1-yl) 3-(3,7-dimethylocta-2,6-dienyl)-2,4-dihydroxy-6-pentylbenzoate	74336924	Click to see CCCCCC1=CC(=C(C(=C1C(=O)OC2(CCC(C3C2CCC(=C3)C)C(C)C)C)O)CC=C(C)CCC=C(C)C)O	564.80	unknown	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4883103/
(1E,8E)-2,6,6,9-tetramethylcycloundeca-1,4,8-triene	134687947	Click to see CC1=CCC(C=CCC(=CCC1)C)(C)C	204.35	unknown	https://doi.org/10.1021/NP50008A001
(1R,2S,7S,8S)-1,3-dimethyl-8-propan-2-yltricyclo[4.4.0.02,7]dec-3-ene	92042749	Click to see CC1=CCC2C3C1C2(CCC3C(C)C)C	204.35	unknown	https://doi.org/10.1021/NP50008A001
(1R,4R,5R,9S)-4,5-epoxycaryophyllan-8(13)-ene	1742211	Click to see	220.35	unknown	via CMAUP database
(1S,5R,7S,10R)-4,10-dimethyl-7-propan-2-yltricyclo[4.4.0.01,5]dec-3-ene	134779875	Click to see	204.35	unknown	https://doi.org/10.1021/NP50008A001
(2R)-6-methyl-2-(4-methylcyclohex-3-en-1-yl)hept-5-en-2-ol	6506009	Click to see CC1=CCC(CC1)C(C)(CCC=C(C)C)O	222.37	unknown	https://doi.org/10.1021/NP50008A001
(3R,6E)-Nerolidol	11241545	Click to see	222.37	unknown	https://doi.org/10.1021/NP50008A001
(4S)-4-hydroxy-4-[(E,3R)-3-hydroxybut-1-enyl]-3,3,5-trimethylcyclohexan-1-one	15847407	Click to see	226.31	unknown	https://doi.org/10.1021/NP50008A001
(E,Z)-farnesol	1549109	Click to see CC(=CCCC(=CCCC(=CCO)C)C)C	222.37	unknown	https://doi.org/10.1021/NP50008A001
(R)-beta-bisabolene	68128	Click to see CC1=CCC(CC1)C(=C)CCC=C(C)C	204.35	unknown	https://doi.org/10.1016/S0021-9673(01)90672-7 https://doi.org/10.1021/NP50008A001
1-Ethenyl-1,2-dimethyl-4-propan-2-ylidene-2-prop-1-en-2-ylcyclohexane	5317024	Click to see	218.38	unknown	https://doi.org/10.1021/NP50008A001 https://doi.org/10.1016/S0021-9673(01)90672-7
1-Methyl-4-(6-methylhept-6-en-2-yl)cyclohexa-1,4-diene	5316213	Click to see CC1=CCC(=CC1)C(C)CCCC(=C)C	204.35	unknown	https://doi.org/10.1021/NP50008A001
1,4,4-Trimethyl-8-methylenecycloundeca-1,5-diene	24798692	Click to see	204.35	unknown	https://doi.org/10.1021/NP50008A001
1,4,8-Cycloundecatriene, 2,6,6,9-tetramethyl-, (1E,4E,8E)-	23204	Click to see CC1=CCC(C=CCC(=CCC1)C)(C)C	204.35	unknown	https://doi.org/10.1039/JR9420000188
1,6-Dimethyl-4-isopropyltetralin	10224	Click to see CC1CCC(C2=C1C=CC(=C2)C)C(C)C	202.33	unknown	https://doi.org/10.1021/NP50008A001
1,6,10-Dodecatrien-3-ol, 3,7,11-trimethyl-	8888	Click to see	222.37	unknown	https://doi.org/10.1021/NP50008A001
2-Isopropenyl-1-methyl-4-(1-methylethylidene)-1-vinylcyclohexane	6432312	Click to see CC(=C1CCC(C(C1)C(=C)C)(C)C=C)C	204.35	unknown	https://doi.org/10.1021/NP50008A001 https://doi.org/10.1016/S0021-9673(01)90672-7
2,6,6,9-Tetramethyl-cycloundeca-1,4,8-triene	6508206	Click to see	204.35	unknown	https://doi.org/10.1039/JR9420000188
3-[[(3R,3aR,5aR,6R,7R,9aS,9bR)-3-(dimethoxymethyl)-3,3a,6,7,9a-pentamethyl-2,4,5,5a,7,8,9,9b-octahydro-1H-cyclopenta[a]naphthalen-6-yl]methyl]-4-hydroxybenzoic acid	162953640	Click to see CC1CCC2(C3CCC(C3(CCC2C1(C)CC4=C(C=CC(=C4)C(=O)O)O)C)(C)C(OC)OC)C	472.70	unknown	https://doi.org/10.1248/YAKUSHI1947.118.9_408 https://doi.org/10.1002/JPS.2600610139 https://doi.org/10.1520/JFS11698J https://doi.org/10.1021/NP200500P https://doi.org/10.1021/NP8002673 https://doi.org/10.1080/10826079508009265 https://doi.org/10.1021/NP50008A001 https://doi.org/10.1520/JFS14173J https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3165957/
4-Hydroxy-4-(3-hydroxybut-1-enyl)-3,5,5-trimethylcyclohex-2-en-1-one	440244	Click to see	224.30	unknown	https://doi.org/10.1016/S0031-9422(00)94468-6
4,12,12-Trimethyl-9-methylene-5-oxatricyclo(8.2.0.04,6)dodecane	14350	Click to see	220.35	unknown	https://doi.org/10.1021/NP50008A001 https://doi.org/10.1016/S0021-9673(01)90672-7
4,8,8-Trimethyl-9-methylidenedecahydro-1,4-methanoazulene	289151	Click to see	204.35	unknown	https://doi.org/10.1021/NP50008A001
5-Pentyl-2-(3,7,11-trimethyldodeca-2,6,10-trienyl)benzene-1,3-diol	76165994	Click to see	384.60	unknown	https://doi.org/10.1021/NP200500P
9-Epiblumenol B	14135401	Click to see CC1=CC(=O)CC(C1(CCC(C)O)O)(C)C	226.31	unknown	https://doi.org/10.1016/S0031-9422(00)94468-6
a Farnesol	3327	Click to see	222.37	unknown	https://doi.org/10.1021/NP50008A001
alpha-Bisabolol	10586	Click to see CC1=CCC(CC1)C(C)(CCC=C(C)C)O	222.37	unknown	https://doi.org/10.1021/NP50008A001 https://doi.org/10.1016/S0021-9673(01)90672-7
alpha-Cadinyl Cannabigerolate	24862530	Click to see CCCCCC1=CC(=C(C(=C1C(=O)OC2(CCC(C3C2CCC(=C3)C)C(C)C)C)O)CC=C(C)CCC=C(C)C)O	564.80	unknown	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4883103/
alpha-Cadinyl delta9-Tetrahydrocannabinolate	24862481	Click to see CCCCCC1=CC2=C(C3C=C(CCC3C(O2)(C)C)C)C(=C1C(=O)OC4(CCC(C5C4CCC(=C5)C)C(C)C)C)O	562.80	unknown	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4883103/
alpha-Cubebene	442359	Click to see	204.35	unknown	https://doi.org/10.1021/NP50008A001
alpha-Farnesene-d6	10330772	Click to see CC(=CCCC(=CCC=C(C)C=C)C)C	210.39	unknown	via CMAUP database
alpha-Guaiene	5317844	Click to see	204.35	unknown	via CMAUP database
beta Farnesene	15228937	Click to see	206.37	unknown	https://doi.org/10.1021/NP50008A001
Beta-Bisabolene	10104370	Click to see CC1=CCC(CC1)C(=C)CCC=C(C)C	204.35	unknown	https://doi.org/10.1016/S0021-9673(01)90672-7 https://doi.org/10.1021/NP50008A001
beta-Farnesene	5281517	Click to see CC(=CCCC(=CCCC(=C)C=C)C)C	204.35	unknown	https://doi.org/10.1016/S0021-9673(01)90672-7
beta-Farnesene, (6Z)-	5317319	Click to see CC(=CCCC(=CCCC(=C)C=C)C)C	204.35	unknown	https://doi.org/10.1021/NP50008A001
beta-Humulene	5318102	Click to see	204.35	unknown	https://doi.org/10.1021/NP50008A001
Cadina-1(10),4-diene	10223	Click to see CC1=CC2C(CCC(=C2CC1)C)C(C)C	204.35	unknown	https://doi.org/10.1021/NP50008A001
Calamenene	6429077	Click to see	202.33	unknown	https://doi.org/10.1021/NP50008A001
Caryophyllene	5281515	Click to see CC1=CCCC(=C)C2CC(C2CC1)(C)C	204.35	unknown	https://doi.org/10.1021/NP50008A001
Caryophyllene oxide	1742210	Click to see	220.35	unknown	https://doi.org/10.1021/NP50008A001
CID 16396350	16396350	Click to see CC1(CCCC2(C3C1C(C2=C)CC3)C)C	204.35	unknown	https://doi.org/10.1021/NP50008A001
Copaene	19725	Click to see CC1=CCC2C3C1C2(CCC3C(C)C)C	204.35	unknown	https://doi.org/10.1021/NP50008A001
Corchoionol C	137705650	Click to see CC1=CC(=O)CC(C1(C=CC(C)O)O)(C)C	224.30	unknown	https://doi.org/10.1021/NP50008A001
Curcumene	92139	Click to see	202.33	unknown	https://doi.org/10.1021/NP50008A001
delta-Cadinene	441005	Click to see	204.35	unknown	https://doi.org/10.1021/NP50008A001
Farnesene	5281516	Click to see	204.35	unknown	https://doi.org/10.1016/S0021-9673(01)90672-7
gamma-Cadinene	6432404	Click to see	204.35	unknown	https://doi.org/10.1021/NP50008A001
gamma-Cadinene	15094	Click to see CC1=CC2C(CC1)C(=C)CCC2C(C)C	204.35	unknown	https://doi.org/10.1021/NP50008A001
Guaiol	227829	Click to see CC1CCC(CC2=C1CCC2C)C(C)(C)O	222.37	unknown	https://doi.org/10.1021/NP50008A001
Humulene	5281520	Click to see	204.35	unknown	https://doi.org/10.1021/NP50008A001 https://doi.org/10.1016/S0021-9673(01)90672-7
I2-Ionone	638014	Click to see	192.30	unknown	https://doi.org/10.1021/NP50008A001
Npc111520	14135402	Click to see	226.31	unknown	https://doi.org/10.1016/S0031-9422(00)94468-6
Sesquicannabigerol	54669855	Click to see CCCCCC1=CC(=C(C(=C1)O)CC=C(C)CCC=C(C)CCC=C(C)C)O	384.60	unknown	https://doi.org/10.1021/NP200500P
Vomifoliol, (+)-	5280462	Click to see	224.30	unknown	https://doi.org/10.1021/NP50008A001 https://doi.org/10.1016/S0031-9422(00)94468-6
> Lipids and lipid-like molecules / Prenol lipids / Sesquiterpenoids / Aromadendrane sesquiterpenoids / 5,10-cycloaromadendrane sesquiterpenoids
Alloaromadendren	91746537	Click to see	204.35	unknown	https://doi.org/10.1021/NP50008A001
alpha-Gurjunene	15560276	Click to see CC1CCC2C(C2(C)C)C3=C(CCC13)C	204.35	unknown	https://doi.org/10.1021/NP50008A001 https://doi.org/10.1016/S0021-9673(01)90672-7
