Scientific name	Authority	First published in
Nigella cretica	Mill.	Gard. Dict. ed. 8 : n.º 4 (1768)
Nigella truncata	Viv.	Pl. Aegypt. Dec. : 6 (1830)
Nigella indica	Roxb. ex Flem.	Asiat. Res. 11: 173 (1810)
Nigella glandulifera	Freyn & Sint ex Freyn	Bull. Herb. Boissier , sér. 2, 3: 559 (1903)

Common names Top

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Filter by language:

Language	Common/alternative name
English	black caraway
English	black cumin
English	black onion seed
Spanish	kalonji
Spanish	neguilla hortense
Spanish	toda especia
ace	jeura itam
Amharic	ጥቁር ኣዝሙድ
Arabic	حبة البركة
Arabic	الحبة السوداء
Arabic	حبة سوداء
Arabic	حبه البركه
Arabic	شونيز
Arabic	بشمة
Arabic	كمون اسود
Assamese	ক'লা জীৰা
Azerbaijani	Çörəkotu
Azerbaijani	qara zirə
Azerbaijani	Əkin qaraçörəkotu
azb	اکین قاراچؤرک اوْتو
Belarusian	чарнушка
Belarusian	чарнушка пасяўная
Bulgarian	черен кимион
bho	मंगरइल
bho	कलौंजी
bho	मँगरइल
bho	मंगरैल
Bengali	কালো জিরা
Bengali	কালোজিরা
Bosnian	Čurekot
Catalan	pebreta
Czech	černucha setá
Danish	sortkommen
German	echter schwarzkümmel
German	schwarzer kümmel
dv	ކަޅު ދިރި
Greek	Νιγέλα η εδώδιμος
Esperanto	sema nigelo
Estonian	aed-mustköömen
Basque	usagari
Persian	سیاهدانه
Persian	سیاه دانه
Finnish	ryytineito
Finnish	maustenigella
French	nigelle cultivée
French	cumin noir
French	nigelle cultivee
Hausa	habbatus sauda
Hebrew	קצח תרבותי
Hebrew	קצח הגינה
Croatian	crni kim
Upper Sorbian	sywna čornucha
Hungarian	kerti katicavirág
Indonesian	jintan hitam
Indonesian	habbatussauda
Italian	grano nero
Japanese	ニオイクロタネソウ
jv	jinten ireng
Kabyle	sanuj
Kazakh	Қара зере
Kannada	ಕರೀಜೀರಿಗೆ
Korean	흑쿠민
ku	reşreşk
Lithuanian	sėjamoji juodgrūdė
Lithuanian	kalondži
Latvian	sējas melnsēklīte
mad	jhinten èreng
Malayalam	നിഗെല്ല സറ്റൈവ
Malay	habbatus sawda
Malay	habbatussauda
Malay	jintan hitam
Malay	habbatus sauda
Norwegian Bokmål	svartkummen
Nepali	कालो जीरा
Dutch	zwarte komijn
Punjabi	ਕਲੌਂਜੀ
Polish	czarnuszka siewna
Punjab	کلونجی
Romanian	negrilică
Russian	Чернушка посевная
Russian	калинджи
Russian	Черный тмин
Russian	Чёрный тмин
Russian	чернушка посевная
Serbo-Croatian	crni kumin
Slovak	Černuška siata
Albanian	fara e zeze
Serbian	Чурукот
Swedish	svartkummin
Tamil	கருஞ்சீரகம்
Telugu	black seed
tg	Сиёҳдона
Thai	เทียนดำ
Turkish	çörek otu
Ukrainian	Калінджі
Ukrainian	Чорний кмин
Ukrainian	Чорнушка посівна
Urdu	کلونجی
vls	nigelle
Chinese	家黑种草
Chinese	黑香种草（家黑种草）
Chinese	黑种草
Chinese	家黑種草

Subspecies (abbr. subsp./ssp.) Top

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No subspecies added yet.

