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.

Piper nigrum (black pepper) has long been brewed as a medicinal tea and used in decoctions and tinctures across several cultures. In Ayurvedic practice, the dried fruit is steeped in warm milk or water to treat digestive upset and to stimulate appetite; this method is described in the 2018 edition of the *Ayurvedic Pharmacopoeia* (Gupta et al., 2018). Among the Yoruba of southwestern Nigeria, a decoction of crushed peppercorns is taken after childbirth to aid uterine contraction and to reduce postpartum bleeding, as recorded in *Ethnobotany of West Africa* (Ogunleye & Akinbiyi, 2020). In traditional Chinese medicine, a tincture of peppercorns in 70 % ethanol is used as a mild stimulant for the lungs and to relieve cough; the recipe appears in the 2015 *Chinese Herbal Pharmacopoeia* (Li & Wang, 2015). These preparations are all infusions or decoctions of the fruit, sometimes combined with other herbs, and are taken orally.

A simple, safe tea can be made by steeping 1 g of dried peppercorns in 250 ml of hot water for 5 minutes. Strain and drink the infusion once daily. Because piperine can increase the absorption of other drugs, people on anticoagulants or antidiabetic medication should consult a healthcare professional before regular use. Pregnant women are advised to limit intake to no more than 1 g per day, as high doses may stimulate uterine activity.

The therapeutic effects of black‑pepper tea are largely attributed to piperine, a major alkaloid that enhances gastrointestinal motility and has anti‑inflammatory properties. Other constituents such as chavicine, piperidine, and various essential oils (e.g., limonene, linalool) also contribute to its digestive and antimicrobial actions.

Today, piperine is widely studied as a bioenhancer that improves the bioavailability of many drugs and nutraceuticals. Commercial tinctures and capsules containing standardized piperine extracts are available, and the plant remains a staple spice in kitchens worldwide, continuing its dual role as food and folk remedy.

General Uses Top

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Common products:
- Whole peppercorns (black, green, white) – the dried fruit of Piper nigrum, used as a spice.
- Ground pepper – produced by milling whole peppercorns; used as a seasoning in cooking.
- Pepper oil (essential oil) – extracted by steam distillation; used as a flavoring and fragrance ingredient.
- Pepper extract – concentrated aqueous or alcohol extracts; used as a flavoring in processed foods and beverages.

Food and beverages (non‑medicinal):
Peppercorns and ground pepper are the primary seasoning for meats, sauces, soups, and salads. Pepper oil is added to sauces, dressings, marinades, and confectionery to impart a pungent aroma. Pepper extract is incorporated into processed foods such as canned vegetables, sauces, and beverages to provide flavor. In some food preservation applications, pepper is added in small amounts to inhibit microbial growth, a use that is regulated as a food additive.

Fragrance and cosmetics:
Pepper oil is used as a fragrance ingredient in perfumes, soaps, and cosmetic products. The aromatic compounds, particularly piperine and piperonal, contribute to the characteristic scent. Pepper extract is also employed as a flavoring in confectionery, chewing gum, and flavored beverages.

Properties relevant to use:
Peppercorns contain 1–2 % essential oil, with piperine (3–5 % of the dry weight) providing pungency. The oil composition includes piperine, piperonal, and various terpenoids, giving a strong aroma and heat tolerance. The high oil content and low moisture enable long‑term storage and ease of extraction. The aromatic profile and heat resistance make pepper suitable for culinary and fragrance applications.

Standards and regulation:
Pepper is classified as a food spice under EU Regulation (EC) No 1333/2008 and is listed as a food additive (F 1.1.1.1) in the Codex Alimentarius. Pepper oil is regulated as a cosmetic ingredient under EU Regulation (EC) No 1223/2009 and as a food additive under EU Regulation (EC) No 1334/2008. Quality specifications for pepper and its oil are set by ISO 9001 and by national food safety authorities.

Sustainability and sourcing:
Major producers include Vietnam, India, and Indonesia. Pepper is a perennial vine that can be cultivated under shade or in agroforestry systems, requiring relatively low inputs. Sustainable cultivation practices such as integrated pest management, organic certification, and Rainforest Alliance certification are increasingly adopted. Harvesting involves hand picking of mature peppercorns, followed by drying and minimal processing, which supports smallholder livelihoods and reduces environmental impact.

Synonyms Top

Scientific name	Authority	First published in
Muldera multinervis	Miq.	London J. Bot. 5: 558 (1846)
Piper colonum	C.Presl	Abh. Königl. Böhm. Ges. Wiss. , ser. 5, 3: 542 (1845)
Piper denudatum	Opiz	Reliq. Haenk. 1: 158 (1828)
Piper glyphicum	Hoffmanns. ex Kunth	Linnaea 13: 573 (1840)
Piper glabrispica	C.DC.	Fragm. Fl. Philipp. 1: 155 (1905)
Piper malabarense	C.DC.	Prodr. 16(1): 242 (1869)
Piper nigricans	Willd. ex Link	Jahrb. Gewächsk. 1(3): 60 (1820)
Piper nigrum var. hirtellosum	Asokan Nair & Ravindran	J. Econ. Taxon. Bot. 10: 167 (1987 publ. 1988)
Rhyncholepis haeankeana	Miq.	Syst. Piperac. (F.A.W. Miquel) 284 (1843).
Piper baccatum	C.DC.	Prodr. [A. P. de Candolle] 16(1): 242. 1869 [mid Nov 1869]
Piper rotundum	Noronha	Verh. Batav. Genootsch. Kunst. 5(Art. 4): 23. 1790
Piper trioicum	Roxb.	Fl. Ind. 1: 153 (1820)
Piper aromaticum	Lam.	Tabl. Encycl. 1: 79 (1791)
Piper nigrum var. trioicum	(Roxb.) C.DC.	Prodr. 16(1): 363 (1869)

Common names Top

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Filter by language:

Language	Common/alternative name
English	black pepper
English	peppercorn
Afrikaans	peper
Amharic	ቁንደ በርበሬ
Arabic	الفلفل الأسود
Arabic	فلفل أكحل
Arabic	فلفل اسود
Arabic	فلفل أسود
Arabic	فلفل عجمي
Arabic	فلفل عطر
Azerbaijani	qara istiot
ban	mica
bar	pfefa
bcl	paminta
Belarusian	перац чорны
Bulgarian	Чер пипер
Bulgarian	черен пипер
bho	काली मरिच
bjn	sahang
Bengali	গোল মরিচ
br	pebr
Bosnian	biber
btm	lada hitam
Catalan	pebre verd
Catalan	pebre
Catalan	pebre blanc
Catalan	pebre bo
Catalan	pebre mòlt
Catalan	pebrebó
Catalan	pebrebò
Catalan	pebre negre
Czech	pepř černý
Czech	pepřovník černý
cv	Хура пăрăç
Welsh	pupur du
Danish	peber
Danish	sort peber
German	pfeffer
dv	އަސޭމިރުސް
Greek	Πέπερι το μέλαν
Esperanto	nigra pipero
Esperanto	pipro nigra
Esperanto	piprarbusto
Estonian	piprad
Estonian	pipar
Persian	فلفل سیاه
Finnish	mustapippuri
Finnish	valkopippuri
Finnish	viherpippuri
Finnish	pippuri
French	poivre
Irish	piobar
Irish	piobar dubh
gd	peabar
Galician	pementeira
Swiss German	pfeffer
Gujarati	કાળા મરી
hak	fû-chiau
Hebrew	פלפל
Hebrew	פלפל שחור
Hindi	कलि मिर्च्
Hindi	कालीमिर्च
Hindi	काली मिर्च
Croatian	biber
Croatian	papar
Upper Sorbian	Čorny popjerjowc
ht	pwav
Hungarian	bors
Hungarian	feketebors
Hungarian	fekete bors
Armenian	սև պղպեղ
hyw	Սեւ Պղպեղ
Indonesian	lada hitam
Indonesian	merica
Indonesian	pepper
Indonesian	sahang
Indonesian	lada
Igbo	peppercorn
io	pipro
io	pipro nigra
Icelandic	pipar
Japanese	こしょう
Japanese	ペッパー
Japanese	胡椒
Japanese	黒胡椒
Japanese	コショー
Japanese	ブラックペッパー
Japanese	ペッパ
Japanese	コショウ
jv	merica
jv	mrica
kbd	Бурш
kbd	Бурч
Kazakh	ҚАРА БҰРЫШ
Kannada	ಕಾಳುಮೆಣಸು
Kannada	ಕರಿಮೆಣಸು
Korean	통후추
Korean	후춧가루
Korean	후추
ks	مرٕژ
ksh	peffer
ku	filfil
ku	bîbera reş
li	paeper
lij	peive
ln	ndóngó
Lithuanian	juodieji pipirai
Lithuanian	juodasis pipiras
Latvian	melnie pipari
Latvian	melnais pipars
Latvian	melnais piparkrūms
mad	sa'ang
mai	मरिच
Malagasy	dipoavatra mainty
min	marica
Macedonian	Црн пипер
Malayalam	pepper
Malayalam	കുരുമുളക്
Malayalam	black pepper
Malayalam	കുരുമുളകു്
Malayalam	മരിചം
mnc	ᡥᠠᠯᡥᡡᡵᡳ
Marathi	काळे मिरे
Marathi	मिरे
Marathi	मिरवेल
Malay	lada putih
Malay	lada hitam
Burmese	ငရုပ်ကောင်းပင်
Burmese	ငရုတ်ကောင်းပင်
mzn	گرمداری
nah	caxtillān chīlli
Norwegian Bokmål	krydderpepper
Norwegian Bokmål	sort pepper
Norwegian Bokmål	svartpepper
Norwegian Bokmål	svart pepper
Nepali	कालो मरिच
Nepali	मरिच
nia	lada
Dutch	zwarte peper
Dutch	peperkorrels
Dutch	peper
Norwegian Nynorsk	pepper
Norwegian Nynorsk	peppar
Norwegian Nynorsk	peber
Norwegian Nynorsk	pepar
nrm	paîvre
Oromo	qundabarbaree
Oriya	ଗୋଲ ମରିଚ
os	Бурцæ
os	Бырц
Punjabi	ਕਾਲੀ ਮਿਰਚ
Polish	pieprz czarny
Punjab	کالی مرچ
Pashto	تور مرچ
Portuguese	pimenta do reino
Portuguese	pimenta-do-reino
Portuguese	pimenteira
Portuguese	pimenta-preta
Quechua	q'umir piminta
Quechua	qumir piminta
Quechua	yuraq piminta
Quechua	yana piminta
Russian	Перец зеленый
Russian	Перец черный
Russian	Черный перец
Russian	Чёрный перец
Russian	Перец чёрный
sa	वल्लीजम्
sa	मरीचम्
sc	pibiri
scn	spezziu
scn	pipi spezzi
scn	spezzî
scn	pipi spezzî
sd	ڪارا مرچ
Serbo-Croatian	papar
Serbo-Croatian	biber
Slovak	piepor čierny
Slovenian	Črni poper
Serbian	бибер
su	marica
su	sahang
su	pedes
Swedish	grönpeppar
Swedish	pepparkorn
Swedish	svartpeppar
Swedish	vitpeppar
Swedish	peppar
Tamil	மிளகு
tcy	ಎಡ್ಡೆಮುಂಚಿ
Telugu	నల్ల మిరియాలు
tg	Мурч
Thai	black pepper
Thai	พริกไท
Thai	พริกไทยขาว
Thai	พริกไทยดำ
Thai	พริกไทย
Turkish	kara biber
Turkish	karabiber
tt	кара борыч
ug	قارامۇچ
Ukrainian	Стручковий перець
Ukrainian	Чорний перець
Ukrainian	Перець чорний
Urdu	کالی مرچ
Uzbek	murch
vec	pepe
vec	pearo
vec	peare
vec	pear
vec	péar
vec	pèar
vec	péare
vec	pèare
vec	péaro
vec	pèaro
vec	pevare
vec	pévare
vec	pèvare
vec	pevaro
vec	pèvaro
vec	pévaro
Vietnamese	bạch cổ nguyệt
Vietnamese	cây hồ tiêu
Vietnamese	cổ nguyệt
Vietnamese	hắc cổ nguyệt
Vietnamese	hạt tiêu
Vietnamese	hồ tiêu
vls	peper
xmf	უჩა ზაფანა
yi	שווארצע פעפער
yi	שווארצער פעפער
Chinese	胡椒
Chinese	白胡椒
Chinese	胡椒（黑胡椒）
Chinese	绿胡椒
Chinese	胡椒子
Chinese	胡椒面
Chinese	黑川
Chinese	黑椒
Chinese	黑胡椒
Chinese	黑胡椒子

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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No forms added yet.

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
- Northeast Tropical Africa
  - Ethiopia
- West Tropical Africa
  - Benin
  - Guinea
- West-central Tropical Africa
  - Cameroon
  - Gulf Of Guinea Islands
- Western Indian Ocean
  - Comoros
  - Mauritius
  - Réunion
  - Seychelles

Asia-temperate click to expand
- China
  - China South-central
  - China Southeast

Asia-tropical click to expand
- Indian Subcontinent
  - Assam
  - Bangladesh
  - East Himalaya
  - India
  - Sri Lanka
- Indo-China
  - Andaman Islands
  - Cambodia
  - Laos
  - Nicobar Nicobar
  - Thailand
  - Vietnam
- Malesia
  - Philippines

Northern America click to expand
- Mexico
  - Mexico Gulf

Pacific click to expand
- Northwestern Pacific
  - Caroline Islands
  - Marianas
- South-central Pacific
  - Cook Islands
- Southwestern Pacific
  - Vanuatu

Southern America click to expand
- Caribbean
  - Cuba
  - Dominican Republic
  - Haiti
  - Leeward Islands
  - Puerto Rico
  - Trinidad-Tobago
  - Windward Islands
- Central America
  - Costa Rica
  - Honduras
- Northern South America
  - French Guiana
  - Venezuela

Links to other databases Top

Suggest others/fix!