Ledum camphor	22297324	Click to see CC1CCC2C1C3C(C3(C)C)CCC2(C)O	222.37	unknown	https://doi.org/10.1021/NP50008A001
> Lipids and lipid-like molecules / Prenol lipids / Sesquiterpenoids / Cedrane and isocedrane sesquiterpenoids
(1S,2R,5S)-2,6,6,8-tetramethyltricyclo(5.3.1.01,5)undec-8-ene	442348	Click to see	204.35	unknown	https://doi.org/10.1021/NP50008A001
1,7-di-epi-alpha-Cedrene	10878276	Click to see	204.35	unknown	https://doi.org/10.1021/NP50008A001
> Lipids and lipid-like molecules / Prenol lipids / Sesquiterpenoids / Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
2-[(2R,8S,8aR)-8,8a-dimethyl-2,3,4,6,7,8-hexahydro-1H-naphthalen-2-yl]prop-2-enoic acid	14527136	Click to see	234.33	unknown	via CMAUP database
Tessaric Acid	14527134	Click to see	248.32	unknown	via CMAUP database
> Lipids and lipid-like molecules / Prenol lipids / Sesquiterpenoids / Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids
2-(4a,8-dimethyl-2,3,4,5,6,7-hexahydro-1H-naphthalen-2-yl)propan-2-yl 1-hydroxy-6,6,9-trimethyl-3-pentyl-6a,7,8,10a-tetrahydrobenzo[c]chromene-2-carboxylate	74336922	Click to see	562.80	unknown	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4883103/
2-(4a,8-dimethyl-2,3,4,5,6,7-hexahydro-1H-naphthalen-2-yl)propan-2-yl 3-(3,7-dimethylocta-2,6-dienyl)-2,4-dihydroxy-6-pentylbenzoate	74336923	Click to see	564.80	unknown	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4883103/
2-[(2R,4aR)-4a,8-dimethyl-2,3,4,5,6,7-hexahydro-1H-naphthalen-2-yl]propan-2-yl (6aR,10aR)-1-hydroxy-6,6,9-trimethyl-3-pentyl-6a,7,8,10a-tetrahydrobenzo[c]chromene-2-carboxylate	24862526	Click to see	562.80	unknown	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4883103/
2-[(2R,4aR)-4a,8-dimethyl-2,3,4,5,6,7-hexahydro-1H-naphthalen-2-yl]propan-2-yl 3-[(2E)-3,7-dimethylocta-2,6-dienyl]-2,4-dihydroxy-6-pentylbenzoate	24862527	Click to see	564.80	unknown	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4883103/
2-[(2R,4aS,7S,8aR)-7,8a-dihydroxy-4a-methyl-8-methylidene-2,3,4,5,6,7-hexahydro-1H-naphthalen-2-yl]prop-2-enoic acid	102065497	Click to see	266.33	unknown	via CMAUP database
3beta,5alpha-Dihydroxycostic acid	13895638	Click to see CC12CCC(CC1(C(=C)C(CC2)O)O)C(=C)C(=O)O	266.33	unknown	via CMAUP database
7-epi-alpha-Selinene	10123	Click to see CC1=CCCC2(C1CC(CC2)C(=C)C)C	204.35	unknown	https://doi.org/10.1021/NP50008A001
alpha-Selinene	10856614	Click to see	204.35	unknown	https://doi.org/10.1021/NP50008A001
Beta-Selinene	442393	Click to see	204.35	unknown	https://doi.org/10.1021/NP50008A001
gamma-EUDESMOL	6432005	Click to see CC1=C2CC(CCC2(CCC1)C)C(C)(C)O	222.37	unknown	https://doi.org/10.1021/NP50008A001
Ilicic Acid	11876195	Click to see	252.35	unknown	via CMAUP database
Pterodonoic acid	11054003	Click to see	248.32	unknown	via CMAUP database
> Lipids and lipid-like molecules / Prenol lipids / Terpene lactones
2-[(1R,2S,4S,7E,10R,12R,13R,14E,16R)-2,12-dihydroxy-4-[(2S,3R,4E,6E,8E)-3-methoxy-4,8-dimethyl-9-(2-methyl-1,3-oxazol-4-yl)nona-4,6,8-trien-2-yl]-1,13-dimethyl-6-oxo-5,17-dioxabicyclo[14.1.0]heptadeca-7,14-dien-10-yl]acetic acid	101408704	Click to see	627.80	unknown	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4888767/ https://doi.org/10.1248/CPB.26.3641
> Lipids and lipid-like molecules / Prenol lipids / Terpene lactones / Sesquiterpene lactones / Ambrosanolides and secoambrosanolides
(3aR,5R,8aR,9aS)-6-hydroxy-5,8a-dimethyl-1-methylidene-3a,4,5,8,9,9a-hexahydroazuleno[6,5-b]furan-2,7-dione	163003102	Click to see	262.30	unknown	https://doi.org/10.1021/NP50008A001
> Lipids and lipid-like molecules / Prenol lipids / Terpene lactones / Sesquiterpene lactones / Guaianolides and derivatives
(1S,2S,5S,6R,7S,10R,12S,14R)-7-hydroxy-5,14-dimethyl-9-methylidene-3,13-dioxatetracyclo[8.4.0.02,6.012,14]tetradecan-4-one	163053022	Click to see CC1C2C(CC(=C)C3CC4C(C3C2OC1=O)(O4)C)O	264.32	unknown	https://doi.org/10.1039/P19820001467 https://doi.org/10.1021/NP50008A001
> Lipids and lipid-like molecules / Prenol lipids / Triterpenoids
[(3S,8S,10S)-7-hydroxy-17-[(2S,5R)-2-hydroxy-5-(2-hydroxy-2-methylpropyl)oxolan-3-yl]-4,4,8,10,14-pentamethyl-2,3,5,6,7,12,13,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-yl] acetate	5322043	Click to see	532.80	unknown	via CMAUP database
Epifriedelanol	119242	Click to see	428.70	unknown	https://doi.org/10.1021/NP50008A001 https://doi.org/10.1055/S-0028-1097617 https://doi.org/10.1093/ACPROF:OSO/9780199662685.003.0001
Friedelan-3-one	244297	Click to see	426.70	unknown	https://doi.org/10.1055/S-0028-1097617
Friedelanol	348029	Click to see CC1C(CCC2C1(CCC3C2(CCC4(C3(CCC5(C4CC(CC5)(C)C)C)C)C)C)C)O	428.70	unknown	https://doi.org/10.1055/S-0028-1097617
Friedelin	91472	Click to see	426.70	unknown	https://doi.org/10.1021/NP50008A001 https://doi.org/10.1093/ACPROF:OSO/9780199662685.003.0001 https://doi.org/10.1055/S-0028-1097617
Friedelinol	101341	Click to see CC1C(CCC2C1(CCC3C2(CCC4(C3(CCC5(C4CC(CC5)(C)C)C)C)C)C)C)O	428.70	unknown	https://doi.org/10.1093/ACPROF:OSO/9780199662685.003.0001
> Lipids and lipid-like molecules / Steroids and steroid derivatives / Bile acids, alcohols and derivatives / Hydroxy bile acids, alcohols and derivatives / Tetrahydroxy bile acids, alcohols and derivatives
Castasterone	133534	Click to see CC(C)C(C)C(C(C(C)C1CCC2C1(CCC3C2CC(=O)C4C3(CC(C(C4)O)O)C)C)O)O	464.70	unknown	https://doi.org/10.5650/JOS1996.45.871
> Lipids and lipid-like molecules / Steroids and steroid derivatives / Bile acids, alcohols and derivatives / Hydroxy bile acids, alcohols and derivatives / Trihydroxy bile acids, alcohols and derivatives
(3S,5S,8S,9S,10R,13S,17R)-17-[(2S,3R,4R,5S)-3,4-dihydroxy-5,6-dimethylheptan-2-yl]-3-hydroxy-10,13-dimethyl-1,2,3,4,5,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-6-one	23724583	Click to see	448.70	unknown	https://doi.org/10.5650/JOS1996.45.871 https://doi.org/10.5650/JOS1996.46.1499
Teasterone	13475125	Click to see	448.70	unknown	https://doi.org/10.5650/JOS1996.45.871 https://doi.org/10.5650/JOS1996.46.1499
> Lipids and lipid-like molecules / Steroids and steroid derivatives / Cholestane steroids / Cholesterols and derivatives
Cholesterol	5997	Click to see	386.70	unknown	https://doi.org/10.5650/JOS1996.46.1499
> Lipids and lipid-like molecules / Steroids and steroid derivatives / Ergostane steroids / Ergosterols and derivatives
(24R)-5-Ergosten-3beta-ol	312822	Click to see	400.70	unknown	https://doi.org/10.5650/JOS1996.46.1499 https://doi.org/10.1021/NP50008A001
(3S,8S,9S,14S,17R)-17-[(2R,5R)-5,6-dimethylheptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol	134766514	Click to see	400.70	unknown	https://doi.org/10.1021/NP50008A001 https://doi.org/10.5650/JOS1996.46.1499
(5R,8R,9S,10S,13R,14S,17R)-17-[(2R,5R)-5,6-dimethylheptan-2-yl]-10,13-dimethyl-4,5,6,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol	99565629	Click to see CC(C)C(C)CCC(C)C1CCC2C1(CCC3C2CCC4C3(CC=C(C4)O)C)C	400.70	unknown	via CMAUP database
Campest-4-en-3-one	11988279	Click to see	398.70	unknown	https://doi.org/10.1021/NP50008A001
Campestanol	119394	Click to see CC(C)C(C)CCC(C)C1CCC2C1(CCC3C2CCC4C3(CCC(C4)O)C)C	402.70	unknown	https://doi.org/10.5650/JOS1996.46.1499
Ergost-4-en-3-one	14537344	Click to see CC(C)C(C)CCC(C)C1CCC2C1(CCC3C2CCC4=CC(=O)CCC34C)C	398.70	unknown	https://doi.org/10.5650/JOS1996.47.783
Ergosterol	444679	Click to see CC(C)C(C)C=CC(C)C1CCC2C1(CCC3C2=CC=C4C3(CCC(C4)O)C)C	396.60	unknown	https://doi.org/10.1021/NP50008A001
> Lipids and lipid-like molecules / Steroids and steroid derivatives / Steroidal alkaloids / Solanidines and derivatives
(1S,2R,5S,7S,10S,11S,14S,15R,16S,17S,18S,20S,23S)-10,14,16,20-tetramethyl-22-azahexacyclo[12.10.0.02,11.05,10.015,23.017,22]tetracosane-7,18-diol	15558969	Click to see	415.70	unknown	https://doi.org/10.1021/NP50008A001
> Lipids and lipid-like molecules / Steroids and steroid derivatives / Stigmastanes and derivatives