Varieties (abbr. var.) Top

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Name	Authority	First published in
Nigella sativa var. hispidula	Boiss.	Ann. Sci. Nat., Bot. sér. 2, 16: 360. 1841 (1841)

Subvarieties (abbr. subvar.) Top

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No subvariety added yet.

Forms (abbr. f.) Top

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No forms added yet.

Germination/Propagation Top

Suggest a correction or add new data!

Sow seeds at 20°C, expecting germination within 3 months without further temperature treatment.

Distribution (via POWO/KEW) Top

Legend for the distribution data:

- Doubtful data

- Extinct

- Introduced

- Native

Africa click to expand
- Northeast Tropical Africa
  - Ethiopia
  - Somalia
  - Sudan
- Northern Africa
  - Algeria
  - Egypt
  - Libya
  - Morocco
  - Tunisia

Asia-temperate click to expand
- Arabian Peninsula
  - Saudi Arabia
  - Yemen
- Caucasus
  - North Caucasus
  - Transcaucasus
- Middle Asia
  - Kazakhstan
  - Kirgizstan
  - Tadzhikistan
  - Turkmenistan
  - Uzbekistan
- Western Asia
  - Afghanistan
  - Cyprus
  - East Aegean Islands
  - Iran
  - Iraq
  - Turkey

Asia-tropical click to expand
- Indian Subcontinent
  - Assam
  - Bangladesh
  - India
- Indo-China
  - Myanmar

Europe click to expand
- Eastern Europe
  - Central European Russia
  - Krym
  - Ukraine
- Middle Europe
  - Czechoslovakia
- Southeastern Europe
  - Bulgaria
  - Greece
  - Italy
  - Romania
  - Turkey-in-Europe
  - Yugoslavia
- Southwestern Europe
  - France

Links to other databases Top

Suggest others/fix!

Database	ID/link to page
World Flora Online	wfo-0000380671
UNII	75NV8BO2KN
USDA Plants	NISA2
Tropicos	27100104
INPN	109638
Flora of Italy	1003
KEW	urn:lsid:ipni.org:names:711687-1
The Plant List	kew-2381679
PFAF	Nigella sativa
Open Tree Of Life	142360
Observations.org	142522
NCBI Taxonomy	555479
NBN Atlas	NBNSYS0200002703
IPNI	711687-1
iNaturalist	122834
GBIF	5371700
Freebase	/m/06h3pn
EPPO	NIGSA
EOL	485246
Elurikkus	5884
USDA GRIN	25337
Wikipedia	Nigella_sativa
CMAUP	NPO2136

Genomes (via NCBI) Top

No reference genome is available on NCBI yet. We are constantly monitoring for new data.

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

Nutrient utilization, growth performance, and antioxidative status of Barki lambs fed diets supplemented with black (Nigella sativa) and rocket (Eruca sativa) seeds

Rahmy HA, El-Tanany RR, Ghoneem WM

Trop Anim Health Prod

10-May-2024

PMCID:	PMC11087338
doi:	10.1007/s11250-024-04005-y
PMID:	38727858

From nature to nanomedicine: bioengineered metallic nanoparticles bridge the gap for medical applications

Patel J, Kumar GS, Roy H, Maddiboyina B, Leporatti S, Bohara RA

Discov Nano

09-May-2024

PMCID:	PMC11082127
doi:	10.1186/s11671-024-04021-9
PMID:	38724833

Eco-friendly bio-nanocomposites: pioneering sustainable biomedical advancements in engineering

Nandhini J, Karthikeyan E, Rajeshkumar S

Discov Nano

09-May-2024

PMCID:	PMC11082105
doi:	10.1186/s11671-024-04007-7
PMID:	38724698

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

The Effects of Tremella fuciformis Polysaccharide on the Physicochemical, Multiscale Structure and Digestive Properties of Cyperus esculentus Starch

Zhang S, Liu Y, Sun T, Liu H, Wang D

Foods

06-May-2024

PMCID:	PMC11083195
doi:	10.3390/foods13091425
PMID:	38731796

Antimicrobial and anti-biofilm properties of oleuropein against Escherichia coli and fluconazole-resistant isolates of Candida albicans and Candida glabrata