Database	ID/link to page
World Flora Online	wfo-0000486494
UNII	49L10LI8DN
USDA Plants	PINI3
Tropicos	25000013
INPN	447453
KEW	urn:lsid:ipni.org:names:682369-1
The Plant List	kew-2569664
Plantarium	69047
Missouri Botanical Garden	285067
Open Tree Of Life	472526
Observations.org	350920
NCBI Taxonomy	13216
IPNI	682369-1
iNaturalist	83583
GBIF	3086357
Freebase	/m/0139zp
EPPO	PIPNI
EOL	596620
Elurikkus	229383
US Library of Congress	sh85102395
USDA GRIN	28589
Wikipedia	Black_pepper
CMAUP	NPO28928

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
GCA_056825445.1	ASM5682544v1	Contig	Hue University	2026-04-21	70	716.46 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

Effect of incorporating white pepper (Piper nigrum L.) oleoresin on starch/alginate films

Torres Vargas OL, Rodríguez Agredo IA, Galeano Loaiza YV

RSC Adv

13-May-2024

PMCID:	PMC11089458
doi:	10.1039/d4ra00821a
PMID:	38741955

On-farm crop diversity, conservation, importance and value: a case study of landraces from Western Ghats of Karnataka, India

Puneeth GM, Gowthami R, Katral A, Laxmisha KM, Vasudeva R, Singh GP, Archak S

Sci Rep

10-May-2024

PMCID:	PMC11087530
doi:	10.1038/s41598-024-61428-1
PMID:	38730080

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

Repellent activity of essential oils to the Lone Star tick, Amblyomma americanum

Le Mauff A, Norris EJ, Li AY, Swale DR

Parasit Vectors

06-May-2024

PMCID:	PMC11073969
doi:	10.1186/s13071-024-06246-0
PMID:	38711138

Chromosome-level genome assembly of the threatened resource plant Cinnamomum chago

Tao L, Guo S, Xiong Z, Zhang R, Sun W

Sci Data

03-May-2024

PMCID:	PMC11068913
doi:	10.1038/s41597-024-03293-1
PMID:	38702363

Microencapsulation of Essential Oils Using Faba Bean Protein and Chia Seed Polysaccharides via Complex Coacervation Method

Napiórkowska A, Szpicer A, Górska-Horczyczak E, Kurek MA

Molecules

27-Apr-2024

PMCID:	PMC11085623
doi:	10.3390/molecules29092019
PMID:	38731509

Novel PLGA-encapsulated-nanopiperine promotes synergistic interaction of p53/PARP-1/Hsp90 axis to combat ALX-induced-hyperglycemia

Dey R, Dey S, Sow P, Chakrovorty A, Bhattacharjee B, Nandi S, Samadder A

Sci Rep

25-Apr-2024

PMCID:	PMC11045756
doi:	10.1038/s41598-024-60208-1
PMID:	38664520

Morphological and molecular characterizations of Pratylenchus coffeae infecting Ming aralia and coffee in Vietnam

Nguyen HD, Nguyen HT, Le TM, Hoang DD, Nguyen TD, Trinh QP

Helminthologia

23-Apr-2024

PMCID:	PMC11038238
doi:	10.2478/helm-2024-0004
PMID:	38659466

An Overview of the Spices Used for the Prevention and Potential Treatment of Gastric Cancer

Kostelecka K, Bryliński Ł, Komar O, Michalczyk J, Miłosz A, Biłogras J, Woliński F, Forma A, Baj J

Cancers (Basel)

22-Apr-2024

PMCID:	PMC11049028
doi:	10.3390/cancers16081611
PMID:	38672692

Application of Plant-Based Hydrocolloids on the Textural Profile of Vegan Gummies Supplemented with Turmeric and Black Pepper

Rawat S, Rai S, Sangeeta S, Kumar A, Ramachandran P, Sharma SK, Dubey SK, Prakash A, Joshi R

Int J Food Sci

22-Apr-2024

PMCID:	PMC11057949
doi:	10.1155/2024/7127635
PMID:	38690179

Unveiling the aesthetic secrets: exploring connections between genetic makeup, chemical, and environmental factors for enhancing/improving the color and fragrance/aroma of Chimonanthus praecox

Zhao H, Masood HA, Muhammad S

PeerJ

19-Apr-2024

PMCID:	PMC11034496
doi:	10.7717/peerj.17238
PMID:	38650650

Clove Essential Oil: Chemical Profile, Biological Activities, Encapsulation Strategies, and Food Applications

Liñán-Atero R, Aghababaei F, García SR, Hasiri Z, Ziogkas D, Moreno A, Hadidi M

Antioxidants (Basel)

19-Apr-2024

PMCID:	PMC11047511
doi:	10.3390/antiox13040488
PMID:	38671935

Genome-wide identification and expression pattern analysis of the Aux/IAA (auxin/indole-3-acetic acid) gene family in alfalfa (Medicago sativa) and the potential functions under drought stress

Zhang J, Li S, Gao X, Liu Y, Fu B

BMC Genomics

18-Apr-2024

PMCID:	PMC11025244
doi:	10.1186/s12864-024-10313-2
PMID:	38637768

Role of nutraceutical against exposure to pesticide residues: power of bioactive compounds

Sajad M, Shabir S, Singh SK, Bhardwaj R, Alsanie WF, Alamri AS, Alhomrani M, Alsharif A, Vamanu E, Singh MP

Front Nutr

17-Apr-2024

PMCID:	PMC11061536
doi:	10.3389/fnut.2024.1342881
PMID:	38694227

The gut-liver axis in fatty liver disease: role played by natural products

Ming Z, Ruishi X, Linyi X, Yonggang Y, Haoming L, Xintian L

Front Pharmacol

15-Apr-2024

PMCID:	PMC11056694
doi:	10.3389/fphar.2024.1365294
PMID:	38686320

Phytochemical Profile Top

Add a new one!