(3R,8S,9S,10R,13R,14S,17R)-17-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol	12303645	Click to see	414.70	unknown	via CMAUP database
[(2R,3R,4S,5S,6R)-2-[[(3S,7S,8S,9S,10R,13R,14S,17R)-17-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-7-hydroxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] hexadecanoate	163083099	Click to see	831.30	unknown	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4888767/
[(2R,3S,4S,5R,6R)-6-[[(3S,8S,9S,10R,13R,14S,17R)-17-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-3,4,5-trihydroxyoxan-2-yl]methyl acetate	162919488	Click to see	618.90	unknown	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4886613/
[2-[[17-(5-ethyl-6-methylheptan-2-yl)-7-hydroxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] hexadecanoate	163083098	Click to see	831.30	unknown	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4888767/
[6-[[17-(5-ethyl-6-methylheptan-2-yl)-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-3,4,5-trihydroxyoxan-2-yl]methyl acetate	162919487	Click to see CCC(CCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)OC5C(C(C(C(O5)COC(=O)C)O)O)O)C)C)C(C)C	618.90	unknown	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4886613/
17-(4-Ethyl-1,5-dimethyl-hex-2-enyl)-10,13,14-trimethyl-1,2,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-cyclopenta[a]phenanthren-3-one	6479802	Click to see	424.70	unknown	via CMAUP database
17-(5-ethyl-6-methylheptan-2-yl)-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol	86821	Click to see CCC(CCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C)C(C)C	414.70	unknown	https://doi.org/10.1021/NP50008A001 https://doi.org/10.5650/JOS1996.46.1499
Fucostanol	6743	Click to see CCC(CCC(C)C1CCC2C1(CCC3C2CCC4C3(CCC(C4)O)C)C)C(C)C	416.70	unknown	https://doi.org/10.5650/JOS1996.46.1499
Stigmast-4-en-3-one	5484202	Click to see CCC(CCC(C)C1CCC2C1(CCC3C2CCC4=CC(=O)CCC34C)C)C(C)C	412.70	unknown	https://doi.org/10.1021/NP50008A001
Stigmast-5-en-3-ol	22012	Click to see	414.70	unknown	https://doi.org/10.1055/S-0028-1084474 https://doi.org/10.5650/JOS1996.46.1499 https://doi.org/10.1021/NP50008A001
Stigmastan-3beta-ol	15559396	Click to see	416.70	unknown	https://doi.org/10.5650/JOS1996.46.1499
Stigmasterol	5280794	Click to see	412.70	unknown	https://doi.org/10.5650/JOS1996.46.1499 https://doi.org/10.1021/NP50008A001
> Organic acids and derivatives / Carboxylic acids and derivatives / Amino acids, peptides, and analogues / Alpha amino acids and derivatives
L-Pyroglutamic Acid	7405	Click to see	129.11	unknown	https://doi.org/10.1021/NP50008A001
> Organic acids and derivatives / Carboxylic acids and derivatives / Amino acids, peptides, and analogues / Alpha amino acids and derivatives / Alanine and derivatives
(2S)-2-(phenylazaniumyl)propanoate	6946449	Click to see CC(C(=O)[O-])[NH2+]C1=CC=CC=C1	165.19	unknown	https://doi.org/10.1021/NP50008A001
D-Alanine	71080	Click to see	89.09	unknown	https://doi.org/10.1021/NP50008A001
L-Alanine	5950	Click to see	89.09	unknown	https://doi.org/10.1021/NP50008A001
> Organic acids and derivatives / Carboxylic acids and derivatives / Amino acids, peptides, and analogues / Alpha amino acids and derivatives / Alpha amino acids / L-alpha-amino acids
L-Arginine	6322	Click to see	174.20	unknown	https://doi.org/10.1021/NP50008A001
Lysine	5962	Click to see C(CCN)CC(C(=O)O)N	146.19	unknown	https://doi.org/10.1021/NP50008A001
Threonine	6288	Click to see CC(C(C(=O)O)N)O	119.12	unknown	https://doi.org/10.1021/NP50008A001
> Organic acids and derivatives / Carboxylic acids and derivatives / Amino acids, peptides, and analogues / Alpha amino acids and derivatives / Aspartic acid and derivatives
D-Aspartic Acid	83887	Click to see	133.10	unknown	https://doi.org/10.1021/NP50008A001
L-Aspartic Acid	5960	Click to see	133.10	unknown	https://doi.org/10.1021/NP50008A001
> Organic acids and derivatives / Carboxylic acids and derivatives / Amino acids, peptides, and analogues / Alpha amino acids and derivatives / Glutamic acid and derivatives
L-Glutamic Acid	33032	Click to see	147.13	unknown	https://doi.org/10.1021/NP50008A001
> Organic acids and derivatives / Carboxylic acids and derivatives / Amino acids, peptides, and analogues / Alpha amino acids and derivatives / Histidine and derivatives
Histidine	6274	Click to see C1=C(NC=N1)CC(C(=O)O)N	155.15	unknown	https://doi.org/10.1021/NP50008A001
> Organic acids and derivatives / Carboxylic acids and derivatives / Amino acids, peptides, and analogues / Alpha amino acids and derivatives / Isoleucine and derivatives
l-Isoleucine	6306	Click to see CCC(C)C(C(=O)O)N	131.17	unknown	https://doi.org/10.1021/NP50008A001
> Organic acids and derivatives / Carboxylic acids and derivatives / Amino acids, peptides, and analogues / Alpha amino acids and derivatives / Leucine and derivatives
Leucine	6106	Click to see CC(C)CC(C(=O)O)N	131.17	unknown	https://doi.org/10.1021/NP50008A001
> Organic acids and derivatives / Carboxylic acids and derivatives / Amino acids, peptides, and analogues / Alpha amino acids and derivatives / Methionine and derivatives
D-Methionine	84815	Click to see CSCCC(C(=O)O)N	149.21	unknown	https://doi.org/10.1021/NP50008A001
Methionine	6137	Click to see CSCCC(C(=O)O)N	149.21	unknown	https://doi.org/10.1021/NP50008A001
> Organic acids and derivatives / Carboxylic acids and derivatives / Amino acids, peptides, and analogues / Alpha amino acids and derivatives / Phenylalanine and derivatives
D-Phenylalanine	71567	Click to see	165.19	unknown	https://doi.org/10.1021/NP50008A001
Phenylalanine	6140	Click to see C1=CC=C(C=C1)CC(C(=O)O)N	165.19	unknown	https://doi.org/10.1021/NP50008A001
> Organic acids and derivatives / Carboxylic acids and derivatives / Amino acids, peptides, and analogues / Alpha amino acids and derivatives / Proline and derivatives
Proline	145742	Click to see C1CC(NC1)C(=O)O	115.13	unknown	https://doi.org/10.1021/NP50008A001
> Organic acids and derivatives / Carboxylic acids and derivatives / Amino acids, peptides, and analogues / Alpha amino acids and derivatives / Serine and derivatives
L-Serine	5951	Click to see	105.09	unknown	https://doi.org/10.1021/NP50008A001
> Organic acids and derivatives / Carboxylic acids and derivatives / Amino acids, peptides, and analogues / Alpha amino acids and derivatives / Tyrosine and derivatives
L-Tyrosine	6057	Click to see	181.19	unknown	https://doi.org/10.1021/NP50008A001
> Organic acids and derivatives / Carboxylic acids and derivatives / Amino acids, peptides, and analogues / Alpha amino acids and derivatives / Valine and derivatives
Valine	6287	Click to see CC(C)C(C(=O)O)N	117.15	unknown	https://doi.org/10.1021/NP50008A001
> Organic acids and derivatives / Carboxylic acids and derivatives / Amino acids, peptides, and analogues / Cysteine and derivatives
D-Cystine	6857538	Click to see	240.30	unknown	https://doi.org/10.1021/NP50008A001
> Organic acids and derivatives / Carboxylic acids and derivatives / Amino acids, peptides, and analogues / Cysteine and derivatives / L-cysteine-S-conjugates
(-)-Cystine	67678	Click to see	240.30	unknown	https://doi.org/10.1021/NP50008A001
> Organic acids and derivatives / Carboxylic acids and derivatives / Carboxylic acid derivatives / Carboxylic acid esters
Hexyl acetate	8908	Click to see	144.21	unknown	https://doi.org/10.1021/NP50008A001
> Organic acids and derivatives / Carboxylic acids and derivatives / Dicarboxylic acids and derivatives
Malonic acid	867	Click to see C(C(=O)O)C(=O)O	104.06	unknown	https://doi.org/10.1021/NP50008A001
Succinic Acid	1110	Click to see	118.09	unknown	https://doi.org/10.1021/NP50008A001
> Organic acids and derivatives / Carboxylic acids and derivatives / Tricarboxylic acids and derivatives
Citric Acid	311	Click to see	192.12	unknown	https://doi.org/10.1021/NP50008A001
Isocitric Acid	1198	Click to see	192.12	unknown	https://doi.org/10.1021/NP50008A001