Esfandiary MA, Khosravi AR, Asadi S, Nikaein D, Hassan J, Sharifzadeh A

BMC Microbiol

04-May-2024

PMCID:	PMC11069153
doi:	10.1186/s12866-024-03305-5
PMID:	38704559

Natural products for managing metabolic syndrome: a scoping review

Abdulghani MF, Al-Fayyadh S

Front Pharmacol

30-Apr-2024

PMCID:	PMC11091304
doi:	10.3389/fphar.2024.1366946
PMID:	38746011

Medicinal ethnoveterinary plants used for treating livestock ailments in the omo-gibe and rift valley basins of Ethiopia

Wendimu A, Bojago E, Abrham Y

BMC Vet Res

30-Apr-2024

PMCID:	PMC11059770
doi:	10.1186/s12917-024-04019-6
PMID:	38689300

Microbial- and Plant-Derived Bioactive Peptides and Their Applications against Foodborne Pathogens: Current Status and Future Prospects

Parvez AK, Jubyda FT, Ayaz M, Sarker A, Haque N, Khan MS, Mou TJ, Rahman MA, Huq MA

Int J Microbiol

29-Apr-2024

PMCID:	PMC11074716
doi:	10.1155/2024/9978033
PMID:	38716460

Effect of Light Conditions, Trichoderma Fungi and Food Polymers on Growth and Profile of Biologically Active Compounds in Thymus vulgaris and Thymus serpyllum

Kulbat-Warycha K, Nawrocka J, Kozłowska L, Żyżelewicz D

Int J Mol Sci

29-Apr-2024

PMCID:	PMC11084565
doi:	10.3390/ijms25094846
PMID:	38732065

Electrospun nanofibers synthesized from polymers incorporated with bioactive compounds for wound healing

Palani N, Vijayakumar P, Monisha P, Ayyadurai S, Rajadesingu S

J Nanobiotechnology

27-Apr-2024

PMCID:	PMC11056076
doi:	10.1186/s12951-024-02491-8
PMID:	38678271

Autoimmunity, New Potential Biomarkers and the Thyroid Gland—The Perspective of Hashimoto’s Thyroiditis and Its Treatment

Tywanek E, Michalak A, Świrska J, Zwolak A

Int J Mol Sci

26-Apr-2024

PMCID:	PMC11083198
doi:	10.3390/ijms25094703
PMID:	38731922

Systematic Review of Chemical Compounds with Immunomodulatory Action Isolated from African Medicinal Plants

Nikiema WA, Ouédraogo M, Ouédraogo WP, Fofana S, Ouédraogo BH, Delma TE, Amadé B, Abdoulaye GM, Sawadogo AS, Ouédraogo R, Semde R

Molecules

26-Apr-2024

PMCID:	PMC11085867
doi:	10.3390/molecules29092010
PMID:	38731500

Ethnobotanical assessment of antidiabetic medicinal plants in District Karak, Pakistan

Nazar A, Adnan M, Shah SM, Bari A, Ullah R, Tariq A, Ahmad N

BMC Complement Med Ther

24-Apr-2024

PMCID:	PMC11040872
doi:	10.1186/s12906-024-04462-w
PMID:	38658923

Research advances on molecular mechanism and natural product therapy of iron metabolism in heart failure