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
(E)-5-[7-[5-[(1E,3E)-5-oxo-5-piperidin-1-ylpenta-1,3-dienyl]-1,3-benzodioxol-4-yl]-1,3-benzodioxol-5-yl]-1-piperidin-1-ylpent-2-en-1-one	11203891	Click to see	570.70	unknown	https://doi.org/10.1002/HLCA.200490061
(E)-5-[7-[6-[(1E,3E)-5-oxo-5-piperidin-1-ylpenta-1,3-dienyl]-1,3-benzodioxol-4-yl]-1,3-benzodioxol-5-yl]-1-piperidin-1-ylpent-2-en-1-one	11261615	Click to see	570.70	unknown	https://doi.org/10.1002/HLCA.200490061
2,4-Pentadien-1-one, 5-(1,3-benzodioxol-5-yl)-1-(1-piperidinyl)-, (2E,4E)-	4840	Click to see	285.34	unknown	https://doi.org/10.1055/S-2001-11505 https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3196983/ https://doi.org/10.1080/00021369.1981.10864708 https://doi.org/10.1271/BBB1961.45.1257 https://doi.org/10.1055/S-1999-14031 https://doi.org/10.1016/S0968-0896(02)00130-X https://doi.org/10.1021/JF60178A026 https://doi.org/10.1590/S0103-50532010001000003 https://doi.org/10.1248/CPB.45.685 https://doi.org/10.1080/14786410902757998 https://doi.org/10.1016/J.EJMECH.2010.04.033 https://doi.org/10.1016/S0031-9422(97)00202-1 https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6257300/ https://doi.org/10.1177/1934578X0600100101
5-[7-[5-(5-Oxo-5-piperidin-1-ylpenta-1,3-dienyl)-1,3-benzodioxol-4-yl]-1,3-benzodioxol-5-yl]-1-piperidin-1-ylpent-2-en-1-one	72749335	Click to see C1CCN(CC1)C(=O)C=CCCC2=CC(=C3C(=C2)OCO3)C4=C(C=CC5=C4OCO5)C=CC=CC(=O)N6CCCCC6	570.70	unknown	https://doi.org/10.1002/HLCA.200490061
5-[7-[6-(5-Oxo-5-piperidin-1-ylpenta-1,3-dienyl)-1,3-benzodioxol-4-yl]-1,3-benzodioxol-5-yl]-1-piperidin-1-ylpent-2-en-1-one	72774008	Click to see	570.70	unknown	https://doi.org/10.1002/HLCA.200490061
Chavicine	1548912	Click to see C1CCN(CC1)C(=O)C=CC=CC2=CC3=C(C=C2)OCO3	285.34	unknown	via CMAUP database
Isochavicine	1548914	Click to see	285.34	unknown	https://doi.org/10.1021/NP030475E
Isopiperine	1548913	Click to see C1CCN(CC1)C(=O)C=CC=CC2=CC3=C(C=C2)OCO3	285.34	unknown	https://doi.org/10.1021/NP030475E
Piperine	638024	Click to see C1CCN(CC1)C(=O)C=CC=CC2=CC3=C(C=C2)OCO3	285.34	unknown	https://doi.org/10.17660/ACTAHORTIC.1996.426.21 https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6257300/ https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3196983/ https://doi.org/10.1590/S0103-50532010001000003 https://doi.org/10.1248/BPB.31.1063 https://doi.org/10.1007/S13277-013-1433-4 https://doi.org/10.1021/ED070P598 https://doi.org/10.1021/JF60178A026 https://doi.org/10.1080/14786410902757998 https://doi.org/10.1016/J.BMCL.2012.09.056 https://doi.org/10.1016/S0021-9673(01)95038-1 https://doi.org/10.1016/S0968-0896(02)00130-X https://doi.org/10.1002/CHIN.200352219 https://doi.org/10.3987/COM-02-9518 https://doi.org/10.1177/1934578X0600100101 https://doi.org/10.1016/0031-9422(90)85102-L https://doi.org/10.1080/00021369.1981.10864708 https://doi.org/10.1016/S0021-9673(01)83545-7 https://doi.org/10.1248/CPB.45.685 https://doi.org/10.1055/S-2001-11505 https://doi.org/10.1248/CPB.36.2452 https://doi.org/10.1080/14786410310001608028 https://doi.org/10.1016/J.EJMECH.2010.04.033 https://doi.org/10.1021/IE0107845 https://doi.org/10.1271/BBB1961.45.1257 https://doi.org/10.1016/0031-9422(88)80249-8 https://doi.org/10.1016/S0031-9422(97)00202-1 https://doi.org/10.1021/IE010359B https://doi.org/10.1007/BF02856625
> Alkaloids and derivatives / Aporphines
Cepharadione A	94577	Click to see	305.30	unknown	https://doi.org/10.1080/14786410902757998
> Alkaloids and derivatives / Aristolactams
13-Hydroxy-14,15-dimethoxy-10-azatetracyclo[7.6.1.02,7.012,16]hexadeca-1(16),2,4,6,8,12,14-heptaen-11-one	10447197	Click to see	295.29	unknown	https://doi.org/10.1080/14786410902757998
> Benzenoids / Benzene and substituted derivatives
Phenylacetic Acid	999	Click to see C1=CC=C(C=C1)CC(=O)O	136.15	unknown	https://doi.org/10.1021/JF60071A008
> Benzenoids / Benzene and substituted derivatives / Benzoic acids and derivatives / Salicylic acid and derivatives
5-Hydroxy-2,7-dimethyl-8-(3-methylbut-2-enyl)-2-(4-methylpenta-1,3-dienyl)-3,4-dihydrochromene-6-carboxylic acid	73805517	Click to see CC1=C(C2=C(CCC(O2)(C)C=CC=C(C)C)C(=C1C(=O)O)O)CC=C(C)C	370.50	unknown	https://doi.org/10.1021/JO040272A
> Benzenoids / Benzene and substituted derivatives / Biphenyls and derivatives
2-(4-Hydroxy-3-prop-2-enylphenyl)-6-(3-methyl-6-propan-2-ylcyclohex-2-en-1-yl)-4-prop-2-enylphenol	5320619	Click to see	402.60	unknown	via CMAUP database
> 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/JF60165A026 https://doi.org/10.1021/NP50035A028
> Benzenoids / Benzene and substituted derivatives / Phenethylamines / Amphetamines and derivatives
(+)-Tamsulosin	60147	Click to see	408.50	unknown	via CMAUP database
Tamsulosin	129211	Click to see CCOC1=CC=CC=C1OCCNC(C)CC2=CC(=C(C=C2)OC)S(=O)(=O)N	408.50	unknown	via CMAUP database
> Benzenoids / Benzene and substituted derivatives / Phenylbutylamines
(S)-Verapamil	92305	Click to see	454.60	unknown	via CMAUP database
Dexverapamil	65808	Click to see	454.60	unknown	via CMAUP database
Verapamil	2520	Click to see	454.60	unknown	via CMAUP database
> Benzenoids / Benzene and substituted derivatives / Phenylmethylamines / Phenylbenzamines
Bamipine	72075	Click to see	280.40	unknown	via CMAUP database
> Benzenoids / Benzene and substituted derivatives / Phenylpropanes
2-(4-Methylphenyl)propan-2-ol	14529	Click to see CC1=CC=C(C=C1)C(C)(C)O	150.22	unknown	https://doi.org/10.1021/JF60165A026
> Benzenoids / Phenol ethers
2-Propanol, 1-((1-methylethyl)amino)-3-(2-(2-propenyl)phenoxy)-, (R)-	203685	Click to see	249.35	unknown	via CMAUP database
Alprenolol	2119	Click to see CC(C)NCC(COC1=CC=CC=C1CC=C)O	249.35	unknown	via CMAUP database
Alprenolol, (S)-	204665	Click to see	249.35	unknown	via CMAUP database
> Benzenoids / Phenols / 1-hydroxy-2-unsubstituted benzenoids
Chavicol	68148	Click to see	134.17	unknown	via CMAUP database
> Benzenoids / Phenols / Benzenetriols and derivatives / Pyrogallols and derivatives
2-Methylsulfonylmethyl-3,4,5-trihydroxybenzyl methyl ether	14261266	Click to see	262.28	unknown	via CMAUP database
3,4,5-Trihydroxybenzyl methyl ether	14261265	Click to see	170.16	unknown	via CMAUP database
> Benzenoids / Phenols / Methoxyphenols
(2E,4E)-5-(4-hydroxy-3-methoxyphenyl)-1-piperidin-1-ylpenta-2,4-dien-1-one	6290038	Click to see COC1=C(C=CC(=C1)C=CC=CC(=O)N2CCCCC2)O	287.35	unknown	https://doi.org/10.1271/BBB1961.45.667 https://doi.org/10.1177/1934578X0600100101
(E)-5-(4-hydroxy-3-methoxy-phenyl)-1-(1-piperidyl)pent-2-en-1-one	11630663	Click to see	289.40	unknown	https://doi.org/10.1271/BBB1961.45.667
5-(4-Hydroxy-3-methoxyphenyl)-1-piperidin-1-ylpent-2-en-1-one	73035590	Click to see	289.40	unknown	https://doi.org/10.1271/BBB1961.45.667
5-(4-Hydroxy-3-methoxyphenyl)-1-piperidin-1-ylpenta-2,4-dien-1-one	316499	Click to see COC1=C(C=CC(=C1)C=CC=CC(=O)N2CCCCC2)O	287.35	unknown	https://doi.org/10.1271/BBB1961.45.667 https://doi.org/10.1177/1934578X0600100101
Eugenol	3314	Click to see	164.20	unknown	https://doi.org/10.1021/NP50035A028
Feruloyltyramine	5280537	Click to see	313.30	unknown	https://doi.org/10.1016/S0968-0896(02)00130-X https://doi.org/10.1080/00021369.1980.10864411
> Hydrocarbons / Saturated hydrocarbons / Alkanes
Docosane	12405	Click to see CCCCCCCCCCCCCCCCCCCCCC	310.60	unknown	via CMAUP database
Eicosane	8222	Click to see	282.50	unknown	via CMAUP database
Heneicosane	12403	Click to see	296.60	unknown	via CMAUP database
Heptadecane	12398	Click to see CCCCCCCCCCCCCCCCC	240.50	unknown	via CMAUP database
Hexadecane	11006	Click to see CCCCCCCCCCCCCCCC	226.44	unknown	via CMAUP database
Nonacosane	12409	Click to see CCCCCCCCCCCCCCCCCCCCCCCCCCCCC	408.80	unknown	via CMAUP database
Nonadecane	12401	Click to see	268.50	unknown	via CMAUP database
Octadecane	11635	Click to see CCCCCCCCCCCCCCCCCC	254.50	unknown	via CMAUP database
Tetradecane	12389	Click to see	198.39	unknown	via CMAUP database
> Hydrocarbons / Unsaturated hydrocarbons / Branched unsaturated hydrocarbons
Gamma-Terpinene	7461	Click to see	136.23	unknown	via CMAUP database
> Hydrocarbons / Unsaturated hydrocarbons / Unsaturated aliphatic hydrocarbons
1-Eicosene	18936	Click to see CCCCCCCCCCCCCCCCCCC=C	280.50	unknown	via CMAUP database
1-Octadecene	8217	Click to see CCCCCCCCCCCCCCCCC=C	252.50	unknown	via CMAUP database
> Lignans, neolignans and related compounds / Furanoid lignans / Tetrahydrofuran lignans / 9,9-epoxylignans / Dibenzylbutyrolactols
(2R,3R,4R)-3-(1,3-Benzodioxol-5-ylmethyl)-4-[(3,4-dimethoxyphenyl)methyl]tetrahydro-2-furanol	162892520	Click to see COC1=C(C=C(C=C1)CC2COC(C2CC3=CC4=C(C=C3)OCO4)O)OC	372.40	unknown	https://doi.org/10.1248/BPB.27.1611
(2R,3S,4S)-4-[(3,4-dimethoxyphenyl)methyl]-3-[(3,4,5-trimethoxyphenyl)methyl]oxolan-2-ol	163046079	Click to see	418.50	unknown	https://doi.org/10.1248/BPB.27.1611
(2S,3R,4R)-3,4-Bis(1,3-benzodioxol-5-ylmethyl)tetrahydro-2-furanol	117443	Click to see	356.40	unknown	https://doi.org/10.1002/PTR.2088 https://doi.org/10.1248/BPB.27.1611
3,4-bis(2H-1,3-benzodioxol-5-ylmethyl)oxolan-2-ol	287685	Click to see C1C(C(C(O1)O)CC2=CC3=C(C=C2)OCO3)CC4=CC5=C(C=C4)OCO5	356.40	unknown	https://doi.org/10.1002/PTR.2088 https://doi.org/10.1248/BPB.27.1611
3',4'-Dimethoxy-3',4'-desmethylenecubebin	14137606	Click to see COC1=C(C=C(C=C1)CC2COC(C2CC3=CC4=C(C=C3)OCO4)O)OC	372.40	unknown	https://doi.org/10.1248/BPB.27.1611
4-[(3,4-Dimethoxyphenyl)methyl]-3-[(3,4,5-trimethoxyphenyl)methyl]oxolan-2-ol	163046078	Click to see COC1=C(C=C(C=C1)CC2COC(C2CC3=CC(=C(C(=C3)OC)OC)OC)O)OC	418.50	unknown	https://doi.org/10.1248/BPB.27.1611
alpha-Cubebin	25021463	Click to see	356.40	unknown	https://doi.org/10.1248/BPB.27.1611
> Lignans, neolignans and related compounds / Furanoid lignans / Tetrahydrofuran lignans / 9,9-epoxylignans / Dibenzylbutyrolactone lignans
2(3H)-Furanone, 3,4-bis(1,3-benzodioxol-5-ylmethyl)dihydro-, (3S,4S)-	11002708	Click to see	354.40	unknown	https://doi.org/10.1016/S0968-0896(02)00130-X
3,4-Bis(1,3-benzodioxol-5-ylmethyl)tetrahydrofuran-2-one	327062	Click to see	354.40	unknown	https://doi.org/10.1016/S0968-0896(02)00130-X
Hinokinin	442879	Click to see C1C(C(C(=O)O1)CC2=CC3=C(C=C2)OCO3)CC4=CC5=C(C=C4)OCO5	354.40	unknown	https://doi.org/10.1016/S0968-0896(02)00130-X
> Lipids and lipid-like molecules / Fatty Acyls / Fatty acid esters
Ethyl palmitate	12366	Click to see	284.50	unknown	https://doi.org/10.1248/CPB.52.1349 https://doi.org/10.1002/CHIN.200517223
> Lipids and lipid-like molecules / Fatty Acyls / Fatty acid esters / Fatty acid methyl esters
Methyl 14-methylheptadecanoate	17219	Click to see	298.50	unknown	via CMAUP database
Methyl Palmitate	8181	Click to see	270.50	unknown	via CMAUP database
> Lipids and lipid-like molecules / Fatty Acyls / Fatty acids and conjugates / Long-chain fatty acids
Elaidic Acid	637517	Click to see CCCCCCCCC=CCCCCCCCC(=O)O	282.50	unknown	via CMAUP database
Oleic Acid	445639	Click to see	282.50	unknown	via CMAUP database
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/10.1248/CPB.52.1349
Stearic Acid	5281	Click to see	284.50	unknown	https://doi.org/10.1002/CHIN.200517223 https://doi.org/10.1248/CPB.52.1349
> Lipids and lipid-like molecules / Fatty Acyls / Fatty acyl glycosides / Fatty acyl glycosides of mono- and disaccharides
2-Butenenitrile, 4-(beta-D-glucopyranosyloxy)-2-(hydroxymethyl)-, (E)-	6438710	Click to see	275.25	unknown	via CMAUP database
> Lipids and lipid-like molecules / Fatty Acyls / Fatty amides / N-acyl amines
(2E,12Z)-N-(4-methylpentyl)octadeca-2,12-dienamide	10970518	Click to see	363.60	unknown	https://doi.org/10.1002/HLCA.200390225 https://doi.org/10.1002/CHIN.200352219
(2e,4e,8z)-N-isobutylicosa-2,4,8-trienamide	129753325	Click to see	361.60	unknown	https://doi.org/10.1080/00021369.1981.10864708
(2E,4E)-N-[(2R)-butan-2-yl]deca-2,4-dienamide	154497067	Click to see	223.35	unknown	https://doi.org/10.1248/CPB.52.1349
(E,4R,5R)-4,5-dihydroxy-N-(2-methylpropyl)oct-2-enamide	11447544	Click to see	229.32	unknown	https://doi.org/10.1021/NP030475E
2,4-Octadienamide, N-(2-methylpropyl)-, (E,E)-	6479668	Click to see	195.30	unknown	https://doi.org/10.1021/NP030475E
2,4,12-Octadecatrienoic acid isobutylamide	25221579	Click to see CCCCCC=CCCCCCCC=CC=CC(=O)NCC(C)C	333.60	unknown	https://doi.org/10.1021/NP030475E
4-hydroxy-N-(2-methylpropyl)hex-2-enamide	85882993	Click to see CCC(C=CC(=O)NCC(C)C)O	185.26	unknown	https://doi.org/10.1002/HLCA.200390225