> Organic acids and derivatives / Hydroxy acids and derivatives / Beta hydroxy acids and derivatives
Malic Acid	525	Click to see	134.09	unknown	https://doi.org/10.1021/NP50008A001
> Organic acids and derivatives / Organic sulfuric acids and derivatives / Sulfuric acid esters / Sulfuric acid monoesters
(6-Hydroxy-2-methylheptan-3-yl) hydrogen sulfate	5319969	Click to see	226.29	unknown	via CMAUP database
> Organic acids and derivatives / Peptidomimetics / Depsipeptides / Cyclic depsipeptides
N-[17-hydroxy-7,11,14,19-tetramethyl-2,5,9,12,15-pentaoxo-3,10-di(propan-2-yl)-8-oxa-1,4,11,14-tetrazabicyclo[14.3.0]nonadecan-6-yl]-7,9-dimethyl-1,6-dioxo-4-(9,10,13-trimethyl-2,5,8,11,14,17-hexaoxo-3-propan-2-yl-1,4,7,10,13-pentazabicyclo[13.3.0]octadecan-6-yl)-4,5-dihydro-3H-[1,4]oxazepino[6,5-a]phenoxazine-12-carboxamide	162816007	Click to see CC1CC(C2N1C(=O)C(NC(=O)C(C(OC(=O)C(N(C(=O)CN(C2=O)C)C)C(C)C)C)NC(=O)C3=C4C(=C(C=C3)C)OC5=C(C(=O)C6=C(C5=N4)C(=O)OCC(N6)C7C(=O)NC(C(=O)N8CC(=O)CC8C(=O)N(CC(=O)N(C(C(=O)N7)C)C)C)C(C)C)C)C(C)C)O	1269.40	unknown	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4888767/
> Organic nitrogen compounds / Organonitrogen compounds / Amines / Alkanolamines / 1,3-aminoalcohols
(13S,17S)-17-[(1R,2S)-1,2-dihydroxyheptyl]-1,5,10-triazabicyclo[11.4.0]heptadec-15-en-11-one	159289992	Click to see CCCCCC(C(C1C=CCC2N1CCCNCCCCNC(=O)C2)O)O	381.60	unknown	https://doi.org/10.1016/S0040-4039(00)75003-9
> Organic nitrogen compounds / Organonitrogen compounds / Amines / Aralkylamines
1-Phenethylamine	7408	Click to see	121.18	unknown	https://doi.org/10.1021/NP50008A001
> Organic nitrogen compounds / Organonitrogen compounds / Amines / Primary amines / 2-arylethylamines
Histamine	774	Click to see	111.15	unknown	https://doi.org/10.1021/NP50008A001
> Organic nitrogen compounds / Organonitrogen compounds / Amines / Primary amines / Monoalkylamines
Cadaverine	273	Click to see	102.18	unknown	https://doi.org/10.1021/NP50008A001
> Organic nitrogen compounds / Organonitrogen compounds / Quaternary ammonium salts
N,N,N-Trimethylethenaminium	10043	Click to see	86.16	unknown	https://doi.org/10.1021/NP50008A001
> Organic nitrogen compounds / Organonitrogen compounds / Quaternary ammonium salts / Cholines
Choline	305	Click to see	104.17	unknown	https://doi.org/10.1021/NP50008A001
> Organic oxygen compounds / Organic oxides
beta-Cyclocitral	9895	Click to see	152.23	unknown	https://doi.org/10.1021/NP50008A001
Safranal	61041	Click to see CC1=C(C(CC=C1)(C)C)C=O	150.22	unknown	https://doi.org/10.1021/NP50008A001
> Organic oxygen compounds / Organooxygen compounds / Alcohols and polyols / Secondary alcohols
(-)-2-Butanol	84682	Click to see	74.12	unknown	via CMAUP database
> Organic oxygen compounds / Organooxygen compounds / Alcohols and polyols / Secondary alcohols / Cyclohexanols
(4R)-6-methoxycyclohexane-1,2,3,4,5-pentol	6708691	Click to see	194.18	unknown	https://doi.org/10.1021/NP50008A001
An inositol	892	Click to see	180.16	unknown	https://doi.org/10.1021/NP50008A001
Npc236271	440078	Click to see	194.18	unknown	https://doi.org/10.1021/NP50008A001
> Organic oxygen compounds / Organooxygen compounds / Alcohols and polyols / Tertiary alcohols
Beta-Caryophyllene Alcohol	61125	Click to see	222.37	unknown	https://doi.org/10.1021/NP50008A001
> Organic oxygen compounds / Organooxygen compounds / Carbohydrates and carbohydrate conjugates / Amino sugars / Acylaminosugars
N-[(1R,3R,4S,5R,6S)-1,4,5-trihydroxy-3-(hydroxymethyl)-2-oxa-7-azabicyclo[4.1.0]heptan-6-yl]acetamide	56955950	Click to see CC(=O)NC12C(C(C(OC1(N2)O)CO)O)O	234.21	unknown	via CMAUP database
> Organic oxygen compounds / Organooxygen compounds / Carbohydrates and carbohydrate conjugates / Glycosyl compounds / Cyanogenic glycosides
Linamarin	11128	Click to see	247.24	unknown	via CMAUP database
> Organic oxygen compounds / Organooxygen compounds / Carbohydrates and carbohydrate conjugates / Glycosyl compounds / O-glycosyl compounds
beta-D-Glucopyranose, 4-O-beta-D-galactopyranosyl-	294	Click to see C(C1C(C(C(C(O1)OC2C(OC(C(C2O)O)O)CO)O)O)O)O	342.30	unknown	https://doi.org/10.1021/NP50008A001
Gal(a1-4)a-Ido	131632347	Click to see C(C1C(C(C(C(O1)OC2C(OC(C(C2O)O)O)CO)O)O)O)O	342.30	unknown	https://doi.org/10.1021/NP50008A001
Sucrose	5988	Click to see	342.30	unknown	https://doi.org/10.1021/NP50008A001
> Organic oxygen compounds / Organooxygen compounds / Carbohydrates and carbohydrate conjugates / Monosaccharides
D-(-)-Fructose	5984	Click to see	180.16	unknown	https://doi.org/10.1021/NP50008A001
D-Fructose	2723872	Click to see	180.16	unknown	https://doi.org/10.1021/NP50008A001
> Organic oxygen compounds / Organooxygen compounds / Carbohydrates and carbohydrate conjugates / Monosaccharides / Heptoses
Sedoheptulose	5459879	Click to see C(C(C(C(C(C(=O)CO)O)O)O)O)O	210.18	unknown	https://doi.org/10.1021/NP50008A001
> Organic oxygen compounds / Organooxygen compounds / Carbohydrates and carbohydrate conjugates / Monosaccharides / Hexoses
(2R,3R,4S,5S)-2,3,4,5-tetrahydroxyhexanal	19233	Click to see CC(C(C(C(C=O)O)O)O)O	164.16	unknown	https://doi.org/10.1021/NP50008A001
(2R,3S,4S,5R)-2,3,4,5,6-pentahydroxyhexanal	3037556	Click to see C(C(C(C(C(C=O)O)O)O)O)O	180.16	unknown	https://doi.org/10.1021/NP50008A001
(2S,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanal	161658	Click to see C(C(C(C(C(C=O)O)O)O)O)O	180.16	unknown	https://doi.org/10.1021/NP50008A001
Beta-D-Glucose	64689	Click to see	180.16	unknown	https://doi.org/10.1021/NP50008A001
D-Galactosamine	24154	Click to see	179.17	unknown	https://doi.org/10.1021/NP50008A001
D-Galactose	6036	Click to see	180.16	unknown	https://doi.org/10.1021/NP50008A001
D-Glucosamine	439213	Click to see	179.17	unknown	https://doi.org/10.1021/NP50008A001
D-Mannose	18950	Click to see	180.16	unknown	https://doi.org/10.1021/NP50008A001
Grape sugar	79025	Click to see C(C1C(C(C(C(O1)O)O)O)O)O	180.16	unknown	https://doi.org/10.1021/NP50008A001
L-Rhamnose	25310	Click to see CC1C(C(C(C(O1)O)O)O)O	164.16	unknown	https://doi.org/10.1021/NP50008A001
> Organic oxygen compounds / Organooxygen compounds / Carbohydrates and carbohydrate conjugates / Monosaccharides / Pentoses
(2R,3R,4R)-2,3,4,5-tetrahydroxypentanal	5311110	Click to see C(C(C(C(C=O)O)O)O)O	150.13	unknown	https://doi.org/10.1021/NP50008A001
[(4R)-4-hydroxy-5-methyloxolan-2-yl]methyl-trimethylazanium	6427053	Click to see	174.26	unknown	via CMAUP database
aldehydo-D-Xylose	644160	Click to see	150.13	unknown	https://doi.org/10.1021/NP50008A001
D-Arabinose	66308	Click to see	150.13	unknown	https://doi.org/10.1021/NP50008A001
D-Ribose	10975657	Click to see C1C(C(C(C(O1)O)O)O)O	150.13	unknown	https://doi.org/10.1021/NP50008A001
D-Xylose	135191	Click to see	150.13	unknown	https://doi.org/10.1021/NP50008A001
L-Arabinose	439195	Click to see	150.13	unknown	https://doi.org/10.1021/NP50008A001
Muscarine	9308	Click to see CC1C(CC(O1)C[N+](C)(C)C)O	174.26	unknown	https://doi.org/10.1021/NP50008A001
> Organic oxygen compounds / Organooxygen compounds / Carbohydrates and carbohydrate conjugates / Oligosaccharides
Raffinose	439242	Click to see	504.40	unknown	https://doi.org/10.1021/NP50008A001
> Organic oxygen compounds / Organooxygen compounds / Carbohydrates and carbohydrate conjugates / Sugar acids and derivatives
D-Arabinonic acid	122045	Click to see	166.13	unknown	https://doi.org/10.1021/NP50008A001
Gluconic Acid	10690	Click to see	196.16	unknown	https://doi.org/10.1021/NP50008A001
Glyceric acid	752	Click to see C(C(C(=O)O)O)O	106.08	unknown	https://doi.org/10.1021/NP50008A001
Threonic acid	151152	Click to see C(C(C(C(=O)O)O)O)O	136.10	unknown	https://doi.org/10.1021/NP50008A001
> Organic oxygen compounds / Organooxygen compounds / Carbohydrates and carbohydrate conjugates / Sugar acids and derivatives / Glucuronic acid derivatives
D-Galacturonic Acid	439215	Click to see	194.14	unknown	https://doi.org/10.1021/NP50008A001