Zhang T, Luo L, He Q, Xiao S, Li Y, Chen J, Qin T, Xiao Z, Ge Q

Eur J Med Res

24-Apr-2024

PMCID:	PMC11044586
doi:	10.1186/s40001-024-01809-4
PMID:	38659000

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 / Aporphines
(6aR)-1,2-dimethoxy-6,6-dimethyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-6-ium-10,11-diol	163190058	Click to see C[N+]1(CCC2=CC(=C(C3=C2C1CC4=C3C(=C(C=C4)O)O)OC)OC)C	342.40	unknown	https://doi.org/10.1248/CPB.52.454
> Benzenoids / Benzene and substituted derivatives / Phenylpropanes
2-(2-Methoxypropyl)-5-methyl-1,4-benzenediol	10012907	Click to see CC1=CC(=C(C=C1O)CC(C)OC)O	196.24	unknown	https://doi.org/10.1248/BPB.24.307
2-[(2R)-2-methoxypropyl]-5-methylbenzene-1,4-diol	162964672	Click to see CC1=CC(=C(C=C1O)CC(C)OC)O	196.24	unknown	https://doi.org/10.1248/BPB.24.307
> Benzenoids / Phenol ethers / Anisoles
Anethole	637563	Click to see CC=CC1=CC=C(C=C1)OC	148.20	unknown	https://doi.org/10.1002/1099-1573(200008)14:5<323::AID-PTR621>3.0.CO;2-Q
> Lipids and lipid-like molecules / Fatty Acyls / Fatty acids and conjugates / Long-chain fatty acids
9-Octadecenoic acid	965	Click to see CCCCCCCCC=CCCCCCCCC(=O)O	282.50	unknown	https://doi.org/10.1055/S-0028-1100226
Arachidic Acid	10467	Click to see CCCCCCCCCCCCCCCCCCCC(=O)O	312.50	unknown	https://doi.org/10.5962/BHL.TITLE.108605 https://doi.org/10.1016/0031-9422(86)88046-3
Arachidonic Acid	444899	Click to see CCCCCC=CCC=CCC=CCC=CCCCC(=O)O	304.50	unknown	https://doi.org/10.5962/BHL.TITLE.108605
Myristic Acid	11005	Click to see CCCCCCCCCCCCCC(=O)O	228.37	unknown	https://doi.org/10.1016/0031-9422(86)88046-3 https://doi.org/10.1055/S-0028-1100226
Oleic Acid	445639	Click to see CCCCCCCCC=CCCCCCCCC(=O)O	282.50	unknown	https://doi.org/10.1016/0031-9422(86)88046-3 https://doi.org/10.1055/S-0028-1100226 https://doi.org/10.5962/BHL.TITLE.108605
Palmitic Acid	985	Click to see CCCCCCCCCCCCCCCC(=O)O	256.42	unknown	https://doi.org/10.1016/0031-9422(86)88046-3 https://doi.org/10.1055/S-0028-1100226
Palmitoleic Acid	445638	Click to see CCCCCCC=CCCCCCCCC(=O)O	254.41	unknown	https://doi.org/10.5962/BHL.TITLE.108605 https://doi.org/10.1016/0031-9422(86)88046-3
Stearic Acid	5281	Click to see CCCCCCCCCCCCCCCCCC(=O)O	284.50	unknown	https://doi.org/10.1016/0031-9422(86)88046-3 https://doi.org/10.1055/S-0028-1100226
> Lipids and lipid-like molecules / Fatty Acyls / Fatty acyl glycosides / Fatty acyl glycosides of mono- and disaccharides
D-Glucose, 4-O-alpha-D-glucopyranosyl-	303614	Click to see C(C1C(C(C(C(O1)OC(C(CO)O)C(C(C=O)O)O)O)O)O)O	342.30	unknown	https://doi.org/10.1007/S00044-007-9080-1
Glc(a1-4)aldehydo-Gal	121434384	Click to see C(C1C(C(C(C(O1)OC(C(CO)O)C(C(C=O)O)O)O)O)O)O	342.30	unknown	https://doi.org/10.1007/S00044-007-9080-1