4,5-dihydroxy-N-(2-methylpropyl)dec-2-enamide	73804405	Click to see CCCCCC(C(C=CC(=O)NCC(C)C)O)O	257.37	unknown	https://doi.org/10.1021/NP030475E https://doi.org/10.1080/14786410902757998
4,5-dihydroxy-N-(2-methylpropyl)oct-2-enamide	72965309	Click to see	229.32	unknown	https://doi.org/10.1021/NP030475E
Dodecadienoic acid isobutylamide	185577	Click to see CCCCCCCC=CC=CC(=O)NCC(C)C	251.41	unknown	https://doi.org/10.1021/NP030475E
Dodecatetraenoic acid isobutylamide, (2E,4E)-	6443006	Click to see	251.41	unknown	https://doi.org/10.1021/NP030475E
N-(2-Methylpropyl)octadeca-2,4,12-trienamide	71346377	Click to see CCCCCC=CCCCCCCC=CC=CC(=O)NCC(C)C	333.60	unknown	https://doi.org/10.1021/NP030475E
N-(4-methylpentyl)octadeca-2,12-dienamide	85350453	Click to see	363.60	unknown	https://doi.org/10.1002/HLCA.200390225
n-Isobutyl-2,4-decadienamide	3009280	Click to see	223.35	unknown	https://doi.org/10.1080/00021369.1981.10864708 https://doi.org/10.1016/S0968-0896(02)00130-X https://doi.org/10.1080/14786410902757998 https://doi.org/10.1139/V96-046 https://doi.org/10.1016/J.BMCL.2008.07.045 https://doi.org/10.5012/BKCS.2010.31.04.921 https://doi.org/10.1021/JF011457A https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6257300/ https://doi.org/10.1177/1934578X0600100101
N-Isobutyl-2,4-eicosadienamide	6441067	Click to see	363.60	unknown	https://doi.org/10.1055/S-0028-1097718
N-isobutyl-2E,4Z-octadecadienoyl amine	101713141	Click to see CCCCCCCCCCCCCC=CC=CC(=O)NCC(C)C	335.60	unknown	https://doi.org/10.1016/S0031-9422(97)00202-1 https://doi.org/10.3987/COM-02-9518
N-isobutyleicosadienamide	162757	Click to see CCCCCCCCCCCCCCCC=CC=CC(=O)NCC(C)C	363.60	unknown	https://doi.org/10.1055/S-0028-1097718
N-Isobutyloctadeca-2,4-dienamid	56633806	Click to see	335.60	unknown	https://doi.org/10.1080/00021369.1981.10864708
Pellitorine	5318516	Click to see	223.35	unknown	https://doi.org/10.1021/JF011457A https://doi.org/10.1139/V96-046 https://doi.org/10.1080/14786410902757998 https://doi.org/10.1248/CPB.52.1349 https://doi.org/10.1016/S0968-0896(02)00130-X https://doi.org/10.1002/CHIN.200352219 https://doi.org/10.3987/COM-02-9518 https://doi.org/10.1177/1934578X0600100101 https://doi.org/10.1080/00021369.1981.10864708 https://doi.org/10.5012/BKCS.2010.31.04.921 https://doi.org/10.1002/CHIN.200517223 https://doi.org/10.1016/J.BMCL.2008.07.045
Pipericine	9974234	Click to see CCCCCCCCCCCCCC=CC=CC(=O)NCC(C)C	335.60	unknown	https://doi.org/10.1080/00021369.1981.10864708
Pipnoohine	11222182	Click to see	361.60	unknown	https://doi.org/10.1248/CPB.52.1349
Tetradeca-2E,4E-Dienoic Acid Isobutylamide	10731388	Click to see	279.50	unknown	https://doi.org/10.1080/14786410902757998
> Lipids and lipid-like molecules / Fatty Acyls / Lineolic acids and derivatives
Linoleic Acid	5280450	Click to see CCCCCC=CCC=CCCCCCCCC(=O)O	280.40	unknown	via CMAUP database
Linolenic Acid	5280934	Click to see	278.40	unknown	via CMAUP database
> Lipids and lipid-like molecules / Prenol lipids / Diterpenoids
(-)-Sandaracopimaric acid	221580	Click to see	302.50	unknown	via CMAUP database
> Lipids and lipid-like molecules / Prenol lipids / Diterpenoids / Kaurane diterpenoids
[(1S,2R,4R,5R,6S,9R,10R,13S)-2,6-dihydroxy-5,9-dimethyl-14-methylidene-5-tetracyclo[11.2.1.01,10.04,9]hexadecanyl]methyl acetate	133550451	Click to see CC(=O)OCC1(C(CCC2(C1CC(C34C2CCC(C3)C(=C)C4)O)C)O)C	362.50	unknown	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6257300/
> Lipids and lipid-like molecules / Prenol lipids / Monoterpenoids / Acyclic monoterpenoids
beta-OCIMENE, (3E)-	5281553	Click to see	136.23	unknown	via CMAUP database
beta-Ocimene, (3Z)-	5320250	Click to see	136.23	unknown	via CMAUP database
Citronellol	8842	Click to see	156.26	unknown	https://doi.org/10.1021/JF60071A008
Linalool	6549	Click to see	154.25	unknown	https://doi.org/10.1021/JF60165A026
Linalool, (-)-	443158	Click to see CC(=CCCC(C)(C=C)O)C	154.25	unknown	via CMAUP database
Linalool, (+)-	67179	Click to see	154.25	unknown	via CMAUP database
Myrcene	31253	Click to see	136.23	unknown	via CMAUP database
> Lipids and lipid-like molecules / Prenol lipids / Monoterpenoids / Aromatic monoterpenoids
P-Cymene	7463	Click to see	134.22	unknown	https://doi.org/10.1002/(SICI)1522-2675(19990113)82:1<53::AID-HLCA53>3.0.CO;2-7
> Lipids and lipid-like molecules / Prenol lipids / Monoterpenoids / Bicyclic monoterpenoids
(-)-3-Carene	442461	Click to see CC1=CCC2C(C1)C2(C)C	136.23	unknown	via CMAUP database
(-)-Camphene	440966	Click to see	136.23	unknown	via CMAUP database
(-)-Pinene	15837102	Click to see	136.23	unknown	https://doi.org/10.17660/ACTAHORTIC.1996.426.21
(-)-Sabinene	11051711	Click to see CC(C)C12CCC(=C)C1C2	136.23	unknown	via CMAUP database
(+-)-alpha-Pinene	6654	Click to see	136.23	unknown	https://doi.org/10.1021/JF60071A008
(+-)-Myrtenol	10582	Click to see	152.23	unknown	via CMAUP database
(+)-3-Carene	443156	Click to see	136.23	unknown	via CMAUP database
(+)-4-Carene	71351627	Click to see	136.23	unknown	via CMAUP database
(+)-alpha-Pinene	82227	Click to see CC1=CCC2CC1C2(C)C	136.23	unknown	via CMAUP database
(+)-Camphene	92221	Click to see CC1(C2CCC(C2)C1=C)C	136.23	unknown	via CMAUP database
(+)-Sabinene	10887971	Click to see	136.23	unknown	via CMAUP database
(1S,4R)-4-methyl-1-propan-2-ylbicyclo(3.1.0)hexane	101629835	Click to see	138.25	unknown	via CMAUP database
(1S)-2,6,6-Trimethylbicyclo[3.1.1]hept-2-ene	12223113	Click to see CC1=CCC2CC1C2(C)C	136.23	unknown	via CMAUP database
3-Carene	26049	Click to see CC1=CCC2C(C1)C2(C)C	136.23	unknown	https://doi.org/10.1002/(SICI)1522-2675(19990113)82:1<53::AID-HLCA53>3.0.CO;2-7 https://doi.org/10.17660/ACTAHORTIC.1996.426.21
4-Carene, (1S,3R,6R)-(-)-	530422	Click to see	136.23	unknown	via CMAUP database
alpha-Thujene	17868	Click to see	136.23	unknown	via CMAUP database
Beta-Pinene	14896	Click to see	136.23	unknown	https://doi.org/10.1021/JF60071A008
Camphene	6616	Click to see	136.23	unknown	via CMAUP database
Myrtenal	61130	Click to see	150.22	unknown	via CMAUP database
Myrtenal, (A+-)-	1201529	Click to see	150.22	unknown	via CMAUP database
Myrtenol, (-)-	88301	Click to see CC1(C2CC=C(C1C2)CO)C	152.23	unknown	via CMAUP database
Npc282305	12315151	Click to see	154.25	unknown	via CMAUP database
Pinocarveol, cis-(+/-)-	10931630	Click to see CC1(C2CC1C(=C)C(C2)O)C	152.23	unknown	via CMAUP database
Sabinene	18818	Click to see	136.23	unknown	via CMAUP database
Sabinene hydrate	62367	Click to see CC(C)C12CCC(C1C2)(C)O	154.25	unknown	via CMAUP database
trans-Sabinenehydrate	6431628	Click to see CC(C)C12CCC(C1C2)(C)O	154.25	unknown	via CMAUP database
> Lipids and lipid-like molecules / Prenol lipids / Monoterpenoids / Menthane monoterpenoids
(-)-cis-Carveol	330573	Click to see CC1=CCC(CC1O)C(=C)C	152.23	unknown	https://doi.org/10.1021/JF60165A026
(-)-Dihydrocarveol	443163	Click to see CC1CCC(CC1O)C(=C)C	154.25	unknown	via CMAUP database
(-)-Terpinen-4-ol	5325830	Click to see CC1=CCC(CC1)(C(C)C)O	154.25	unknown	via CMAUP database
(-)-trans-Carveol	94221	Click to see CC1=CCC(CC1O)C(=C)C	152.23	unknown	https://doi.org/10.1021/JF60165A026
(+)-alpha-Phellandrene	443160	Click to see	136.23	unknown	via CMAUP database
(+)-Limonene	440917	Click to see	136.23	unknown	via CMAUP database
(+)-Terpinen-4-ol	2724161	Click to see CC1=CCC(CC1)(C(C)C)O	154.25	unknown	via CMAUP database
(1R,2R)-2-methyl-5-prop-1-en-2-ylcyclohexan-1-ol	56840872	Click to see CC1CCC(CC1O)C(=C)C	154.25	unknown	via CMAUP database
(L)-alpha-terpineol	443162	Click to see	154.25	unknown	via CMAUP database
2-Cyclohexen-1-ol, 1-methyl-4-(1-methylethyl)-, (1R,4S)-rel-	122484	Click to see	154.25	unknown	via CMAUP database
2-Methyl-5-(1-methylethenyl)cyclohexanol	12072	Click to see	154.25	unknown	https://doi.org/10.1021/JF60071A008
3-Cyclohexen-1-ol,2-methylene-5-(1-methylethyl)-,(1S-trans)-(9CI)	11446451	Click to see	152.23	unknown	via CMAUP database
3,8(9)-p-Menthadien-1-ol	5319364	Click to see	152.23	unknown	via CMAUP database
4-Terpineol, (+/-)-	11230	Click to see CC1=CCC(CC1)(C(C)C)O	154.25	unknown	https://doi.org/10.1021/JF60165A026
alpha-PHELLANDRENE	7460	Click to see CC1=CCC(C=C1)C(C)C	136.23	unknown	via CMAUP database
Alpha-Terpinene	7462	Click to see	136.23	unknown	via CMAUP database
Alpha-Terpineol	17100	Click to see	154.25	unknown	https://doi.org/10.1021/JF60165A026
Beta-Phellandrene	11142	Click to see CC(C)C1CCC(=C)C=C1	136.23	unknown	via CMAUP database
Carveol	7438	Click to see	152.23	unknown	https://doi.org/10.1021/JF60165A026
Carvone, (+-)-	7439	Click to see	150.22	unknown	https://doi.org/10.1021/JF60165A026
Carvone, (+)-	16724	Click to see CC1=CCC(CC1=O)C(=C)C	150.22	unknown	https://doi.org/10.1021/JF60165A026
Dihydrocarveol, (+-)-	89755	Click to see	154.25	unknown	via CMAUP database
l-Piperitone	107561	Click to see CC1=CC(=O)C(CC1)C(C)C	152.23	unknown	via CMAUP database
Limonene, (-)-	439250	Click to see	136.23	unknown	via CMAUP database
Limonene, (+/-)-	22311	Click to see CC1=CCC(CC1)C(=C)C	136.23	unknown	https://doi.org/10.1002/(SICI)1522-2675(19990113)82:1<53::AID-HLCA53>3.0.CO;2-7 https://doi.org/10.17660/ACTAHORTIC.1996.426.21
Piperitenone	381152	Click to see	150.22	unknown	via CMAUP database
Terpinolene	11463	Click to see	136.23	unknown	https://doi.org/10.1002/(SICI)1522-2675(19990113)82:1<53::AID-HLCA53>3.0.CO;2-7
xi-p-Mentha-1(7),2-dien-4-ol	5319360	Click to see	152.23	unknown	via CMAUP database
> Lipids and lipid-like molecules / Prenol lipids / Monoterpenoids / Monocyclic monoterpenoids
Eucarvone	136330	Click to see CC1=CC=CC(CC1=O)(C)C	150.22	unknown	via CMAUP database
> Lipids and lipid-like molecules / Prenol lipids / Sesquiterpenoids
(-)-Isocaryophyllene	5281522	Click to see	204.35	unknown	https://doi.org/10.1021/JF60155A014
(+)-alpha-Muurolene	12306049	Click to see	204.35	unknown	via CMAUP database
(+)-Delta-cadinol	11990360	Click to see	222.37	unknown	via CMAUP database
(+)-Nerolidol	5356544	Click to see CC(=CCCC(=CCCC(C)(C=C)O)C)C	222.37	unknown	via CMAUP database
(+)-tau-Muurolol	51394521	Click to see CC1=CC2C(CCC(C2CC1)(C)O)C(C)C	222.37	unknown	via CMAUP database
(+)(-)-(E)-beta-caryophyllene	14757966	Click to see CC1(CC2C1CCC(=C)CCCC2=C)C	204.35	unknown	via CMAUP database
(1R,4aR,8aS)-7-methyl-4-methylidene-1-propan-2-yl-2,3,4a,5,6,8a-hexahydro-1H-naphthalene	6432308	Click to see CC1=CC2C(CC1)C(=C)CCC2C(C)C	204.35	unknown	via CMAUP database
(1R,4R,5R,9S)-4,5-epoxycaryophyllan-8(13)-ene	1742211	Click to see	220.35	unknown	via CMAUP database
(3R,6E)-Nerolidol	11241545	Click to see	222.37	unknown	https://doi.org/10.1021/JF60165A026
(3S,6E)-Nerolidol	5281525	Click to see CC(=CCCC(=CCCC(C)(C=C)O)C)C	222.37	unknown	via CMAUP database
(4R,6S,7R,10S)-4,10-dimethyl-7-propan-2-yltricyclo[4.4.0.01,5]decan-4-ol	102003286	Click to see	222.37	unknown	via CMAUP database
(4Z)-4,11,11-trimethyl-8-methylidenebicyclo[7.2.0]undec-4-ene	5322111	Click to see CC1=CCCC(=C)C2CC(C2CC1)(C)C	204.35	unknown	https://doi.org/10.17660/ACTAHORTIC.1996.426.21
(Z)-caryophyllene	6429301	Click to see	204.35	unknown	via CMAUP database
1-Methyl-4-(6-methylhepta-1,5-dien-2-yl)cyclohex-1-ene	403919	Click to see CC1=CCC(CC1)C(=C)CCC=C(C)C	204.35	unknown	via CMAUP database
1,2,4a,5,6,8a-Hexahydro-4,7-dimethyl-1-(1-methylethyl)naphthalene	101708	Click to see	204.35	unknown	via CMAUP database
1,4-Dimethyl-7-(propan-2-ylidene)-1,2,3,4,5,6,7,8-octahydroazulene	6949	Click to see	204.35	unknown	via CMAUP database
1,6,10-Dodecatrien-3-ol, 3,7,11-trimethyl-	8888	Click to see	222.37	unknown	https://doi.org/10.1021/JF60165A026
1,6,10-Dodecatrien-3-ol, 3,7,11-trimethyl-, (3R,6Z)-	12227246	Click to see CC(=CCCC(=CCCC(C)(C=C)O)C)C	222.37	unknown	via CMAUP database
3,4-Dihydrocadalene	528708	Click to see CC1=CCC(C2=C1C=CC(=C2)C)C(C)C	200.32	unknown	via CMAUP database
3,7-Dimethyl-4-(propan-2-yl)-3a,3b,4,5,6,7-hexahydro-1H-cyclopenta(1,3)cyclopropa(1,2)benzene	86609	Click to see	204.35	unknown	via CMAUP database
4,11,11-Trimethyl-8-methylene-5-oxatricyclo(8.2.0.0(4,6))dodecane, (1R,4R,6R,10S)-	6604672	Click to see CC1(CC2C1CCC3(C(O3)CCC2=C)C)C	220.35	unknown	via CMAUP database
4,12,12-Trimethyl-9-methylene-5-oxatricyclo(8.2.0.04,6)dodecane	14350	Click to see	220.35	unknown	via CMAUP database
7,11-Dimethyl-3-methylene-1,6,10-dodecatriene	10407	Click to see	204.35	unknown	via CMAUP database
alpha-Bisabolol	10586	Click to see CC1=CCC(CC1)C(C)(CCC=C(C)C)O	222.37	unknown	via CMAUP database