Galacturonic Acid	84740	Click to see	194.14	unknown	https://doi.org/10.1021/NP50008A001
Glucaric Acid	33037	Click to see	210.14	unknown	https://doi.org/10.1021/NP50008A001
> Organic oxygen compounds / Organooxygen compounds / Carbohydrates and carbohydrate conjugates / Sugar alcohols
(2S,4R)-Pentane-1,2,3,4,5-Pentol	6912	Click to see	152.15	unknown	https://doi.org/10.1021/NP50008A001
D-Arabitol	94154	Click to see	152.15	unknown	https://doi.org/10.1021/NP50008A001
Erythritol	222285	Click to see	122.12	unknown	https://doi.org/10.1021/NP50008A001
Galactitol	11850	Click to see	182.17	unknown	https://doi.org/10.1021/NP50008A001
Glycerin	753	Click to see C(C(CO)O)O	92.09	unknown	https://doi.org/10.1021/NP50008A001
Hexitol	453	Click to see C(C(C(C(C(CO)O)O)O)O)O	182.17	unknown	https://doi.org/10.1021/NP50008A001
Mannitol	6251	Click to see	182.17	unknown	https://doi.org/10.1021/NP50008A001
Pentitol	827	Click to see	152.15	unknown	https://doi.org/10.1021/NP50008A001
Sorbitol	5780	Click to see	182.17	unknown	https://doi.org/10.1021/NP50008A001
> Organic oxygen compounds / Organooxygen compounds / Carbonyl compounds / Aldehydes / Alpha-hydrogen aldehydes
Pentanal	8063	Click to see	86.13	unknown	https://doi.org/10.1021/NP50008A001
> Organic oxygen compounds / Organooxygen compounds / Carbonyl compounds / Aldehydes / Medium-chain aldehydes
Decanal	8175	Click to see	156.26	unknown	https://doi.org/10.1021/NP50008A001
Dodecanal	8194	Click to see	184.32	unknown	https://doi.org/10.1021/NP50008A001
Heptanal	8130	Click to see	114.19	unknown	https://doi.org/10.1021/NP50008A001
Hexanal	6184	Click to see	100.16	unknown	https://doi.org/10.1021/NP50008A001
Nonanal	31289	Click to see CCCCCCCCC=O	142.24	unknown	https://doi.org/10.1021/NP50008A001
Octanal	454	Click to see	128.21	unknown	https://doi.org/10.1021/NP50008A001
Undecanal	8186	Click to see CCCCCCCCCCC=O	170.29	unknown	https://doi.org/10.1021/NP50008A001
> Organic oxygen compounds / Organooxygen compounds / Carbonyl compounds / Alpha,beta-unsaturated ketones / Enones
3-Decen-5-one	557934	Click to see	154.25	unknown	https://doi.org/10.1021/NP50008A001
> Organic oxygen compounds / Organooxygen compounds / Carbonyl compounds / Aryl ketones
(1R,2S,3R,4S)-3-acetyloxy-11-diazonio-2,4,10-trihydroxy-2-methyl-9-oxo-1-propanoyloxy-3,4-dihydro-1H-benzo[b]fluoren-5-olate	197352	Click to see	468.40	unknown	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4888767/ https://doi.org/10.1055/S-0028-1084474 https://doi.org/10.1039/P19820001467 https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4885748/ https://doi.org/10.1007/BF02118655
> Organic oxygen compounds / Organooxygen compounds / Carbonyl compounds / Ketones
2-Decanone	12741	Click to see	156.26	unknown	https://doi.org/10.1021/NP50008A001
2-Dodecanone	22556	Click to see	184.32	unknown	https://doi.org/10.1021/NP50008A001
2-Heptanone	8051	Click to see	114.19	unknown	https://doi.org/10.1021/NP50008A001
2-Pentadecanone	61303	Click to see CCCCCCCCCCCCCC(=O)C	226.40	unknown	https://doi.org/10.1021/NP50008A001
2-Undecanone	8163	Click to see	170.29	unknown	https://doi.org/10.1021/NP50008A001
3-Octanone	246728	Click to see CCCCCC(=O)CC	128.21	unknown	https://doi.org/10.1021/NP50008A001
6-Methyl-5-hepten-2-one	9862	Click to see	126.20	unknown	https://doi.org/10.1021/NP50008A001
> Organic oxygen compounds / Organooxygen compounds / Carbonyl compounds / Ketones / Beta-hydroxy ketones
Diacetone Alcohol	31256	Click to see	116.16	unknown	via CMAUP database
> Organic oxygen compounds / Organooxygen compounds / Carbonyl compounds / Phenylketones / Alkyl-phenylketones
4-Hydroxy-2-methylacetophenone	70133	Click to see	150.17	unknown	via CMAUP database
Paeonol	11092	Click to see CC(=O)C1=C(C=C(C=C1)OC)O	166.17	unknown	via CMAUP database
> Organoheterocyclic compounds / Benzofurans
4,4,7a-Trimethyl-5,6,7,7a-tetrahydrobenzofuran-2(4H)-one	27209	Click to see CC1(CCCC2(C1=CC(=O)O2)C)C	180.24	unknown	https://doi.org/10.1021/NP50008A001
Dihydroactinidiolide	6432173	Click to see	180.24	unknown	https://doi.org/10.1021/NP50008A001
> Organoheterocyclic compounds / Benzofurans / Dibenzofurans
Benzofuro[4,3,2-def][1]benzoxepin, 9,10-dihydro-3-methyl-10-methylene-6-pentyl-	53309045	Click to see CCCCCC1=CC2=C3C(=C1)OCC(=C)C4=C3C(=C(C=C4)C)O2	306.40	unknown	https://doi.org/10.1016/J.TET.2011.03.062
Cannabifuran	9966466	Click to see CCCCCC1=CC(=C2C(=C1)OC3=C(C=CC(=C23)C(C)C)C)O	310.40	unknown	https://doi.org/10.1021/NP50008A001
Dehydrocannabifuran	59444381	Click to see	308.40	unknown	https://doi.org/10.1055/S-2008-1075211 https://doi.org/10.1021/NP50008A001 https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4887452/ https://doi.org/10.1016/S0040-4020(01)91942-8
> Organoheterocyclic compounds / Benzopyrans / 1-benzopyrans
(-)-7-Hydroxycannabichromane	44139610	Click to see	332.50	unknown	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4886613/
(-)-7R-cannabicoumarononic acid A	44139614	Click to see	372.50	unknown	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4886613/
(+-)-Cannabichromene	30219	Click to see	314.50	unknown	https://doi.org/10.1248/YAKUSHI1947.118.9_408 https://doi.org/10.1520/JFS11698J https://doi.org/10.1080/10826079508009265 https://doi.org/10.1021/NP50008A001 https://doi.org/10.1520/JFS14173J https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2866040/ https://doi.org/10.1007/BF01926461 https://doi.org/10.1007/S11101-008-9094-4 https://doi.org/10.1021/NP50060A004
(2R,3R)-2-methyl-2-(4-methylpent-3-enyl)-7-pentyl-3,4-dihydrochromene-3,5-diol	154495909	Click to see	332.50	unknown	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4886613/
(2R)-2-[(3R)-3-hydroxy-4-methylpent-4-enyl]-2-methyl-7-pentylchromen-5-ol	162848327	Click to see CCCCCC1=CC(=C2C=CC(OC2=C1)(C)CCC(C(=C)C)O)O	330.50	unknown	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4886613/
(2R)-2-methyl-2-(4-methylpent-3-enyl)-7-pentyl-3,4-dihydrochromen-5-ol	162940350	Click to see	316.50	unknown	https://doi.org/10.1111/J.2042-7158.1980.TB12838.X
(2R)-2-methyl-2-(4-methylpent-3-enyl)-7-pentylchromen-5-ol	76971722	Click to see	314.50	unknown	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2866040/ https://doi.org/10.1007/BF01926461
(2R)-2-methyl-2-(4-methylpent-3-enyl)-7-propylchromen-5-ol	154929891	Click to see CCCC1=CC(=C2C=CC(OC2=C1)(C)CCC=C(C)C)O	286.40	unknown	https://doi.org/10.1007/BF01926461
(2S,3R)-2-methyl-2-(4-methylpent-3-enyl)-7-pentyl-3,4-dihydrochromene-3,5-diol	162952386	Click to see	332.50	unknown	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4886613/
(2S)-2-methyl-2-(4-methylpent-3-enyl)-7-pentylchromen-5-ol	21668219	Click to see CCCCCC1=CC(=C2C=CC(OC2=C1)(C)CCC=C(C)C)O	314.50	unknown	via CMAUP database
[(2R)-5-hydroxy-2-methyl-2-(4-methylpent-3-enyl)-7-pentylchromen-8-yl] acetate	162952316	Click to see CCCCCC1=CC(=C2C=CC(OC2=C1OC(=O)C)(C)CCC=C(C)C)O	372.50	unknown	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4886613/
[5-Hydroxy-2-methyl-2-(4-methylpent-3-enyl)-7-pentylchromen-8-yl] acetate	44139609	Click to see CCCCCC1=CC(=C2C=CC(OC2=C1OC(=O)C)(C)CCC=C(C)C)O	372.50	unknown	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4886613/
1H-4-Oxabenzo(f)cyclobut(cd)inden-8-ol, 1a-alpha,2,3,3a,8b-alpha,8c-alpha-hexahydro-1,1,3a-trimethyl-6-pentyl-	30607	Click to see	314.50	unknown	https://doi.org/10.1520/JFS14173J https://doi.org/10.1021/NP50008A001
2-(3-Hydroxy-4-methylpent-4-enyl)-2-methyl-7-pentylchromen-5-ol	44139613	Click to see	330.50	unknown	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4886613/
2-Methyl-2-(4-methylpent-3-enyl)-7-pentyl-3,4-dihydrochromen-5-ol	9966705	Click to see	316.50	unknown	https://doi.org/10.1111/J.2042-7158.1980.TB12838.X
6,6-Dimethyl-5-(3-oxobutyl)-10-pentyl-2,7-dioxatricyclo[6.3.1.04,12]dodeca-1(11),3,8(12),9-tetraene-11-carboxylic acid	74932476	Click to see	372.50	unknown	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4886613/