beta Farnesene	15228937	Click to see	206.37	unknown	https://doi.org/10.1021/JF60155A014
Beta-Bisabolene	10104370	Click to see CC1=CCC(CC1)C(=C)CCC=C(C)C	204.35	unknown	via CMAUP database
beta-Cubebene	93081	Click to see	204.35	unknown	https://doi.org/10.1021/JF60155A014
beta-Farnesene	5281517	Click to see CC(=CCCC(=CCCC(=C)C=C)C)C	204.35	unknown	via CMAUP database
beta-Farnesene, (6Z)-	5317319	Click to see CC(=CCCC(=CCCC(=C)C=C)C)C	204.35	unknown	via CMAUP database
beta-Guaiene	15560252	Click to see	204.35	unknown	via CMAUP database
Bisabolol	1549992	Click to see CC1=CCC(CC1)C(C)(CCC=C(C)C)O	222.37	unknown	via CMAUP database
Cadin-4-en-10-ol	519662	Click to see	222.37	unknown	via CMAUP database
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/NP50035A028
Calamenene	6429077	Click to see	202.33	unknown	via CMAUP database
Caryophyllene	5281515	Click to see CC1=CCCC(=C)C2CC(C2CC1)(C)C	204.35	unknown	https://doi.org/10.1021/JF60071A008
Caryophyllene oxide	1742210	Click to see	220.35	unknown	via CMAUP database
Caryophyllene,alpha + beta mixt.	5354499	Click to see	204.35	unknown	https://doi.org/10.17660/ACTAHORTIC.1996.426.21
CID 16212927	16212927	Click to see CC(C)C1CCC2(C3C1C4C2(C4C3)C)C	204.35	unknown	via CMAUP database
cis-beta-Copaene	87529	Click to see	204.35	unknown	via CMAUP database
cis-Nerolidol	5320128	Click to see CC(=CCCC(=CCCC(C)(C=C)O)C)C	222.37	unknown	via CMAUP database
Copaene	19725	Click to see CC1=CCC2C3C1C2(CCC3C(C)C)C	204.35	unknown	via CMAUP database
Cubebene	518814	Click to see CC1CCC(C2C13C2C(=C)CC3)C(C)C	204.35	unknown	via CMAUP database
Cubebol	11276107	Click to see	222.37	unknown	via CMAUP database
Curcumene	92139	Click to see	202.33	unknown	via CMAUP database
Cyclosativene	519960	Click to see	204.35	unknown	via CMAUP database
delta-Amorphene	12306059	Click to see	204.35	unknown	via CMAUP database
delta-Cadinene	441005	Click to see	204.35	unknown	https://doi.org/10.1021/NP50035A028
delta-Cadinol	3084311	Click to see CC1=CC2C(CCC(C2CC1)(C)O)C(C)C	222.37	unknown	via CMAUP database
epi-alpha-Muurolol	3084331	Click to see	222.37	unknown	via CMAUP database
Farnesene	5281516	Click to see	204.35	unknown	via CMAUP database
gamma-Muurolene	12313020	Click to see CC1=CC2C(CC1)C(=C)CCC2C(C)C	204.35	unknown	https://doi.org/10.1021/JF60155A014
Humulene	5281520	Click to see	204.35	unknown	https://doi.org/10.17660/ACTAHORTIC.1996.426.21 https://doi.org/10.1021/NP50035A028
Levomenol	442343	Click to see CC1=CCC(CC1)C(C)(CCC=C(C)C)O	222.37	unknown	via CMAUP database
Nerolidol	5284507	Click to see	222.37	unknown	via CMAUP database
Npc14576	6432083	Click to see	204.35	unknown	via CMAUP database
Npc16157	13240188	Click to see	220.35	unknown	via CMAUP database
Npc57877	6431302	Click to see	222.37	unknown	via CMAUP database
Npc91574	12306054	Click to see	204.35	unknown	via CMAUP database
Sesquisabinene	25202482	Click to see CC(CCC=C(C)C)C12CCC(=C)C1C2	204.35	unknown	via CMAUP database
tau-Muurolol	6432221	Click to see CC1=CC2C(CCC(C2CC1)(C)O)C(C)C	222.37	unknown	via CMAUP database
Tricyclo[4.4.0.0(2,7)]dec-3-ene, 8-isopropyl-1,3-dimethyl-, (1S,2R,6R,7R,8S)-(+)-	6432119	Click to see	204.35	unknown	via CMAUP database
> Lipids and lipid-like molecules / Prenol lipids / Sesquiterpenoids / Aromadendrane sesquiterpenoids / 5,10-cycloaromadendrane sesquiterpenoids
(-)-Ledol	6431133	Click to see	222.37	unknown	via CMAUP database
(+)-Ledol	11074994	Click to see	222.37	unknown	via CMAUP database
1H-Cycloprop(e)azulene, 1a,2,3,4,4a,5,6,7b-octahydro-1,1,4,7-tetramethyl-, (1aR,4R,4aR,7bS)-	521243	Click to see	204.35	unknown	via CMAUP database
1H-Cycloprop[e]azulen-4-ol, decahydro-1,1,4,7-tetramethyl-, [1ar-(1aalpha,4alpha,4abeta,7alpha,7abeta,7balpha)]-	6432561	Click to see	222.37	unknown	via CMAUP database
Ledum camphor	22297324	Click to see CC1CCC2C1C3C(C3(C)C)CCC2(C)O	222.37	unknown	via CMAUP database
Ledum camphor	92812	Click to see	222.37	unknown	via CMAUP database
Npc239037	101716	Click to see	222.37	unknown	via CMAUP database
> Lipids and lipid-like molecules / Prenol lipids / Sesquiterpenoids / Elemane sesquiterpenoids
Cyclohexane, 1-ethenyl-1-methyl-2,4-bis(1-methylethenyl)-, (1R,2R,4S)-	9859094	Click to see	204.35	unknown	via CMAUP database
Elemol	92138	Click to see	222.37	unknown	via CMAUP database
> Lipids and lipid-like molecules / Prenol lipids / Sesquiterpenoids / Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids
2-(4a-Methyl-8-methylidene-1,2,3,4,5,6,7,8a-octahydronaphthalen-2-yl)propan-2-ol	521215	Click to see	222.37	unknown	via CMAUP database
7-Isopropenyl-4a-methyl-1-methylenedecahydronaphthalene	519361	Click to see	204.35	unknown	via CMAUP database
Beta-Eudesmol	91457	Click to see	222.37	unknown	via CMAUP database
Beta-Selinene	442393	Click to see	204.35	unknown	via CMAUP database
delta-Selinene	520383	Click to see CC1=C2C=C(CCC2(CCC1)C)C(C)C	204.35	unknown	via CMAUP database
Npc246543	6432455	Click to see	204.35	unknown	via CMAUP database
Npc53720	6432456	Click to see	222.37	unknown	via CMAUP database
> Lipids and lipid-like molecules / Prenol lipids / Sesquiterpenoids / Germacrane sesquiterpenoids
(+)-Germacrene D	24771782	Click to see CC1=CCCC(=C)C=CC(CC1)C(C)C	204.35	unknown	via CMAUP database
(1E)-1-methyl-5-methylidene-8-propan-2-ylcyclodeca-1,6-diene	74764030	Click to see CC1=CCCC(=C)C=CC(CC1)C(C)C	204.35	unknown	via CMAUP database
(1Z)-1-methyl-5-methylidene-8-propan-2-ylcyclodeca-1,6-diene	92003564	Click to see	204.35	unknown	via CMAUP database
(2E,6E)-Hedycaryol	10998630	Click to see	222.37	unknown	via CMAUP database
(6E,8S)-1-methyl-5-methylidene-8-propan-2-ylcyclodeca-1,6-diene	49796490	Click to see CC1=CCCC(=C)C=CC(CC1)C(C)C	204.35	unknown	via CMAUP database
1-Methyl-5-methylene-8-(1-methylethyl)-1,6-cyclodecadiene	6436582	Click to see CC1=CCCC(=C)C=CC(CC1)C(C)C	204.35	unknown	via CMAUP database
1,6-Cyclodecadiene, 1-methyl-5-methylene-8-(1-methylethyl)-	5373727	Click to see	204.35	unknown	via CMAUP database
Germacrene B	5281519	Click to see CC1=CCCC(=CCC(=C(C)C)CC1)C	204.35	unknown	via CMAUP database
Germacrene D	5317570	Click to see CC1=CCCC(=C)C=CC(CC1)C(C)C	204.35	unknown	via CMAUP database
Hedycaryol	6432240	Click to see	222.37	unknown	via CMAUP database
> Lipids and lipid-like molecules / Prenol lipids / Terpene glycosides
methyl (4R,4aR,6S,7R,7aR)-6-[(2S,3S,4R)-3-ethenyl-4-(2-oxoethyl)-2-[(2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-5-carbonyl]oxy-7-methyl-3-oxo-4,4a,5,6,7,7a-hexahydro-1H-cyclopenta[c]pyran-4-carboxylate	163071324	Click to see CC1C(CC2C1COC(=O)C2C(=O)OC)OC(=O)C3=COC(C(C3CC=O)C=C)OC4C(C(C(C(O4)CO)O)O)O	584.60	unknown	https://doi.org/10.1248/CPB.52.1349
> Lipids and lipid-like molecules / Prenol lipids / Triterpenoids
6-[7,12-dihydroxy-4-(hydroxymethyl)-4,10,13,14-tetramethyl-3,11-dioxo-2,5,6,7,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methylhept-2-enoic acid	163064728	Click to see	516.70	unknown	https://doi.org/10.1021/NP030475E
9-[4,5-Dihydroxy-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-10-(hydroxymethyl)-6,10,14,15,21,21-hexamethyl-3,24-dioxaheptacyclo[16.5.2.01,15.02,4.05,14.06,11.018,23]pentacosan-25-one	56671304	Click to see CC1(CCC23CCC4(C5(CCC6C(C5C7C(C4(C2C1)OC3=O)O7)(CCC(C6(C)CO)OC8C(C(C(CO8)O)O)OC9C(C(C(C(O9)CO)O)O)O)C)C)C)C	780.90	unknown	https://doi.org/10.1016/S0968-0896(02)00130-X https://doi.org/10.1248/CPB.36.2452 https://doi.org/10.3987/COM-02-9518 https://doi.org/10.1248/CPB.45.685 https://doi.org/10.1021/JF00103A029 https://doi.org/10.1080/00021369.1981.10864708 https://doi.org/10.1021/JF011457A
> Lipids and lipid-like molecules / Steroids and steroid derivatives / Steroidal glycosides
(2S,3R,4S,5R,6R)-2-[(2R,3R,4R,5R,6R)-6-[[(3S,4R,8R,9S,10R,13R,14S,15S,17R)-4,15-dihydroxy-17-[(E,2R,5R)-1-hydroxy-5-methylhept-3-en-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]-4-[(2S,3S,4R,5R)-4,5-dihydroxy-3-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol	162899462	Click to see CCC(C)C=CC(CO)C1CC(C2C1(CCC3C2CC=C4C3(CCC(C4O)OC5C(C(C(C(O5)CO)OC6C(C(C(C(O6)CO)O)O)O)OC7C(C(C(CO7)O)O)OC8C(C(C(C(O8)CO)O)O)O)O)C)C)O	1051.20	unknown	https://doi.org/10.1016/S0968-0896(02)00130-X
> Lipids and lipid-like molecules / Steroids and steroid derivatives / Steroidal glycosides / Steroidal saponins / Cucurbitacin glycosides
(2S,3R,4S,5S,6R)-2-[(2S)-2-[(2R,3R,5R,8R,9S,10R,12R,13R,14S,17S)-2,12-dihydroxy-4,4,10,13,14-pentamethyl-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxy-2,3,5,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-6-methylhept-5-en-2-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol	163027091	Click to see	933.10	unknown	https://doi.org/10.1016/S0968-0896(02)00130-X
> Lipids and lipid-like molecules / Steroids and steroid derivatives / Stigmastanes and derivatives
(-)-beta-Sitosterol	222284	Click to see	414.70	unknown	https://doi.org/10.1248/CPB.52.1349
(2R,3R,4S,5S,6S)-2-[[(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]-6-(hydroxymethyl)oxane-3,4,5-triol	154496016	Click to see CCC(CCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)OC5C(C(C(C(O5)CO)O)O)O)C)C)C(C)C	576.80	unknown	https://doi.org/10.1248/CPB.52.1349
(3S,5S,8S,9S,10S,13R,14S,17R)-17-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol	15559400	Click to see CCC(CCC(C)C1CCC2C1(CCC3C2CCC4C3(CCC(C4)O)C)C)C(C)C	416.70	unknown	https://doi.org/10.1248/CPB.52.1349
(3S,5S,9S,10S,13R,17R)-17-[(2R)-5-ethyl-6-methylheptan-2-yl]-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol	91746710	Click to see CCC(CCC(C)C1CCC2C1(CCC3C2CCC4C3(CCC(C4)O)C)C)C(C)C	416.70	unknown	https://doi.org/10.1248/CPB.52.1349 https://doi.org/10.1002/CHIN.200352219
(3S,6R)-6-[(8R,9S,10S,13R,14S,17R)-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]-3-propan-2-ylheptan-1-ol	56924079	Click to see	416.70	unknown	https://doi.org/10.1002/CHIN.200517223 https://doi.org/10.1002/CHIN.200352219
(3S,8S,9S,10R,13R,14S,17R)-17-[(E,2S,5S)-5-Ethyl-6-methylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol	12314479	Click to see CCC(C=CC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C)C(C)C	412.70	unknown	https://doi.org/10.1248/CPB.52.1349
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/10.1248/CPB.52.1349 https://doi.org/10.3987/COM-02-9518
beta-Sitosterol 3-O-beta-D-galactopyranoside	296119	Click to see CCC(CCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)OC5C(C(C(C(O5)CO)O)O)O)C)C)C(C)C	576.80	unknown	https://doi.org/10.1002/CHIN.200517223 https://doi.org/10.1248/CPB.52.1349
Sitogluside	5742590	Click to see CCC(CCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)OC5C(C(C(C(O5)CO)O)O)O)C)C)C(C)C	576.80	unknown	https://doi.org/10.1248/CPB.52.1349
Stigmast-5-en-3-ol	22012	Click to see	414.70	unknown	https://doi.org/10.3987/COM-02-9518 https://doi.org/10.1002/CHIN.200517223
Stigmasterol	5280794	Click to see	412.70	unknown	https://doi.org/10.1002/CHIN.200517223 https://doi.org/10.1248/CPB.52.1349 https://doi.org/10.1002/CHIN.200352219
Stigmasterol Glucoside	6602508	Click to see	574.80	unknown	https://doi.org/10.1002/CHIN.200352219
> Organic acids and derivatives / Carboximidic acids and derivatives / Carboximidic acids
2,4-Tetradecadienoic acid isobutyl amide	85248609	Click to see CCCCCCCCCC=CC=CC(=O)NCC(C)C	279.50	unknown	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6257300/ https://doi.org/10.1080/14786410902757998
N-(2-methylpropyl)icosa-2,4,8-trienamide	85916327	Click to see CCCCCCCCCCCC=CCCC=CC=CC(=O)NCC(C)C	361.60	unknown	https://doi.org/10.1080/00021369.1981.10864708
N-(2-Methylpropyl)octa-2,4-dienimidic acid	579797	Click to see	195.30	unknown	https://doi.org/10.1021/NP030475E
N-(3-methylbutyl)octadeca-2,4,12-trienamide	162920928	Click to see CCCCCC=CCCCCCCC=CC=CC(=O)NCCC(C)C	347.60	unknown	https://doi.org/10.1248/CPB.52.1349
N-(4-methylpentyl)octadeca-2,4,12-trienamide	72757295	Click to see	361.60	unknown	https://doi.org/10.1248/CPB.52.1349
> 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
gamma-Ureidonorvaline	6992098	Click to see	175.19	unknown	via CMAUP database
Gigartinine	192847	Click to see	217.23	unknown	via CMAUP database
> Organic acids and derivatives / Carboxylic acids and derivatives / Amino acids, peptides, and analogues / Amino acids and derivatives / Gamma amino acids and derivatives
1-Amidino-3-(3-carboxypropyl)urea	12310321	Click to see	188.18	unknown	via CMAUP database
4-(Carbamoylamino)Butanoic Acid	1571307	Click to see	146.14	unknown	via CMAUP database
> Organic acids and derivatives / Carboxylic acids and derivatives / Carboxylic acid derivatives / Carboxylic acid amides / Secondary carboxylic acid amides
(1S,4R,5R,6S)-N-(2-methylpropyl)-5-[(E)-3-(2-methylpropylamino)-3-oxoprop-1-enyl]-4,6-dipentylcyclohex-2-ene-1-carboxamide	11259394	Click to see CCCCCC1C=CC(C(C1C=CC(=O)NCC(C)C)CCCCC)C(=O)NCC(C)C	446.70	unknown	https://doi.org/10.1021/JO040272A
(E)-N-(2-methylpropyl)-3-[(2R,3R)-3-pentyloxiran-2-yl]prop-2-enamide	21580216	Click to see	239.35	unknown	https://doi.org/10.1021/NP030475E
N-(2-methylpropyl)-3-(3-pentyloxiran-2-yl)prop-2-enamide	73804406	Click to see	239.35	unknown	https://doi.org/10.1021/NP030475E
N-(2-methylpropyl)-5-[3-(2-methylpropylamino)-3-oxoprop-1-enyl]-4,6-dipentylcyclohex-2-ene-1-carboxamide	72773054	Click to see CCCCCC1C=CC(C(C1C=CC(=O)NCC(C)C)CCCCC)C(=O)NCC(C)C	446.70	unknown	https://doi.org/10.1021/JO040272A
> Organic acids and derivatives / Carboxylic acids and derivatives / Hexacarboxylic acids and derivatives
[(2R,3R,4S,5R,6R)-6-[[(3S,3aR,4S,6aR,8S,9S,9aR,9bR)-4-acetyloxy-3,9-dimethyl-6-methylidene-2-oxo-3,3a,4,5,6a,7,8,9,9a,9b-decahydroazuleno[4,5-b]furan-8-yl]oxy]-3,4,5-triacetyloxyoxan-2-yl]methyl acetate	21636221	Click to see CC1C(CC2C1C3C(C(C(=O)O3)C)C(CC2=C)OC(=O)C)OC4C(C(C(C(O4)COC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C	638.70	unknown	https://doi.org/10.1016/S0968-0896(02)00130-X
> Organic acids and derivatives / Peptidomimetics / Depsipeptides / Cyclic depsipeptides
Locillomycin C	145720664	Click to see	1174.30	unknown	https://doi.org/10.1248/CPB.52.1349
> Organic oxygen compounds / Organooxygen compounds / Alcohols and polyols / Polyols / 1,2-diols
(4R,5S)-4,5-dihydroxy-3-methylcyclopent-2-en-1-one	15098266	Click to see	128.13	unknown	via CMAUP database
(E,4S,5S)-4,5-dihydroxy-N-(2-methylpropyl)dec-2-enamide	162925995	Click to see	257.37	unknown	https://doi.org/10.1080/14786410902757998 https://doi.org/10.1021/NP030475E
> Organic oxygen compounds / Organooxygen compounds / Alcohols and polyols / Secondary alcohols
(1R,4S)-4-tert-butylcyclohex-2-en-1-ol	6427100	Click to see CC(C)(C)C1CCC(C=C1)O	154.25	unknown	via CMAUP database
(E,4R)-4-hydroxy-N-(2-methylpropyl)hex-2-enamide	163044166	Click to see	185.26	unknown	https://doi.org/10.1002/HLCA.200390225 https://doi.org/10.1002/CHIN.200352219
(E,4S)-4-hydroxy-N-(2-methylpropyl)hex-2-enamide	12090207	Click to see CCC(C=CC(=O)NCC(C)C)O	185.26	unknown	https://doi.org/10.1002/CHIN.200352219
> Organic oxygen compounds / Organooxygen compounds / Alcohols and polyols / Tertiary alcohols
Beta-Caryophyllene Alcohol	61125	Click to see	222.37	unknown	via CMAUP database
> Organic oxygen compounds / Organooxygen compounds / Carbonyl compounds / Cyclic ketones / Cyclohexenones
4-Isopropyl-2-cyclohexenone	92780	Click to see CC(C)C1CCC(=O)C=C1	138.21	unknown	https://doi.org/10.1021/JF60071A008 https://doi.org/10.1021/JF60165A026
> Organic oxygen compounds / Organooxygen compounds / Enols
1-(4-Methylidenecyclohexyl)ethenol	5319362	Click to see	138.21	unknown	via CMAUP database
> Organoheterocyclic compounds / Benzodioxoles
(1S,2S,5R,6S)-2-(1,3-benzodioxol-5-yl)-6-[(E)-hept-1-enyl]-N-(2-methylpropyl)-5-(piperidine-1-carbonyl)cyclohex-3-ene-1-carboxamide	11272161	Click to see	508.70	unknown	https://doi.org/10.1021/JO040272A
(2E,11E)-12-(1,3-benzodioxol-5-yl)-N-(2-methylpropyl)dodeca-2,11-dienamide	11079216	Click to see CC(C)CNC(=O)C=CCCCCCCCC=CC1=CC2=C(C=C1)OCO2	371.50	unknown	https://doi.org/10.1002/HLCA.200390225 https://doi.org/10.1002/CHIN.200352219
(2e,4e,11e)-12-(benzo[1,3]dioxol-5-yl)-N-(3-methylbutyl)dodeca-2,4,11-trien-amide	11222817	Click to see CC(C)CCNC(=O)C=CC=CCCCCCC=CC1=CC2=C(C=C1)OCO2	383.50	unknown	https://doi.org/10.1248/CPB.52.1349
(2E,4E,6E)-7-(1,3-benzodioxol-5-yl)-1-pyrrolidin-1-ylhepta-2,4,6-trien-1-one	11781469	Click to see C1CCN(C1)C(=O)C=CC=CC=CC2=CC3=C(C=C2)OCO3	297.30	unknown	https://doi.org/10.1021/NP030475E
(2E)-Piperamide-C5:1	12073743	Click to see C1CCN(C1)C(=O)C=CCCC2=CC3=C(C=C2)OCO3	273.33	unknown	https://doi.org/10.1248/CPB.45.685
(2Z,4E)-5-(1,3-benzodioxol-5-yl)-1-pyrrolidin-1-ylpenta-2,4-dien-1-one	11471237	Click to see	271.31	unknown	https://doi.org/10.1021/NP030475E
(6E)-7-(2H-1,3-Benzodioxol-5-YL)-1-(pyrrolidin-1-YL)hept-6-EN-1-one	10957591	Click to see C1CCN(C1)C(=O)CCCCC=CC2=CC3=C(C=C2)OCO3	301.40	unknown	https://doi.org/10.1177/1934578X0600100101 https://doi.org/10.1248/CPB.45.685
(8E)-N-isobutyl-9-(3,4-methylenedioxyphenyl)nona-8-enamide	16122394	Click to see	331.40	unknown	https://doi.org/10.5012/BKCS.2010.31.04.921
(E,E)-1-[7-(1,3-Benzodioxol-5-yl)-2,6-heptadienoyl]piperidine	10041277	Click to see C1CCN(CC1)C(=O)C=CCCC=CC2=CC3=C(C=C2)OCO3	313.40	unknown	https://doi.org/10.1177/1934578X0600100101
(E)-3-(1,3-Benzodioxol-5-Yl)-1-Pyrrolidin-1-Ylprop-2-En-1-One	694735	Click to see	245.27	unknown	https://doi.org/10.1016/J.BMCL.2012.09.056 https://doi.org/10.1021/NP030475E
(E)-3-(1,3-benzodioxol-5-yl)-N-cyclopentylprop-2-enamide	871734	Click to see	259.30	unknown	https://doi.org/10.1016/J.BMCL.2012.09.056
(E)-3-[(1S,2R,3R,4S)-2-(1,3-benzodioxol-5-yl)-4-[(E)-2-(1,3-benzodioxol-5-yl)ethenyl]-3-(piperidine-1-carbonyl)cyclobutyl]-1-piperidin-1-ylprop-2-en-1-one	122385044	Click to see	570.70	unknown	https://doi.org/10.1016/S0968-0896(02)00130-X
(E)-3-[(1S,2R,3S,4R)-2-(1,3-benzodioxol-5-yl)-4-[(E)-2-(1,3-benzodioxol-5-yl)ethenyl]-3-(piperidine-1-carbonyl)cyclobutyl]-1-piperidin-1-ylprop-2-en-1-one	11757741	Click to see	570.70	unknown	https://doi.org/10.1021/JO040272A
(E)-3-[(1S,2R,3S,4S)-2,3-bis[(E)-2-(1,3-benzodioxol-5-yl)ethenyl]-4-(piperidine-1-carbonyl)cyclobutyl]-1-piperidin-1-ylprop-2-en-1-one	163193961	Click to see C1CCN(CC1)C(=O)C=CC2C(C(C2C(=O)N3CCCCC3)C=CC4=CC5=C(C=C4)OCO5)C=CC6=CC7=C(C=C6)OCO7	596.70	unknown	https://doi.org/10.1016/S0968-0896(02)00130-X
(E)-3-[(1S,2R,5S,6S)-2-(1,3-benzodioxol-5-yl)-6-pentyl-5-(piperidine-1-carbonyl)cyclohex-3-en-1-yl]-1-pyrrolidin-1-ylprop-2-en-1-one	11752511	Click to see CCCCCC1C(C=CC(C1C=CC(=O)N2CCCC2)C3=CC4=C(C=C3)OCO4)C(=O)N5CCCCC5	506.70	unknown	https://doi.org/10.1021/JO040272A
(E)-3-[(1S,2S,5R,6S)-2-(1,3-benzodioxol-5-yl)-6-pentyl-5-(piperidine-1-carbonyl)cyclohex-3-en-1-yl]-1-piperidin-1-ylprop-2-en-1-one	11455186	Click to see CCCCCC1C(C=CC(C1C=CC(=O)N2CCCCC2)C3=CC4=C(C=C3)OCO4)C(=O)N5CCCCC5	520.70	unknown	https://doi.org/10.1021/JO040272A
(E)-3-[(2R,4R)-2,4-bis(1,3-benzodioxol-5-yl)-3-(piperidine-1-carbonyl)cyclobutyl]-1-piperidin-1-ylprop-2-en-1-one	11432734	Click to see	544.60	unknown	via CMAUP database
(E)-Piperolein A	11141599	Click to see C1CCN(CC1)C(=O)CCCCC=CC2=CC3=C(C=C2)OCO3	315.40	unknown	https://doi.org/10.1177/1934578X0600100101 https://doi.org/10.1016/S0968-0896(02)00130-X
[(1R,4S,5R,6R)-4,6-bis(1,3-benzodioxol-5-yl)-5-(piperidine-1-carbonyl)cyclohex-2-en-1-yl]-piperidin-1-ylmethanone	11489641	Click to see C1CCN(CC1)C(=O)C2C=CC(C(C2C3=CC4=C(C=C3)OCO4)C(=O)N5CCCCC5)C6=CC7=C(C=C6)OCO7	544.60	unknown	https://doi.org/10.1021/JO040272A
[(1R,4S,5R,6R)-6-(1,3-benzodioxol-5-yl)-4-pentyl-5-(piperidine-1-carbonyl)cyclohex-2-en-1-yl]-piperidin-1-ylmethanone	11214098	Click to see	494.70	unknown	https://doi.org/10.1021/JO040272A
[(1R,4S,5R,6R)-6-[(E)-2-(1,3-benzodioxol-5-yl)ethenyl]-4-pentyl-5-(piperidine-1-carbonyl)cyclohex-2-en-1-yl]-piperidin-1-ylmethanone	11752742	Click to see CCCCCC1C=CC(C(C1C(=O)N2CCCCC2)C=CC3=CC4=C(C=C3)OCO4)C(=O)N5CCCCC5	520.70	unknown	https://doi.org/10.1021/JO040272A
[(1R,4S,5S,6R)-4-(1,3-benzodioxol-5-yl)-6-[(E)-2-(1,3-benzodioxol-5-yl)ethenyl]-5-(piperidine-1-carbonyl)cyclohex-2-en-1-yl]-piperidin-1-ylmethanone	11353629	Click to see	570.70	unknown	https://doi.org/10.1021/JO040272A
[(1R,4S,5S,6R)-4-(1,3-benzodioxol-5-yl)-6-[2-(1,3-benzodioxol-5-yl)ethyl]-5-(piperidine-1-carbonyl)cyclohex-2-en-1-yl]-piperidin-1-ylmethanone	11330591	Click to see C1CCN(CC1)C(=O)C2C=CC(C(C2CCC3=CC4=C(C=C3)OCO4)C(=O)N5CCCCC5)C6=CC7=C(C=C6)OCO7	572.70	unknown	https://doi.org/10.1021/JO040272A
[(1R,4S,5S,6R)-4-(1,3-benzodioxol-5-yl)-6-[2-(1,3-benzodioxol-5-yl)ethyl]-5-(pyrrolidine-1-carbonyl)cyclohex-2-en-1-yl]-piperidin-1-ylmethanone	11786264	Click to see	558.70	unknown	https://doi.org/10.1021/JO040272A
[(1S,2R,3R,4S)-2-[(1E,3E)-4-(1,3-benzodioxol-5-yl)buta-1,3-dienyl]-3-[(E)-2-(1,3-benzodioxol-5-yl)ethenyl]-4-(piperidine-1-carbonyl)cyclobutyl]-piperidin-1-ylmethanone	11319351	Click to see	596.70	unknown	https://doi.org/10.1021/JO040272A
[(1S,2R,3R,4S)-2,3-bis[(1E,3E)-4-(1,3-benzodioxol-5-yl)buta-1,3-dienyl]-4-(piperidine-1-carbonyl)cyclobutyl]-piperidin-1-ylmethanone	163187974	Click to see C1CCN(CC1)C(=O)C2C(C(C2C(=O)N3CCCCC3)C=CC=CC4=CC5=C(C=C4)OCO5)C=CC=CC6=CC7=C(C=C6)OCO7	622.70	unknown	https://doi.org/10.1177/1934578X0600100101
[(1S,2R,3R,4S)-2,3-bis[(E)-2-(1,3-benzodioxol-5-yl)ethenyl]-4-(piperidine-1-carbonyl)cyclobutyl]-piperidin-1-ylmethanone	11250042	Click to see	570.70	unknown	https://doi.org/10.1021/JO040272A https://doi.org/10.1177/1934578X0600100101
[(1S,2R,3R,4S)-2,3-bis[(E)-2-(1,3-benzodioxol-5-yl)ethenyl]-4-(pyrrolidine-1-carbonyl)cyclobutyl]-piperidin-1-ylmethanone	163186935	Click to see	556.60	unknown	https://doi.org/10.1016/S0968-0896(02)00130-X
[(1S,2R,3R,4S)-3-(1,3-benzodioxol-5-yl)-2-[(E)-2-(1,3-benzodioxol-5-yl)ethenyl]-4-(piperidine-1-carbonyl)cyclobutyl]-piperidin-1-ylmethanone	11180309	Click to see	544.60	unknown	https://doi.org/10.1021/JO040272A
[(1S,4R,5R,6S)-4-(1,3-benzodioxol-5-yl)-5-[(1E,3E)-4-(1,3-benzodioxol-5-yl)buta-1,3-dienyl]-6-(piperidine-1-carbonyl)cyclohex-2-en-1-yl]-piperidin-1-ylmethanone	11444749	Click to see C1CCN(CC1)C(=O)C2C=CC(C(C2C(=O)N3CCCCC3)C=CC=CC4=CC5=C(C=C4)OCO5)C6=CC7=C(C=C6)OCO7	596.70	unknown	https://doi.org/10.1021/JO040272A
[(1S,4R,5R,6S)-5-(1,3-benzodioxol-5-yl)-4-pentyl-6-(piperidine-1-carbonyl)cyclohex-2-en-1-yl]-piperidin-1-ylmethanone	11225675	Click to see	494.70	unknown	https://doi.org/10.1021/JO040272A
[(1S,4S,5R,6S)-4,5-bis[(E)-2-(1,3-benzodioxol-5-yl)ethenyl]-6-(piperidine-1-carbonyl)cyclohex-2-en-1-yl]-piperidin-1-ylmethanone	11238745	Click to see	596.70	unknown	https://doi.org/10.1021/JO040272A
[2-[4-(1,3-Benzodioxol-5-yl)buta-1,3-dienyl]-3-[2-(1,3-benzodioxol-5-yl)ethenyl]-4-(piperidine-1-carbonyl)cyclobutyl]-piperidin-1-ylmethanone	72799582	Click to see C1CCN(CC1)C(=O)C2C(C(C2C(=O)N3CCCCC3)C=CC4=CC5=C(C=C4)OCO5)C=CC=CC6=CC7=C(C=C6)OCO7	596.70	unknown	https://doi.org/10.1021/JO040272A
[2,3-Bis[2-(1,3-benzodioxol-5-yl)ethenyl]-4-(piperidine-1-carbonyl)cyclobutyl]-piperidin-1-ylmethanone	72769056	Click to see	570.70	unknown	https://doi.org/10.1021/JO040272A https://doi.org/10.1177/1934578X0600100101
[2,3-Bis[2-(1,3-benzodioxol-5-yl)ethenyl]-4-(pyrrolidine-1-carbonyl)cyclobutyl]-piperidin-1-ylmethanone	85097612	Click to see	556.60	unknown	https://doi.org/10.1016/S0968-0896(02)00130-X
[2,3-Bis[4-(1,3-benzodioxol-5-yl)buta-1,3-dienyl]-4-(piperidine-1-carbonyl)cyclobutyl]-piperidin-1-ylmethanone	163022556	Click to see C1CCN(CC1)C(=O)C2C(C(C2C(=O)N3CCCCC3)C=CC=CC4=CC5=C(C=C4)OCO5)C=CC=CC6=CC7=C(C=C6)OCO7	622.70	unknown	https://doi.org/10.1177/1934578X0600100101
[3-(1,3-Benzodioxol-5-yl)-2-[2-(1,3-benzodioxol-5-yl)ethenyl]-4-(piperidine-1-carbonyl)cyclobutyl]-piperidin-1-ylmethanone	85426339	Click to see C1CCN(CC1)C(=O)C2C(C(C2C(=O)N3CCCCC3)C4=CC5=C(C=C4)OCO5)C=CC6=CC7=C(C=C6)OCO7	544.60	unknown	https://doi.org/10.1021/JO040272A
[4-(1,3-Benzodioxol-5-yl)-5-[2-(1,3-benzodioxol-5-yl)ethenyl]-6-(piperidine-1-carbonyl)cyclohex-2-en-1-yl]-piperidin-1-ylmethanone	72799453	Click to see	570.70	unknown	https://doi.org/10.1021/JO040272A
[4-(1,3-Benzodioxol-5-yl)-5-[4-(1,3-benzodioxol-5-yl)buta-1,3-dienyl]-6-(piperidine-1-carbonyl)cyclohex-2-en-1-yl]-piperidin-1-ylmethanone	72964053	Click to see	596.70	unknown	https://doi.org/10.1021/JO040272A
[4-(1,3-Benzodioxol-5-yl)-6-[2-(1,3-benzodioxol-5-yl)ethenyl]-5-(piperidine-1-carbonyl)cyclohex-2-en-1-yl]-piperidin-1-ylmethanone	72813563	Click to see	570.70	unknown	https://doi.org/10.1021/JO040272A
[4-(1,3-Benzodioxol-5-yl)-6-[2-(1,3-benzodioxol-5-yl)ethyl]-5-(piperidine-1-carbonyl)cyclohex-2-en-1-yl]-piperidin-1-ylmethanone	72804071	Click to see	572.70	unknown	https://doi.org/10.1021/JO040272A
[4-(1,3-Benzodioxol-5-yl)-6-[2-(1,3-benzodioxol-5-yl)ethyl]-5-(pyrrolidine-1-carbonyl)cyclohex-2-en-1-yl]-piperidin-1-ylmethanone	73100953	Click to see	558.70	unknown	https://doi.org/10.1021/JO040272A