Cannabichromenate	54740355	Click to see	357.50	unknown	via CMAUP database
Cannabichromevarin	6451726	Click to see	286.40	unknown	https://doi.org/10.1007/BF01926461 https://doi.org/10.1021/NP50008A001
Cannabicoumaronone	625303	Click to see CCCCCC1=CC2=C3C(=C1)OC(C(C3=CO2)CCC(=O)C)(C)C	328.40	unknown	https://doi.org/10.1021/NP50008A001
Cannabiglendol	156998	Click to see CCCC1=CC(=C2C3CC(CCC3C(C)(C)O)(OC2=C1)C)O	304.40	unknown	https://doi.org/10.1021/NP50013A005
> Organoheterocyclic compounds / Benzopyrans / 1-benzopyrans / 2,2-dimethyl-1-benzopyrans
(1,3,3-Trimethyl-2-bicyclo[2.2.1]heptanyl) 1-hydroxy-6,6,9-trimethyl-3-pentyl-6a,7,8,10a-tetrahydrobenzo[c]chromene-2-carboxylate	74336892	Click to see CCCCCC1=CC2=C(C3C=C(CCC3C(O2)(C)C)C)C(=C1C(=O)OC4C(C5CCC4(C5)C)(C)C)O	494.70	unknown	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4883103/
(1,7,7-Trimethyl-2-bicyclo[2.2.1]heptanyl) 1-hydroxy-6,6,9-trimethyl-3-pentyl-6a,7,8,10a-tetrahydrobenzo[c]chromene-2-carboxylate	74336893	Click to see CCCCCC1=CC2=C(C3C=C(CCC3C(O2)(C)C)C)C(=C1C(=O)OC4CC5CCC4(C5(C)C)C)O	494.70	unknown	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4883103/
(1R,10R,13R,15S)-9,9,13-trimethyl-5-pentyl-8,14-dioxatetracyclo[8.5.0.02,7.013,15]pentadeca-2,4,6-trien-3-ol	122180087	Click to see CCCCCC1=CC(=C2C3C(CCC4(C3O4)C)C(OC2=C1)(C)C)O	330.50	unknown	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4880513/
(1S,10S,13R,15S)-9,9,13-trimethyl-5-pentyl-8,14-dioxatetracyclo[8.5.0.02,7.013,15]pentadeca-2,4,6-trien-3-ol	163190002	Click to see	330.50	unknown	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4880513/
(1S,10Z)-2,2,10-trimethyl-6-pentyl-3,9-dioxatricyclo[6.5.2.04,15]pentadeca-4,6,8(15),10-tetraen-14-one	25105401	Click to see	328.40	unknown	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2763336/
(3S)-5-hydroxy-3-[(1R)-1-hydroxy-4-oxopentyl]-2,2-dimethyl-7-pentyl-3H-chromen-4-one	25105341	Click to see CCCCCC1=CC(=C2C(=C1)OC(C(C2=O)C(CCC(=O)C)O)(C)C)O	362.50	unknown	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2763336/
(4-Methyl-1-propan-2-ylcyclohex-3-en-1-yl) 1-hydroxy-6,6,9-trimethyl-3-pentyl-6a,7,8,10a-tetrahydrobenzo[c]chromene-2-carboxylate	74336895	Click to see	494.70	unknown	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4883103/
(6aR,10aR)-6,6,9-trimethyl-3-pentyl-6a,7,8,10a-tetrahydrobenzo[c]chromene-1,2-diol	162953051	Click to see	330.50	unknown	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4883103/
(6aR,10aR)-9-(acetyloxymethyl)-1-hydroxy-6,6-dimethyl-3-pentyl-6a,7,8,10a-tetrahydrobenzo[c]chromene-2-carboxylic acid	122180088	Click to see CCCCCC1=CC2=C(C3C=C(CCC3C(O2)(C)C)COC(=O)C)C(=C1C(=O)O)O	416.50	unknown	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4880513/
(6aR,10R,10aR)-6,6-dimethyl-9-methylidene-3-pentyl-7,8,10,10a-tetrahydro-6aH-benzo(c)chromene-1,10-diol	122180086	Click to see	330.50	unknown	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4880513/
(6aR,10S,10aR)-6,6,9-trimethyl-3-pentyl-6a,7,10,10a-tetrahydrobenzo[c]chromene-1,10-diol	102506268	Click to see	330.50	unknown	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4880513/
(6aS,10aR)-6,6,9-trimethyl-3-pentyl-6a,7,8,10a-tetrahydrobenzo[c]chromene-1,10-diol	163186274	Click to see	330.50	unknown	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4880513/
(6aS,10aS)-9-(acetyloxymethyl)-1-hydroxy-6,6-dimethyl-3-pentyl-6a,7,8,10a-tetrahydrobenzo[c]chromene-2-carboxylic acid	163097650	Click to see	416.50	unknown	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4880513/
(6aS,10R,10aS)-6,6-dimethyl-9-methylidene-3-pentyl-7,8,10,10a-tetrahydro-6aH-benzo[c]chromene-1,10-diol	163190825	Click to see	330.50	unknown	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4880513/
(6aS,8R,10aR)-6,6,9-trimethyl-3-pentyl-6a,7,8,10a-tetrahydrobenzo[c]chromene-1,8-diol	131707153	Click to see CCCCCC1=CC(=C2C3C=C(C(CC3C(OC2=C1)(C)C)O)C)O	330.50	unknown	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4880513/
(6aS,9S,10S,10aS)-6,6,9-trimethyl-3-pentyl-7,8,10,10a-tetrahydro-6aH-benzo[c]chromene-1,9,10-triol	163187721	Click to see	348.50	unknown	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4880513/
[(1R,2S,4R)-1,7,7-trimethyl-2-bicyclo[2.2.1]heptanyl] (6aR,10aR)-1-hydroxy-6,6,9-trimethyl-3-pentyl-6a,7,8,10a-tetrahydrobenzo[c]chromene-2-carboxylate	24862528	Click to see	494.70	unknown	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4883103/
[(1R,2S,4S)-1,3,3-trimethyl-2-bicyclo[2.2.1]heptanyl] (6aR,10aR)-1-hydroxy-6,6,9-trimethyl-3-pentyl-6a,7,8,10a-tetrahydrobenzo[c]chromene-2-carboxylate	162906422	Click to see	494.70	unknown	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4883103/
[(1R)-4-methyl-1-propan-2-ylcyclohex-3-en-1-yl] (6aR,10aR)-1-hydroxy-6,6,9-trimethyl-3-pentyl-6a,7,8,10a-tetrahydrobenzo[c]chromene-2-carboxylate	162889905	Click to see	494.70	unknown	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4883103/
[(1S,2R,4R)-1,3,3-trimethyl-2-bicyclo[2.2.1]heptanyl] (6aR,10aR)-1-hydroxy-6,6,9-trimethyl-3-pentyl-6a,7,8,10a-tetrahydrobenzo[c]chromene-2-carboxylate	24862529	Click to see	494.70	unknown	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4883103/
10alpha-hydroxy-Delta8-THC	102506267	Click to see	330.50	unknown	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4880513/
2-(4-Methylcyclohex-3-en-1-yl)propan-2-yl 1-hydroxy-6,6,9-trimethyl-3-pentyl-6a,7,8,10a-tetrahydrobenzo[c]chromene-2-carboxylate	74336894	Click to see	494.70	unknown	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4883103/
2-[(1S)-4-methylcyclohex-3-en-1-yl]propan-2-yl (6aR,10aR)-1-hydroxy-6,6,9-trimethyl-3-pentyl-6a,7,8,10a-tetrahydrobenzo[c]chromene-2-carboxylate	162927868	Click to see CCCCCC1=CC2=C(C3C=C(CCC3C(O2)(C)C)C)C(=C1C(=O)OC(C)(C)C4CCC(=CC4)C)O	494.70	unknown	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4883103/
2,2,10-Trimethyl-6-pentyl-3,9-dioxatricyclo[6.5.2.04,15]pentadeca-4,6,8(15),10-tetraen-14-one	163078175	Click to see CCCCCC1=CC2=C3C(=C1)OC(C(C3=O)CCC=C(O2)C)(C)C	328.40	unknown	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2763336/
5-(5-hydroxy-2,2-dimethyl-4-oxo-7-pentyl-3H-chromen-3-yl)pentane-2,3-dione	162885222	Click to see	360.40	unknown	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2763336/
5-[(3R)-5-hydroxy-2,2-dimethyl-4-oxo-7-pentyl-3H-chromen-3-yl]pentane-2,3-dione	25105342	Click to see	360.40	unknown	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2763336/
5-hydroxy-3-(1-hydroxy-4-oxopentyl)-2,2-dimethyl-7-pentyl-3H-chromen-4-one	162874467	Click to see	362.50	unknown	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2763336/
6,6,9-Trimethyl-3-pentyl-6a,7,8,10a-tetrahydrobenzo[c]chromen-1-ol	2978	Click to see CCCCCC1=CC(=C2C3C=C(CCC3C(OC2=C1)(C)C)C)O	314.50	unknown	https://doi.org/10.1111/J.2042-7158.1980.TB12838.X https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3154755/ https://doi.org/10.1021/NP8002673 https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2866040/ https://doi.org/10.1021/JA01253A008 https://doi.org/10.1111/J.1360-0443.2012.03928.X https://www.ncbi.nlm.nih.gov/pmc/articles/PMC1952348/ https://doi.org/10.1002/HUP.1196 https://doi.org/10.1074/JBC.M403693200
6,6,9-Trimethyl-3-pentyl-6a,7,8,10a-tetrahydrobenzo[c]chromene-1,2-diol	162953050	Click to see	330.50	unknown	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4883103/
6a,7,8,10a-Tetrahydro-6,6,9-trimethyl-3-propyl-6H-dibenzo(b,d)pyran-1-ol	34180	Click to see	286.40	unknown	https://doi.org/10.1007/S11101-008-9094-4
6a,7,8,9,10,10a-Hexahydro-6,6,9-trimethyl-3-pentyl-1,9-epoxy-6H-dibenzo(b,d)pyran	59444393	Click to see	314.50	unknown	https://doi.org/10.1021/NP50008A001
8-Hydroxy-delta(9)-tetrahydrocannabinol	169652	Click to see	330.50	unknown	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4880513/