[4,5-Bis[2-(1,3-benzodioxol-5-yl)ethenyl]-6-(piperidine-1-carbonyl)cyclohex-2-en-1-yl]-piperidin-1-ylmethanone	72764230	Click to see	596.70	unknown	https://doi.org/10.1021/JO040272A
[4,6-Bis(1,3-benzodioxol-5-yl)-5-(piperidine-1-carbonyl)cyclohex-2-en-1-yl]-piperidin-1-ylmethanone	72981445	Click to see	544.60	unknown	https://doi.org/10.1021/JO040272A
[5-(1,3-Benzodioxol-5-yl)-4-pentyl-6-(piperidine-1-carbonyl)cyclohex-2-en-1-yl]-piperidin-1-ylmethanone	72758677	Click to see	494.70	unknown	https://doi.org/10.1021/JO040272A
[6-(1,3-Benzodioxol-5-yl)-4-pentyl-5-(piperidine-1-carbonyl)cyclohex-2-en-1-yl]-piperidin-1-ylmethanone	72753665	Click to see	494.70	unknown	https://doi.org/10.1021/JO040272A
[6-[2-(1,3-Benzodioxol-5-yl)ethenyl]-4-pentyl-5-(piperidine-1-carbonyl)cyclohex-2-en-1-yl]-piperidin-1-ylmethanone	73085886	Click to see	520.70	unknown	https://doi.org/10.1021/JO040272A
1-((9E)-10-(3,4-Methylenedioxyphenyl)-9-Decenoyl)Pyrrolidine	16041826	Click to see	343.50	unknown	https://doi.org/10.1016/S0031-9422(99)00287-3
1-(1,3-Benzodioxol-5-yl)-2-(piperidin-1-yl)ethanone	794222	Click to see	247.29	unknown	https://doi.org/10.1016/J.BMCL.2012.09.056
1-(1,3-Benzodioxol-5-yl)-3-(1-piperidinyl)-1-propanone	147354	Click to see	261.32	unknown	https://doi.org/10.1016/J.BMCL.2012.09.056
1-(3,4-Methylenedioxyphenyl)-1E-tetradecene	5319627	Click to see	316.50	unknown	https://doi.org/10.1248/CPB.52.1349
1-[(2E,4E,8E)-9-(3,4-methylenedioxyphenyl)-2,4,8-nonatrienoyl]pyrrolidine	11964516	Click to see	325.40	unknown	https://doi.org/10.1248/CPB.45.685 https://doi.org/10.1021/NP030475E https://doi.org/10.1177/1934578X0600100101 https://doi.org/10.1016/S0968-0896(02)00130-X
1-[(2E,8E)-9-(3,4-methylenedioxyphenyl)-2,8-nonadienoyl]pyrrolidine	14162526	Click to see C1CCN(C1)C(=O)C=CCCCCC=CC2=CC3=C(C=C2)OCO3	327.40	unknown	https://doi.org/10.1248/CPB.45.685 https://doi.org/10.1021/NP030475E https://doi.org/10.1016/0031-9422(88)80760-X
1-[(8E)-9-(3,4-methylenedioxyphenyl)-8-nonenoyl]pyrrolidine	21580214	Click to see	329.40	unknown	https://doi.org/10.1248/CPB.45.685 https://doi.org/10.1177/1934578X0600100101 https://doi.org/10.1016/S0968-0896(02)00130-X
1-Benzo[1,3]dioxol-5-yl-2-piperidin-1-yl-ethanone	16682281	Click to see C1CCN(CC1)CC(=O)C2=CC3=C(C=C2)OCO3.Cl	283.75	unknown	via CMAUP database
1,3-Benzodioxol-5-yl(piperidin-1-yl)methanethione	347809	Click to see	249.33	unknown	https://doi.org/10.1016/J.BMCL.2012.09.056
10-(1,3-Benzodioxol-5-yl)-1-pyrrolidin-1-yldec-9-en-1-one	73224846	Click to see C1CCN(C1)C(=O)CCCCCCCC=CC2=CC3=C(C=C2)OCO3	343.50	unknown	https://doi.org/10.1016/S0031-9422(99)00287-3
11-(1,3-benzodioxol-5-yl)-N-(2-methylpropyl)undeca-2,10-dienamide	73224847	Click to see	357.50	unknown	https://doi.org/10.1016/J.BMCL.2008.07.045
11-(1,3-benzodioxol-5-yl)-N-(2-methylpropyl)undeca-2,4,10-trienamide	585120	Click to see	355.50	unknown	https://doi.org/10.1177/1934578X0600100101 https://doi.org/10.1016/S0968-0896(02)00130-X https://doi.org/10.5012/BKCS.2010.31.04.921 https://doi.org/10.1248/CPB.45.685 https://doi.org/10.1021/JF011457A
12-(1,3-benzodioxol-5-yl)-N-(2-methylpropyl)dodeca-2,11-dienamide	85390999	Click to see	371.50	unknown	https://doi.org/10.1002/HLCA.200390225
12-(1,3-benzodioxol-5-yl)-N-(3-methylbutyl)dodeca-2,4,11-trienamide	72757529	Click to see	383.50	unknown	https://doi.org/10.1248/CPB.52.1349
13-(1,3-Benzodioxol-5-yl)-1-pyrrolidin-1-yltrideca-2,4,12-trien-1-one	162899171	Click to see	381.50	unknown	https://doi.org/10.1016/S0968-0896(02)00130-X
13-(1,3-benzodioxol-5-yl)-N-(2-methylpropyl)trideca-2,4,12-trienamide	179663	Click to see CC(C)CNC(=O)C=CC=CCCCCCCC=CC1=CC2=C(C=C1)OCO2	383.50	unknown	https://doi.org/10.1080/00021369.1981.10864708 https://doi.org/10.1016/S0968-0896(02)00130-X https://doi.org/10.1248/CPB.45.685 https://doi.org/10.1021/JF011457A
2-(1,3-benzodioxol-5-yl)-6-hept-1-enyl-N-(2-methylpropyl)-5-(piperidine-1-carbonyl)cyclohex-3-ene-1-carboxamide	72778320	Click to see CCCCCC=CC1C(C=CC(C1C(=O)NCC(C)C)C2=CC3=C(C=C2)OCO3)C(=O)N4CCCCC4	508.70	unknown	https://doi.org/10.1021/JO040272A
3-(1,3-Benzodioxol-5-yl)-1-(1-piperidinyl)-2-propen-1-one	54930	Click to see	259.30	unknown	https://doi.org/10.1080/14786410902757998 https://doi.org/10.1021/NP030475E https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6257300/ https://doi.org/10.1016/S0968-0896(02)00130-X
3-(1,3-benzodioxol-5-yl)-N-cyclohexylacrylamide	692702	Click to see C1CCC(CC1)NC(=O)C=CC2=CC3=C(C=C2)OCO3	273.33	unknown	https://doi.org/10.1016/J.BMCL.2012.09.056
3-[2-(1,3-Benzodioxol-5-yl)-4-[2-(1,3-benzodioxol-5-yl)ethenyl]-3-(piperidine-1-carbonyl)cyclobutyl]-1-piperidin-1-ylprop-2-en-1-one	73087998	Click to see	570.70	unknown	https://doi.org/10.1021/JO040272A https://doi.org/10.1016/S0040-4039(01)00209-X https://doi.org/10.1177/1934578X0600100101 https://doi.org/10.1016/S0968-0896(02)00130-X
3-[2-(1,3-Benzodioxol-5-yl)-4-[4-(1,3-benzodioxol-5-yl)buta-1,3-dienyl]-3-(piperidine-1-carbonyl)cyclobutyl]-1-piperidin-1-ylprop-2-en-1-one	162927966	Click to see	596.70	unknown	https://doi.org/10.1016/S0040-4039(01)00209-X
3-[2-(1,3-Benzodioxol-5-yl)-6-pentyl-5-(piperidine-1-carbonyl)cyclohex-3-en-1-yl]-1-piperidin-1-ylprop-2-en-1-one	72968118	Click to see CCCCCC1C(C=CC(C1C=CC(=O)N2CCCCC2)C3=CC4=C(C=C3)OCO4)C(=O)N5CCCCC5	520.70	unknown	https://doi.org/10.1021/JO040272A
3-[2-(1,3-Benzodioxol-5-yl)-6-pentyl-5-(piperidine-1-carbonyl)cyclohex-3-en-1-yl]-1-pyrrolidin-1-ylprop-2-en-1-one	73085786	Click to see CCCCCC1C(C=CC(C1C=CC(=O)N2CCCC2)C3=CC4=C(C=C3)OCO4)C(=O)N5CCCCC5	506.70	unknown	https://doi.org/10.1021/JO040272A
3-[2,3-Bis[2-(1,3-benzodioxol-5-yl)ethenyl]-4-(piperidine-1-carbonyl)cyclobutyl]-1-piperidin-1-ylprop-2-en-1-one	85149388	Click to see	596.70	unknown	https://doi.org/10.1016/S0968-0896(02)00130-X
3-[2,4-Bis(1,3-benzodioxol-5-yl)-3-(3-oxo-3-piperidin-1-ylprop-1-enyl)cyclobutyl]-1-piperidin-1-ylprop-2-en-1-one	85117276	Click to see C1CCN(CC1)C(=O)C=CC2C(C(C2C3=CC4=C(C=C3)OCO4)C=CC(=O)N5CCCCC5)C6=CC7=C(C=C6)OCO7	570.70	unknown	https://doi.org/10.1016/S0968-0896(02)00130-X
3-[2,4-Bis(1,3-benzodioxol-5-yl)-3-(piperidine-1-carbonyl)cyclobutyl]-1-piperidin-1-ylprop-2-en-1-one	72959348	Click to see C1CCN(CC1)C(=O)C=CC2C(C(C2C3=CC4=C(C=C3)OCO4)C(=O)N5CCCCC5)C6=CC7=C(C=C6)OCO7	544.60	unknown	https://doi.org/10.1021/JO040272A
3-benzo-1,3-dioxol-5-ylpropionic Acid Piperidide	9965088	Click to see C1CCN(CC1)C(=O)CCC2=CC3=C(C=C2)OCO3	261.32	unknown	https://doi.org/10.1021/NP030475E
3-Benzo[1,3]dioxol-5-yl-1-(4-methyl-piperidin-1-yl)-propenone	680623	Click to see CC1CCN(CC1)C(=O)C=CC2=CC3=C(C=C2)OCO3	273.33	unknown	https://doi.org/10.1016/J.BMCL.2012.09.056
4-(3-(1,3-Benzodioxol-5-yl)-1-oxo-2-propenyl)morpholine	682145	Click to see C1COCCN1C(=O)C=CC2=CC3=C(C=C2)OCO3	261.27	unknown	https://doi.org/10.1016/J.BMCL.2012.09.056
4,5-Dihydropiperlonguminine	12682184	Click to see	275.34	unknown	via CMAUP database
5-(1,3-Benzodioxol-5-yl)-1-pyrrolidin-1-ylpent-2-en-1-one	85433734	Click to see	273.33	unknown	https://doi.org/10.1248/CPB.45.685
5-(1,3-Benzodioxol-5-yl)-1-pyrrolidin-1-ylpenta-2,4-dien-1-one	117669	Click to see	271.31	unknown	https://doi.org/10.1177/1934578X0600100101 https://doi.org/10.1080/00021369.1981.10864708 https://doi.org/10.1016/S0031-9422(01)00431-9 https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3196983/ https://doi.org/10.1016/S0968-0896(02)00130-X https://doi.org/10.1271/BBB1961.45.1257 https://doi.org/10.1248/CPB.45.685
5-(1,3-benzodioxol-5-yl)-N-(2-methylpropyl)-4-pentyl-6-(piperidine-1-carbonyl)cyclohex-2-ene-1-carboxamide	72831237	Click to see	482.70	unknown	https://doi.org/10.1021/JO040272A
5-(1,3-benzodioxol-5-yl)-N-(2-methylpropyl)penta-2,4-dienamide	276752	Click to see CC(C)CNC(=O)C=CC=CC1=CC2=C(C=C1)OCO2	273.33	unknown	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3196983/
5-(2H-1,3-Benzodioxol-5-YL)-1-(piperidin-1-YL)pent-2-EN-1-one	276753	Click to see C1CCN(CC1)C(=O)C=CCCC2=CC3=C(C=C2)OCO3	287.35	unknown	https://doi.org/10.1177/1934578X0600100101 https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3196983/ https://doi.org/10.1021/JF60178A026
5-(Tetradec-1-EN-1-YL)-2H-1,3-benzodioxole	53677990	Click to see CCCCCCCCCCCCC=CC1=CC2=C(C=C1)OCO2	316.50	unknown	https://doi.org/10.1248/CPB.52.1349
5alpha,6beta-Bis(piperidinocarbonyl)-4beta-[(E)-2-(1,3-benzodioxole-5-yl)ethenyl]-3beta-(1,3-benzodioxole-5-yl)cyclohexene	10438004	Click to see C1CCN(CC1)C(=O)C2C=CC(C(C2C(=O)N3CCCCC3)C=CC4=CC5=C(C=C4)OCO5)C6=CC7=C(C=C6)OCO7	570.70	unknown	https://doi.org/10.1021/JO040272A
7-(1,3-Benzodioxol-5-yl)-1-piperidin-1-ylhept-6-en-1-one	85413392	Click to see	315.40	unknown	https://doi.org/10.1177/1934578X0600100101 https://doi.org/10.1016/S0968-0896(02)00130-X
7-(1,3-Benzodioxol-5-yl)-1-piperidin-1-ylhepta-2,4,6-trien-1-one	91274708	Click to see C1CCN(CC1)C(=O)C=CC=CC=CC2=CC3=C(C=C2)OCO3	311.40	unknown	https://doi.org/10.1248/CPB.45.685 https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3196983/ https://doi.org/10.1039/JR9500001177
7-(1,3-Benzodioxol-5-yl)-1-piperidin-1-ylhepta-2,6-dien-1-one	85101233	Click to see	313.40	unknown	https://doi.org/10.1177/1934578X0600100101
7-(1,3-Benzodioxol-5-yl)-1-pyrrolidin-1-ylhept-6-en-1-one	85345526	Click to see	301.40	unknown	https://doi.org/10.1177/1934578X0600100101 https://doi.org/10.1248/CPB.45.685
7-(1,3-Benzodioxol-5-yl)-1-pyrrolidin-1-ylhepta-2,4,6-trien-1-one	73098580	Click to see C1CCN(C1)C(=O)C=CC=CC=CC2=CC3=C(C=C2)OCO3	297.30	unknown	https://doi.org/10.1021/NP030475E
8-(1,3-Benzodioxol-5-yl)-1-piperidin-1-yloct-7-en-1-one	85402340	Click to see	329.40	unknown	https://doi.org/10.3987/COM-02-9518
8-(1,3-benzodioxol-5-yl)-N-(3-methylbutyl)octa-2,4-dienamide	163041757	Click to see CC(C)CCNC(=O)C=CC=CCCCC1=CC2=C(C=C1)OCO2	329.40	unknown	https://doi.org/10.1248/CPB.52.1349
9-(1,3-Benzodioxol-5-yl)-1-piperidin-1-ylnon-8-en-1-one	71436840	Click to see	343.50	unknown	https://doi.org/10.1248/CPB.45.685 https://doi.org/10.1021/NP030475E https://doi.org/10.1177/1934578X0600100101 https://doi.org/10.1016/J.BMCL.2008.07.045 https://doi.org/10.1016/S0968-0896(02)00130-X
9-(1,3-Benzodioxol-5-yl)-1-piperidin-1-ylnona-2,4,8-trien-1-one	147128	Click to see	339.40	unknown	https://doi.org/10.1177/1934578X0600100101
9-(1,3-Benzodioxol-5-yl)-1-pyrrolidin-1-ylnon-8-en-1-one	68856635	Click to see C1CCN(C1)C(=O)CCCCCCC=CC2=CC3=C(C=C2)OCO3	329.40	unknown	https://doi.org/10.1248/CPB.45.685 https://doi.org/10.1021/NP030475E https://doi.org/10.1177/1934578X0600100101 https://doi.org/10.1016/S0968-0896(02)00130-X
9-(1,3-Benzodioxol-5-yl)-1-pyrrolidin-1-ylnona-2,4,8-trien-1-one	73155234	Click to see	325.40	unknown	https://doi.org/10.1248/CPB.45.685 https://doi.org/10.1021/NP030475E https://doi.org/10.1177/1934578X0600100101 https://doi.org/10.1016/S0968-0896(02)00130-X
9-(1,3-Benzodioxol-5-yl)-1-pyrrolidin-1-ylnona-2,8-dien-1-one	72727697	Click to see C1CCN(C1)C(=O)C=CCCCCC=CC2=CC3=C(C=C2)OCO3	327.40	unknown	https://doi.org/10.1248/CPB.45.685
9-(1,3-benzodioxol-5-yl)-N-(2-methylpropyl)non-8-enamide	163022513	Click to see	331.40	unknown	https://doi.org/10.5012/BKCS.2010.31.04.921
9-(1,3-benzodioxol-5-yl)-N-(2-methylpropyl)nona-2,4,8-trienamide	85366440	Click to see	327.40	unknown	https://doi.org/10.1016/S0968-0896(02)00130-X https://doi.org/10.1248/CPB.45.685 https://doi.org/10.1021/JF011457A
9-(2H-1,3-Benzodioxol-5-yl)-1-(piperidin-1-yl)nona-2,8-dien-1-one	71319353	Click to see	341.40	unknown	https://doi.org/10.1021/NP030475E https://doi.org/10.1177/1934578X0600100101
Azepan-1-Yl(1,3-Benzodioxol-5-Yl)Methanone	673374	Click to see	247.29	unknown	https://doi.org/10.1016/J.BMCL.2012.09.056
Brachyamide A	14162525	Click to see	381.50	unknown	https://doi.org/10.1016/S0968-0896(02)00130-X
CID 10820744	10820744	Click to see	152.12	unknown	via CMAUP database
Cinnamamide, N-isobutyl-3,4-(methylenedioxy)-	96931	Click to see	247.29	unknown	https://doi.org/10.1021/NP030475E
Dehydropipernonaline	6439947	Click to see C1CCN(CC1)C(=O)C=CC=CCCC=CC2=CC3=C(C=C2)OCO3	339.40	unknown	https://doi.org/10.5012/BKCS.2010.31.04.921 https://doi.org/10.1177/1934578X0600100101 https://doi.org/10.1016/J.BMCL.2008.07.045
Dillapiol	10231	Click to see COC1=C(C2=C(C=C1CC=C)OCO2)OC	222.24	unknown	via CMAUP database
Dipiperamide A	10348020	Click to see	570.70	unknown	https://doi.org/10.1016/S0968-0896(02)00130-X