8alpha-hydroxy-Delta9-THC	23620581	Click to see	330.50	unknown	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4880513/
Ajulemic acid	3083542	Click to see CCCCCCC(C)(C)C1=CC(=C2C3CC(=CCC3C(OC2=C1)(C)C)C(=O)O)O	400.50	unknown	https://doi.org/10.1016/J.LFS.2004.04.010
Cannabichromanon	25105340	Click to see	332.40	unknown	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2763336/
Cannabichromanone	186690	Click to see	332.40	unknown	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2763336/ https://doi.org/10.1021/NP50008A001
Cannabiripsol	192007	Click to see	348.50	unknown	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4880513/ https://doi.org/10.1021/NP50008A001
Cannabitriol	11551959	Click to see	346.50	unknown	https://doi.org/10.1021/NP50008A001
Delta-8-Tetrahydrocannabinol	638026	Click to see	314.50	unknown	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2866040/ https://doi.org/10.1111/J.2042-7158.1980.TB12838.X
delta-9-Tetrahydrocannabinoic acid a	620758	Click to see	358.50	unknown	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4883103/ https://doi.org/10.1021/NP8002673
delta5-Tetrahydrocannabinol, (1S,3R,4R)-	10313569	Click to see	314.50	unknown	via CMAUP database
delta9-TETRAHYDROCANNABINOIC ACID B	46889976	Click to see CCCCCC1=CC(=C2C3C=C(CCC3C(OC2=C1C(=O)O)(C)C)C)O	358.50	unknown	https://doi.org/10.1007/S11101-008-9094-4
delta9-Tetrahydrocannabinolic acid	98523	Click to see	358.50	unknown	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4883103/ https://doi.org/10.1007/S11101-008-9094-4 https://doi.org/10.1021/NP8002673
Tetrahydrocannabinol	16078	Click to see	314.50	unknown	https://doi.org/10.1007/BF02907934 https://doi.org/10.1111/J.2042-7158.1980.TB12838.X https://doi.org/10.1002/JPS.2600610139 https://doi.org/10.1520/JFS11698J https://doi.org/10.1021/NP200500P https://doi.org/10.2307/2446007 https://doi.org/10.1021/NP8002673 https://doi.org/10.1080/10826079508009265 https://doi.org/10.1021/NP50008A001 https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2866040/ https://doi.org/10.1021/JA01253A008 https://doi.org/10.1248/CPB.48.743 https://doi.org/10.1007/S11101-008-9094-4 https://doi.org/10.1021/NP50060A004 https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4883103/ https://doi.org/10.1016/B978-0-12-013320-8.50007-1 https://doi.org/10.1248/YAKUSHI1947.118.9_408
Tetrahydrocannabivarin	93147	Click to see CCCC1=CC(=C2C3C=C(CCC3C(OC2=C1)(C)C)C)O	286.40	unknown	https://doi.org/10.1520/JFS14173J
> Organoheterocyclic compounds / Benzopyrans / 1-benzopyrans / Dibenzopyrans
[(1R)-4-methyl-1-propan-2-ylcyclohex-3-en-1-yl] 1-hydroxy-6,6,9-trimethyl-3-pentylbenzo[c]chromene-2-carboxylate	162847257	Click to see CCCCCC1=CC2=C(C3=C(C=CC(=C3)C)C(O2)(C)C)C(=C1C(=O)OC4(CCC(=CC4)C)C(C)C)O	490.70	unknown	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4883103/
4-Terpenyl Cannabinolate	24850050	Click to see CCCCCC1=CC2=C(C3=C(C=CC(=C3)C)C(O2)(C)C)C(=C1C(=O)OC4(CCC(=CC4)C)C(C)C)O	490.70	unknown	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4883103/
6,6-Dimethyl-3-propylbenzo[c]chromen-1-ol	138478339	Click to see	268.30	unknown	https://doi.org/10.1111/J.2042-7158.1980.TB12838.X
8-Hydroxycannabinol	44241652	Click to see CCCCCC1=CC(=C2C(=C1)OC(C3=C2C=C(C(=C3)O)C)(C)C)O	326.40	unknown	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4886613/
8-Hydroxycannabinolic Acid A	44139742	Click to see	370.40	unknown	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4886613/
Cannabinol	2543	Click to see	310.40	unknown	https://doi.org/10.1248/YAKUSHI1947.118.9_408 https://doi.org/10.1111/J.2042-7158.1980.TB12838.X https://doi.org/10.1002/JPS.2600610139 https://doi.org/10.1520/JFS11698J https://doi.org/10.1039/JR9310000630 https://doi.org/10.1080/10826079508009265 https://doi.org/10.1021/NP50008A001 https://doi.org/10.1520/JFS14173J https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2866040/ https://doi.org/10.1007/S11101-008-9094-4
Cannabinol methylether	628150	Click to see	324.50	unknown	https://doi.org/10.1021/NP50008A001
Cannabinolic acid	3081990	Click to see CCCCCC1=CC2=C(C3=C(C=CC(=C3)C)C(O2)(C)C)C(=C1C(=O)O)O	354.40	unknown	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4883103/ https://doi.org/10.1007/S11101-008-9094-4 https://doi.org/10.1021/NP50008A001
Cannabiorcol	59444404	Click to see CC1=CC2=C(C=C1)C(OC3=CC(=CC(=C32)O)C)(C)C	254.32	unknown	https://doi.org/10.1021/NP50008A001
Cannabivarin	622545	Click to see	282.40	unknown	https://doi.org/10.1021/NP50008A001
> Organoheterocyclic compounds / Benzopyrans / 2-benzopyrans
3R,4S-3,8-dimethoxy-3-methylisochromane-4,6-diol	146684159	Click to see	240.25	unknown	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4888767/
6,6,9-Trimethyl-3-pentyl-1,2,3,4-tetrahydrobenzo[c]chromen-1-ol	521727	Click to see CCCCCC1CC(C2=C(C1)OC(C3=C2C=C(C=C3)C)(C)C)O	314.50	unknown	via CMAUP database
> Organoheterocyclic compounds / Coumarans
Dihydrobenzofuran	10329	Click to see	120.15	unknown	via CMAUP database
> Organoheterocyclic compounds / Epoxides
(4E,7E)-1,5,9,9-Tetramethyl-12-oxabicyclo(9.1.0)dodeca-4,7-diene	22559443	Click to see	220.35	unknown	https://doi.org/10.1021/NP50008A001
Humulene epoxide II	23274265	Click to see	220.35	unknown	https://doi.org/10.1021/NP50008A001
> Organoheterocyclic compounds / Heteroaromatic compounds
2-Pentylfuran	19602	Click to see	138.21	unknown	via CMAUP database
Perillene	68316	Click to see	150.22	unknown	https://doi.org/10.1021/NP50008A001
> Organoheterocyclic compounds / Imidazopyrimidines / Purines and purine derivatives / 6-aminopurines / 6-alkylaminopurines
(E)-2-methyl-4-[(2-tritio-7H-purin-6-yl)amino]but-2-en-1-ol	10585075	Click to see CC(=CCNC1=NC=NC2=C1NC=N2)CO	221.25	unknown	via CMAUP database
trans-Zeatin	449093	Click to see CC(=CCNC1=NC=NC2=C1NC=N2)CO	219.24	unknown	https://doi.org/10.1021/NP50008A001
> Organoheterocyclic compounds / Indoles and derivatives / Indolines / 2,3-Cyclopentanoindolines
(7bR,10aR)-2,3,4,7b,8,9,10,10a-Octahydro-1H-cyclopenta[b][1,4]diazepino[6,7,1-hi]indole	10130594	Click to see C1CC2C(C1)N3CCNCC4=C3C2=CC=C4	214.31	unknown	via CMAUP database
> Organoheterocyclic compounds / Indoles and derivatives / Indolyl carboxylic acids and derivatives
Tryptophan	6305	Click to see C1=CC=C2C(=C1)C(=CN2)CC(C(=O)O)N	204.22	unknown	https://doi.org/10.1021/NP50008A001
> Organoheterocyclic compounds / Naphthopyrans / Naphthopyranones
3,4,6-Trihydroxy-5-(1-hydroxypropan-2-yl)-1,12-dimethyl-10-oxatetracyclo[7.6.1.02,7.013,16]hexadeca-2(7),3,5,9(16),12-pentaene-8,11-dione	13894318	Click to see	372.40	unknown	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4886613/
> Organoheterocyclic compounds / Oxepanes
7-Oxabicyclo4.1.0heptan-2-one, 6-methyl-3-(1-methylethylidene)-	61942	Click to see	166.22	unknown	https://doi.org/10.1021/NP50008A001
Piperitone oxide	92998	Click to see	168.23	unknown	https://doi.org/10.1021/NP50008A001
Rotundifolone	442497	Click to see CC(=C1CCC2(C(C1=O)O2)C)C	166.22	unknown	https://doi.org/10.1021/NP50008A001
> Organoheterocyclic compounds / Piperidines
Piperidine	8082	Click to see	85.15	unknown	https://doi.org/10.1021/NP50008A001
> Organoheterocyclic compounds / Pyrans
Tetrahydrocannabinolic acid	3082459	Click to see	358.50	unknown	https://doi.org/10.1007/S11101-008-9094-4
> Organoheterocyclic compounds / Pyridines and derivatives / Pyridinecarboxylic acids and derivatives / Pyridinecarboxylic acids
1-Methylpyridinium-3-carboxylate hydrochloride	6419886	Click to see C[N+]1=CC=CC(=C1)C(=O)[O-].Cl	173.60	unknown	via CMAUP database
> Organoheterocyclic compounds / Pyrroloazepines
Sartorymensin	57407878	Click to see CC(C)C12C3=C(CC(C(=O)N1)N4C2=NC5=CC=CC=C5C4=O)C6=CC=CC=C6N3	384.40	unknown	https://doi.org/10.1016/0031-9422(94)00773-M
> Organoheterocyclic compounds / Tetrahydrofurans
Linalool oxide	22310	Click to see CC1(CCC(O1)C(C)(C)O)C=C	170.25	unknown	via CMAUP database
> Phenylpropanoids and polyketides / 2-arylbenzofuran flavonoids