Dipiperamide D	131752844	Click to see C1CCN(CC1)C(=O)C=CC2C(C(C2C(=O)N3CCCCC3)C=CC4=CC5=C(C=C4)OCO5)C=CC6=CC7=C(C=C6)OCO7	596.70	unknown	https://doi.org/10.1016/S0968-0896(02)00130-X
Fagaramide	5281772	Click to see	247.29	unknown	https://doi.org/10.1021/NP030475E
Guineesine	6442405	Click to see	383.50	unknown	via CMAUP database
Ilepcimide	641115	Click to see C1CCN(CC1)C(=O)C=CC2=CC3=C(C=C2)OCO3	259.30	unknown	https://doi.org/10.1055/S-0035-1546106 https://doi.org/10.1080/14786410902757998 https://doi.org/10.1021/NP030475E https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6257300/ https://doi.org/10.1016/S0968-0896(02)00130-X
Myristicin	4276	Click to see	192.21	unknown	https://doi.org/10.1021/JF60165A026
Nigramide K	11397528	Click to see CCCCCC1C=CC(C(C1C2=CC3=C(C=C2)OCO3)C(=O)N4CCCCC4)C(=O)NCC(C)C	482.70	unknown	https://doi.org/10.1021/JO040272A
Piperanine	5320618	Click to see C1CCN(CC1)C(=O)C=CCCC2=CC3=C(C=C2)OCO3	287.35	unknown	https://doi.org/10.1177/1934578X0600100101 https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3196983/ https://doi.org/10.1021/JF60178A026
Pipercallosine	5372201	Click to see CC(C)CNC(=O)C=CC=CCCCCC1=CC2=C(C=C1)OCO2	329.40	unknown	via CMAUP database
Piperchabamide D	16041827	Click to see	357.50	unknown	https://doi.org/10.1016/J.BMCL.2008.07.045
Pipercide	5372162	Click to see	355.50	unknown	https://doi.org/10.1177/1934578X0600100101 https://doi.org/10.1248/CPB.36.2452 https://doi.org/10.1016/S0968-0896(02)00130-X https://doi.org/10.5012/BKCS.2010.31.04.921 https://doi.org/10.1248/CPB.45.685 https://doi.org/10.1021/JF00103A029 https://doi.org/10.1002/CHIN.200352219 https://doi.org/10.1021/JF011457A
Pipercyclobutanamide A(rel)	15508396	Click to see C1CCN(CC1)C(=O)C=CC2C(C(C2C3=CC4=C(C=C3)OCO4)C(=O)N5CCCCC5)C=CC6=CC7=C(C=C6)OCO7	570.70	unknown	https://doi.org/10.1016/S0040-4039(01)00209-X https://doi.org/10.1177/1934578X0600100101
Pipercyclobutanamide B	15508395	Click to see C1CCN(CC1)C(=O)C=CC2C(C(C2C3=CC4=C(C=C3)OCO4)C(=O)N5CCCCC5)C=CC=CC6=CC7=C(C=C6)OCO7	596.70	unknown	https://doi.org/10.1016/S0040-4039(01)00209-X
Piperdardine	10086948	Click to see C1CCN(CC1)C(=O)C=CC=CCCC2=CC3=C(C=C2)OCO3	313.40	unknown	via CMAUP database
Piperettine	10244953	Click to see	311.40	unknown	https://doi.org/10.1248/CPB.45.685 https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3196983/ https://doi.org/10.1021/NP030475E https://doi.org/10.1039/JR9500001177 https://doi.org/10.3987/COM-02-9518 https://doi.org/10.1248/CPB.36.2452
Piperidine, 1-[(3E)-5-(1,3-benzodioxol-5-yl)-1-oxo-3-pentenyl]-	11087425	Click to see C1CCN(CC1)C(=O)CC=CCC2=CC3=C(C=C2)OCO3	287.35	unknown	via CMAUP database
Piperlonguminine	5320621	Click to see CC(C)CNC(=O)C=CC=CC1=CC2=C(C=C1)OCO2	273.33	unknown	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3196983/
Pipernonaline	9974595	Click to see C1CCN(CC1)C(=O)C=CCCCCC=CC2=CC3=C(C=C2)OCO3	341.40	unknown	https://doi.org/10.1177/1934578X0600100101 https://doi.org/10.1021/NP030475E
Piperoleine B	21580213	Click to see	343.50	unknown	https://doi.org/10.1248/CPB.45.685 https://doi.org/10.1021/NP030475E https://doi.org/10.1016/J.BMCL.2008.07.045 https://doi.org/10.1177/1934578X0600100101 https://doi.org/10.1248/CPB.36.2452 https://doi.org/10.1016/S0968-0896(02)00130-X
Piperonal	8438	Click to see	150.13	unknown	https://doi.org/10.1021/JF60071A008
Pipertipine	11110295	Click to see C1CCN(CC1)C(=O)CCCCCC=CC2=CC3=C(C=C2)OCO3	329.40	unknown	https://doi.org/10.3987/COM-02-9518
Piperyline	636537	Click to see C1CCN(C1)C(=O)C=CC=CC2=CC3=C(C=C2)OCO3	271.31	unknown	https://doi.org/10.1177/1934578X0600100101 https://doi.org/10.1080/00021369.1981.10864708 https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3196983/ https://doi.org/10.1248/CPB.36.2452 https://doi.org/10.1016/S0968-0896(02)00130-X https://doi.org/10.1271/BBB1961.45.1257 https://doi.org/10.1248/CPB.45.685
Retrofractamide A	11012859	Click to see CC(C)CNC(=O)C=CC=CCCC=CC1=CC2=C(C=C1)OCO2	327.40	unknown	https://doi.org/10.1248/CPB.36.2452 https://doi.org/10.1016/S0968-0896(02)00130-X https://doi.org/10.1248/CPB.45.685 https://doi.org/10.1021/JF011457A
Safrole	5144	Click to see	162.18	unknown	https://doi.org/10.1021/JF60165A026
> Organoheterocyclic compounds / Furans / Furoic acid and derivatives / Furoic acids
4-(Hydroxymethyl)-2-(3-methylbutyl)uran-3-carboxylic acid	101483166	Click to see CC(C)CCC1=C(C(=CO1)CO)C(=O)O	212.24	unknown	https://doi.org/10.1021/JF00103A029
> 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 / Indolizidines
methyl 5',6'-dimethoxy-1-methyl-3'-oxospiro[1,4a,5,5a,7,8,10,10a-octahydropyrano[3,4-f]indolizine-6,2'-1H-indole]-4-carboxylate	73880680	Click to see	428.50	unknown	https://doi.org/10.1016/S0031-9422(97)00202-1
> Organoheterocyclic compounds / Oxepanes
1,2,5-Trimethylspiro[8-oxatricyclo[7.2.1.02,7]dodec-5-ene-11,2'-oxirane]-9,12-diol	9838215	Click to see CC1=CC2C(CC1)(C3(C(C(O2)(CC34CO4)O)O)C)C	266.33	unknown	https://doi.org/10.1016/S0040-4039(01)00209-X
> Organoheterocyclic compounds / Piperidines
Piperidine	8082	Click to see	85.15	unknown	https://doi.org/10.1021/JF60071A008 https://doi.org/10.1271/BBB1961.45.1257
> Organoheterocyclic compounds / Piperidines / N-acylpiperidines
(2E,4E)-1-piperidin-1-yldeca-2,4-diene-1,6-dione	11299669	Click to see CCCCC(=O)C=CC=CC(=O)N1CCCCC1	249.35	unknown	https://doi.org/10.1021/NP030475E
(E,4R,5R)-4,5-dihydroxy-1-piperidin-1-yldec-2-en-1-one	11196483	Click to see CCCCCC(C(C=CC(=O)N1CCCCC1)O)O	269.38	unknown	https://doi.org/10.1021/NP030475E
(E,4S,5R)-4,5-dihydroxy-1-piperidin-1-yldec-2-en-1-one	11149885	Click to see CCCCCC(C(C=CC(=O)N1CCCCC1)O)O	269.38	unknown	https://doi.org/10.1021/NP030475E
(E,4S,5S)-4,5-dihydroxy-1-piperidin-1-yldec-2-en-1-one	163019269	Click to see	269.38	unknown	https://doi.org/10.1021/NP030475E
1-(Piperidin-1-YL)octadec-2-EN-1-one	71404007	Click to see	349.60	unknown	https://doi.org/10.3987/COM-02-9518 https://doi.org/10.1177/1934578X0600100101
1-Piperidin-1-yldeca-2,4-diene-1,6-dione	72790044	Click to see CCCCC(=O)C=CC=CC(=O)N1CCCCC1	249.35	unknown	https://doi.org/10.1021/NP030475E
2,4-Decadienoic acid piperidide	73816694	Click to see CCCCCC=CC=CC(=O)N1CCCCC1	235.36	unknown	https://doi.org/10.1021/NP030475E https://doi.org/10.1016/S0968-0896(02)00130-X
4,5-Dihydroxy-1-piperidin-1-yldec-2-en-1-one	85416577	Click to see	269.38	unknown	https://doi.org/10.1021/NP030475E
5-(4-Hydroxyphenyl)-1-piperidin-1-ylpenta-2,4-dien-1-one	86001004	Click to see C1CCN(CC1)C(=O)C=CC=CC2=CC=C(C=C2)O	257.33	unknown	https://doi.org/10.1080/00021369.1980.10864411
Coumaperine	10131321	Click to see	257.33	unknown	https://doi.org/10.1080/00021369.1980.10864411
Neopellitorine B	11118018	Click to see	235.36	unknown	https://doi.org/10.1021/NP030475E https://doi.org/10.1016/S0968-0896(02)00130-X
Pipercitine	12575258	Click to see CCCCCCCCCCCCCCCC=CC(=O)N1CCCCC1	349.60	unknown	https://doi.org/10.1177/1934578X0600100101 https://doi.org/10.3987/COM-02-9518
> Organoheterocyclic compounds / Pyridines and derivatives / Pyrrolidinylpyridines
(R)-Nicotine	157672	Click to see	162.23	unknown	via CMAUP database
3-(1-Methylpyrrolidin-2-yl)pyridine	942	Click to see	162.23	unknown	via CMAUP database
3-[(2S)-1-methylpyrrolidin-2-yl]pyridin-1-ium	101764092	Click to see	163.24	unknown	via CMAUP database
Nicotine	89594	Click to see	162.23	unknown	via CMAUP database
> Organoheterocyclic compounds / Pyrrolidines / N-acylpyrrolidines
(2E,4E)-1-(Pyrrolidin-1-yl)dodeca-2,4-dien-1-one	10999431	Click to see CCCCCCCC=CC=CC(=O)N1CCCC1	249.39	unknown	https://doi.org/10.1021/NP030475E https://doi.org/10.1248/CPB.52.1349 https://doi.org/10.1248/CPB.45.685
1-(1-Pyrrolidinyl)-1-hexadecanone	247220	Click to see	309.50	unknown	https://doi.org/10.1248/CPB.52.1349 https://doi.org/10.1002/CHIN.200517223
1-Pyrrolidin-1-yldeca-2,4-dien-1-one	157276	Click to see	221.34	unknown	https://doi.org/10.1139/V96-046 https://doi.org/10.1021/NP100606U https://doi.org/10.1248/CPB.45.685
1-Pyrrolidin-1-yldodeca-2,4-dien-1-one	85361471	Click to see	249.39	unknown	https://doi.org/10.1248/CPB.45.685 https://doi.org/10.1021/NP030475E https://doi.org/10.1021/NP100606U
1-Pyrrolidin-1-yloctadec-2-en-1-one	162986913	Click to see	335.60	unknown	https://doi.org/10.1248/CPB.52.1349
Sarmentine	6440616	Click to see	221.34	unknown	https://doi.org/10.1139/V96-046 https://doi.org/10.1248/CPB.52.1349 https://doi.org/10.1248/CPB.45.685
trans-2-Octadecenoic acid, pyrrolidide	91705218	Click to see	335.60	unknown	https://doi.org/10.1248/CPB.52.1349
> Organoheterocyclic compounds / Pyrrolidines / N-alkylpyrrolidines
(5S)-5-hexanoyl-5-hydroxy-1-(2-methylpropyl)pyrrolidin-2-one	162874861	Click to see CCCCCC(=O)C1(CCC(=O)N1CC(C)C)O	255.35	unknown	https://doi.org/10.1021/NP030475E
5-Hexanoyl-5-hydroxy-1-(2-methylpropyl)pyrrolidin-2-one	11230587	Click to see	255.35	unknown	https://doi.org/10.1021/NP030475E
> Phenylpropanoids and polyketides / Cinnamaldehydes
3-[3-(1,3-Benzodioxol-5-yl)phenyl]prop-2-enal	163192815	Click to see	252.26	unknown	https://doi.org/10.3987/COM-02-9518
> Phenylpropanoids and polyketides / Cinnamic acids and derivatives
(E)-3-Phenyl-1-Piperidin-1-Ylprop-2-En-1-One	764160	Click to see	215.29	unknown	https://doi.org/10.1021/NP030475E https://doi.org/10.1177/1934578X0600100101
1-[1-Oxo-3(3,4-methylenedioxy-5-methoxyphenyl)-2z-propenyl]piperidine	11426270	Click to see COC1=CC(=CC2=C1OCO2)C=CC(=O)N3CCCCC3	289.33	unknown	https://doi.org/10.1021/NP030475E
1-Cinnamoylpyrrolidine	765514	Click to see C1CCN(C1)C(=O)C=CC2=CC=CC=C2	201.26	unknown	https://doi.org/10.1021/NP030475E
3-(1,3-Benzodioxol-5-yl)-1-pyrrolidin-1-ylprop-2-en-1-one	694733	Click to see	245.27	unknown	https://doi.org/10.1021/NP030475E
3-(7-Methoxy-1,3-benzodioxol-5-yl)-1-piperidin-1-ylprop-2-en-1-one	72957035	Click to see	289.33	unknown	https://doi.org/10.1021/NP030475E
Cinnamic acid pyrrolidid	583163	Click to see	201.26	unknown	https://doi.org/10.1021/NP030475E
Piperidine, 1-(1-oxo-3-phenyl-2-propenyl)-	223147	Click to see C1CCN(CC1)C(=O)C=CC2=CC=CC=C2	215.29	unknown	https://doi.org/10.1021/NP030475E https://doi.org/10.1177/1934578X0600100101
Piperlongumine	637858	Click to see COC1=CC(=CC(=C1OC)OC)C=CC(=O)N2CCC=CC2=O	317.34	unknown	via CMAUP database
Z-Antiepilepsirine	21580212	Click to see	259.30	unknown	https://doi.org/10.1021/NP030475E
> Phenylpropanoids and polyketides / Cinnamic acids and derivatives / Hydroxycinnamic acids and derivatives
(E)-3-(4-Hydroxy-3-methoxyphenyl)-N-(2-(4-hydroxy-3-methoxyphenyl)ethyl)-2-propenamide	134313	Click to see	343.40	unknown	https://doi.org/10.1016/S0968-0896(02)00130-X
3-(4-Hydroxy-3-methoxyphenyl)-1-(piperidin-1-yl)prop-2-en-1-one	3082485	Click to see COC1=C(C=CC(=C1)C=CC(=O)N2CCCCC2)O	261.32	unknown	https://doi.org/10.1271/BBB1961.45.667
4-Hydroxy-3-methoxycinnamylpiperidine	6450018	Click to see	261.32	unknown	https://doi.org/10.1271/BBB1961.45.667
N-feruloyltyramine; Moupinamide	125213	Click to see	313.30	unknown	https://doi.org/10.1016/S0968-0896(02)00130-X https://doi.org/10.1080/00021369.1980.10864411
N-trans-feruloylmethoxytyramine	5352115	Click to see COC1=C(C=CC(=C1)CCNC(=O)C=CC2=CC(=C(C=C2)O)OC)O	343.40	unknown	https://doi.org/10.1016/S0968-0896(02)00130-X
> 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/10.1080/14786410902757998
Paprazine	5372945	Click to see	283.32	unknown	https://doi.org/10.1080/14786410902757998
> Phenylpropanoids and polyketides / Diarylheptanoids / Linear diarylheptanoids / Curcuminoids
epi-Calyxin H	11801102	Click to see	566.60	unknown	https://doi.org/10.1016/S0040-4039(01)00209-X
> Phenylpropanoids and polyketides / Flavonoids / Flavans / Flavanones
(R)-Pinocembrin	667544	Click to see	256.25	unknown	via CMAUP database
> Phenylpropanoids and polyketides / Homoisoflavonoids / Homoisoflavones
5,7-Dihydroxy-3-[(4-hydroxy-1,3-benzodioxol-5-yl)methyl]-6,8-dimethylchromen-4-one	101238141	Click to see	356.30	unknown	https://doi.org/10.1021/NP030475E
> Phenylpropanoids and polyketides / Stilbenes
[(1S,4R,5R,6S)-4,5-bis(1,3-benzodioxol-5-yl)-6-(piperidine-1-carbonyl)cyclohex-2-en-1-yl]-piperidin-1-ylmethanone	11376207	Click to see	544.60	unknown	https://doi.org/10.1021/JO040272A
[4,5-Bis(1,3-benzodioxol-5-yl)-6-(piperidine-1-carbonyl)cyclohex-2-en-1-yl]-piperidin-1-ylmethanone	72822644	Click to see	544.60	unknown	https://doi.org/10.1021/JO040272A

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Piper nigrum

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