2-(4-hydroxy-3-methoxyphenyl)-N-[2-(4-hydroxyphenyl)ethyl]-5-[(E)-3-[2-(4-hydroxyphenyl)ethylamino]-3-oxoprop-1-enyl]-7-methoxy-2,3-dihydro-1-benzofuran-3-carboxamide	5322012	Click to see COC1=CC(=CC2=C1OC(C2C(=O)NCCC3=CC=C(C=C3)O)C4=CC(=C(C=C4)O)OC)C=CC(=O)NCCC5=CC=C(C=C5)O	624.70	unknown	https://doi.org/10.1016/S0031-9422(00)98242-6
2-(4-hydroxy-3-methoxyphenyl)-N-[2-(4-hydroxyphenyl)ethyl]-5-[3-[2-(4-hydroxyphenyl)ethylamino]-3-oxoprop-1-enyl]-7-methoxy-2,3-dihydro-1-benzofuran-3-carboxamide	338256	Click to see	624.70	unknown	https://doi.org/10.1016/S0031-9422(00)98242-6
Grossamide	101262727	Click to see	624.70	unknown	https://doi.org/10.1016/S0031-9422(00)98242-6
Tataramide B	100916556	Click to see	624.70	unknown	https://doi.org/10.1016/S0031-9422(00)98242-6
trans-scirpusin B	21633205	Click to see C1=CC(=C(C=C1C=CC2=C3C(C(OC3=CC(=C2)O)C4=CC(=C(C=C4)O)O)C5=CC(=CC(=C5)O)O)O)O	486.50	unknown	https://doi.org/10.1111/J.2042-7158.1980.TB12838.X
> Phenylpropanoids and polyketides / Cinnamic acids and derivatives / Cinnamic acids
Cinnamic acid	444539	Click to see C1=CC=C(C=C1)C=CC(=O)O	148.16	unknown	https://doi.org/10.1021/NP50008A001
> Phenylpropanoids and polyketides / Cinnamic acids and derivatives / Hydroxycinnamic acids and derivatives
3-(3,4-Dihydroxyphenyl)-N-[2-(4-hydroxyphenyl)ethyl]prop-2-enamide	54408305	Click to see	299.32	unknown	https://doi.org/10.1016/S0031-9422(00)98242-6
Cannabisin F	71448967	Click to see	624.70	unknown	https://doi.org/10.1016/0031-9422(94)00773-M
N-Caffeoyltyramine	9994897	Click to see	299.32	unknown	https://doi.org/10.1016/S0031-9422(00)98242-6
N-cis-Feruloyl tyramine	6440659	Click to see	313.30	unknown	via CMAUP database
N-feruloyltyramine; Moupinamide	125213	Click to see	313.30	unknown	https://doi.org/10.1016/S0031-9422(00)98242-6
> Phenylpropanoids and polyketides / Cinnamic acids and derivatives / Hydroxycinnamic acids and derivatives / Coumaric acids and derivatives
Cinnamamide, p-hydroxy-N-(p-hydroxyphenethyl)-	89322	Click to see C1=CC(=CC=C1CCNC(=O)C=CC2=CC=C(C=C2)O)O	283.32	unknown	https://doi.org/10.1016/S0031-9422(00)98242-6
Paprazine	5372945	Click to see	283.32	unknown	https://doi.org/10.1016/S0031-9422(00)98242-6 https://doi.org/10.1016/0091-3057(91)90348-6
> Phenylpropanoids and polyketides / Cinnamic acids and derivatives / Hydroxycinnamic acids and derivatives / Hydroxycinnamic acids
Ferulic Acid	445858	Click to see	194.18	unknown	https://doi.org/10.1021/NP50008A001
P-Coumaric Acid	637542	Click to see	164.16	unknown	https://doi.org/10.1021/NP50008A001
> Phenylpropanoids and polyketides / Flavonoids / Flavans / Flavanones
Butin	92775	Click to see C1C(OC2=C(C1=O)C=CC(=C2)O)C3=CC(=C(C=C3)O)O	272.25	unknown	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4886613/
> Phenylpropanoids and polyketides / Flavonoids / Flavones
Apigenin	5280443	Click to see C1=CC(=CC=C1C2=CC(=O)C3=C(C=C(C=C3O2)O)O)O	270.24	unknown	via CMAUP database
Luteolin	5280445	Click to see C1=CC(=C(C=C1C2=CC(=O)C3=C(C=C(C=C3O2)O)O)O)O	286.24	unknown	via CMAUP database
> Phenylpropanoids and polyketides / Flavonoids / Flavones / 6-prenylated flavones
6-(3,7-Dimethylocta-2,6-dienyl)-5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)chromen-4-one	91544613	Click to see	436.50	unknown	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4888767/ https://doi.org/10.1039/P19820001467 https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4885748/
6-Prenylapigenin	10382485	Click to see CC(=CCC1=C(C2=C(C=C1O)OC(=CC2=O)C3=CC=C(C=C3)O)O)C	338.40	unknown	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4888767/ https://doi.org/10.1055/S-0028-1084474
> Phenylpropanoids and polyketides / Flavonoids / Flavones / 8-prenylated flavones
8-[(2E)-3,7-dimethylocta-2,6-dienyl]-5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)chromen-4-one	25141335	Click to see CC(=CCCC(=CCC1=C2C(=C(C=C1O)O)C(=O)C=C(O2)C3=CC(=C(C=C3)O)OC)C)C	436.50	unknown	https://doi.org/10.1055/S-0028-1084474
> Phenylpropanoids and polyketides / Flavonoids / Flavonoid glycosides / Flavonoid C-glycosides / Flavonoid 8-C-glycosides
Flavocannabiside	44257930	Click to see	610.50	unknown	https://doi.org/10.1002/JPS.2600660947
Orientin	5281675	Click to see C1=CC(=C(C=C1C2=CC(=O)C3=C(O2)C(=C(C=C3O)O)C4C(C(C(C(O4)CO)O)O)O)O)O	448.40	unknown	https://doi.org/10.1002/JPS.2600660947 https://doi.org/10.1021/NP50008A001
Vitexin	5280441	Click to see	432.40	unknown	via CMAUP database
vitexin 2''-O-beta-D-glucoside	5280641	Click to see	594.50	unknown	https://doi.org/10.1002/JPS.2600660947 https://doi.org/10.1021/NP50008A001
> Phenylpropanoids and polyketides / Flavonoids / Flavonoid glycosides / Flavonoid O-glycosides
2-[3,4-dihydroxy-5-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3,5,7-trihydroxychromen-4-one	6324879	Click to see	480.40	unknown	via CMAUP database
> Phenylpropanoids and polyketides / Flavonoids / Flavonoid glycosides / Flavonoid O-glycosides / Flavonoid-7-O-glycosides
Apigenin 7-O-glucoside	5280704	Click to see	432.40	unknown	https://doi.org/10.1021/NP50008A001
Thalictiin	5464455	Click to see C1=CC(=CC=C1C2=CC(=O)C3=C(C=C(C=C3O2)OC4C(C(C(C(O4)CO)O)O)O)O)O	432.40	unknown	https://doi.org/10.1021/NP50008A001
> Phenylpropanoids and polyketides / Flavonoids / O-methylated flavonoids / 3-O-methylated flavonoids
8-(2,6-Dimethylhepta-1,5-dienyl)-5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)chromen-4-one	163092931	Click to see CC(=CCCC(=CC1=C2C(=C(C=C1O)O)C(=O)C=C(O2)C3=CC(=C(C=C3)O)OC)C)C	422.50	unknown	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4888767/
Chryseriol	5280666	Click to see COC1=C(C=CC(=C1)C2=CC(=O)C3=C(C=C(C=C3O2)O)O)O	300.26	unknown	https://doi.org/10.1055/S-0028-1084474 https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4888767/
> Phenylpropanoids and polyketides / Flavonoids / O-methylated flavonoids / 6-O-methylated flavonoids
Axillarin	5281603	Click to see	346.30	unknown	via CMAUP database
> Phenylpropanoids and polyketides / Flavonoids / O-methylated flavonoids / 7-O-methylated flavonoids
Artemetin	5320351	Click to see COC1=C(C=C(C=C1)C2=C(C(=O)C3=C(C(=C(C=C3O2)OC)OC)O)OC)OC	388.40	unknown	via CMAUP database
> Phenylpropanoids and polyketides / Macrolactams
(17S)-17-[(1S,2R)-1,2-dihydroxyheptyl]-1,5,10-triazabicyclo[11.4.0]heptadec-15-en-11-one	118701419	Click to see CCCCCC(C(C1C=CCC2N1CCCNCCCCNC(=O)C2)O)O	381.60	unknown	https://doi.org/10.1021/NP50008A001
17-(1,2-Dihydroxyheptyl)-1,5,10-triazabicyclo[11.4.0]heptadec-15-en-11-one	326003	Click to see CCCCCC(C(C1C=CCC2N1CCCNCCCCNC(=O)C2)O)O	381.60	unknown	https://doi.org/10.1016/S0040-4039(00)75003-9
> Phenylpropanoids and polyketides / Neoflavonoids / Dalbergiones
9,10-Dihydro-2,3,5,6-tetramethoxyphenanthrene-1,4-dione	129861810	Click to see	330.30	unknown	https://doi.org/10.1007/S10600-010-9721-3
> Phenylpropanoids and polyketides / Phenylpropanoic acids
3-(4-ethylphenyl)propanoic Acid	2064039	Click to see	178.23	unknown	https://doi.org/10.1021/NP50008A001
Benzenepropanoic acid	107	Click to see	150.17	unknown	https://doi.org/10.1021/NP50008A001
> Phenylpropanoids and polyketides / Stilbenes
5-(2-(3-Hydroxy-5-methoxyphenyl)ethyl)-2-methoxyphenol	3085362	Click to see	274.31	unknown	https://doi.org/10.1039/P19820001467 https://doi.org/10.1021/NP50008A001
Cannabistilbene I	146349	Click to see CC(=CCC1=C(C=CC(=C1)CCC2=CC(=CC(=C2)OC)O)O)C	312.40	unknown	https://doi.org/10.1021/NP50033A008
Dihydroresveratrol	185914	Click to see C1=CC(=CC=C1CCC2=CC(=CC(=C2)O)O)O	230.26	unknown	https://doi.org/10.1021/NP50031A011
Phenol, 3-[2-(4-hydroxyphenyl)ethyl]-5-methoxy-	10014709	Click to see COC1=CC(=CC(=C1)O)CCC2=CC=C(C=C2)O	244.28	unknown	https://doi.org/10.1039/P19820001467 https://doi.org/10.1021/NP50008A001

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Cannabis sativa

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