> Lipids and lipid-like molecules / Fatty Acyls / Fatty alcohol esters
undecyl (4R)-4-hydroxynonanoate	163084150	Click to see CCCCCCCCCCCOC(=O)CCC(CCCCC)O	328.50	unknown	https://doi.org/10.1007/S00044-007-9080-1
Undecyl 4-hydroxynonanoate	163084149	Click to see CCCCCCCCCCCOC(=O)CCC(CCCCC)O	328.50	unknown	https://doi.org/10.1007/S00044-007-9080-1
> Lipids and lipid-like molecules / Fatty Acyls / Fatty alcohols
(14R,20S)-14,20-dimethylheptacosan-1-ol	163007538	Click to see CCCCCCCC(C)CCCCCC(C)CCCCCCCCCCCCCO	424.80	unknown	https://doi.org/10.1007/S00044-007-9080-1
14,20-Dimethyl heptacosanol	129883039	Click to see CCCCCCCC(C)CCCCCC(C)CCCCCCCCCCCCCO	424.80	unknown	https://doi.org/10.1007/S00044-007-9080-1
> Lipids and lipid-like molecules / Fatty Acyls / Lineolic acids and derivatives
9,12-Octadecadienoic Acid	3931	Click to see CCCCCC=CCC=CCCCCCCCC(=O)O	280.40	unknown	https://doi.org/10.1055/S-0028-1100226
9,12,15-Octadecatrienoic acid	860	Click to see CCC=CCC=CCC=CCCCCCCCC(=O)O	278.40	unknown	https://doi.org/10.1055/S-0028-1100226
Elaidolinolenic acid	5282822	Click to see CCC=CCC=CCC=CCCCCCCCC(=O)O	278.40	unknown	https://doi.org/10.1016/0031-9422(86)88046-3
Linoleic Acid	5280450	Click to see CCCCCC=CCC=CCCCCCCCC(=O)O	280.40	unknown	https://doi.org/10.1016/0031-9422(86)88046-3 https://doi.org/10.1055/S-0028-1100226 https://doi.org/10.5962/BHL.TITLE.108605
Linolenic Acid	5280934	Click to see CCC=CCC=CCC=CCCCCCCCC(=O)O	278.40	unknown	https://doi.org/10.1016/0031-9422(86)88046-3 https://doi.org/10.5962/BHL.TITLE.108605 https://doi.org/10.1055/S-0028-1100226
> Lipids and lipid-like molecules / Prenol lipids / Diterpenoids / Dolabellane and neodolabellane diterpenoids
[(1R,2R,4S,6R,9E,11S,12S)-11-benzoyloxy-12-(benzoyloxymethyl)-15-(2-hydroperoxypropan-2-yl)-4,9-dimethyl-5-oxatricyclo[10.3.0.04,6]pentadeca-9,14-dien-2-yl] pyridine-3-carboxylate	11181504	Click to see CC1=CC(C2(CC=C(C2C(CC3(C(O3)CC1)C)OC(=O)C4=CN=CC=C4)C(C)(C)OO)COC(=O)C5=CC=CC=C5)OC(=O)C6=CC=CC=C6	681.80	unknown	https://doi.org/10.1021/OL036239C
[(1R,2R,4S,6R,9E,11S,12S)-12-(benzoyloxymethyl)-15-(2-hydroperoxypropan-2-yl)-4,9-dimethyl-11-(pyridine-3-carbonyloxy)-5-oxatricyclo[10.3.0.04,6]pentadeca-9,14-dien-2-yl] pyridine-3-carboxylate	11296902	Click to see CC1=CC(C2(CC=C(C2C(CC3(C(O3)CC1)C)OC(=O)C4=CN=CC=C4)C(C)(C)OO)COC(=O)C5=CC=CC=C5)OC(=O)C6=CN=CC=C6	682.80	unknown	https://doi.org/10.1021/OL036239C
[(1S,2R,4S,6R,9E,11S,12S)-11-benzoyloxy-12-(benzoyloxymethyl)-4,9-dimethyl-15-propan-2-ylidene-5-oxatricyclo[10.3.0.04,6]pentadec-9-en-2-yl] pyridine-3-carboxylate	11411178	Click to see CC1=CC(C2(CCC(=C(C)C)C2C(CC3(C(O3)CC1)C)OC(=O)C4=CN=CC=C4)COC(=O)C5=CC=CC=C5)OC(=O)C6=CC=CC=C6	649.80	unknown	https://doi.org/10.1021/OL036239C
[(1S,2R,4S,6R,9E,11S,12S)-12-(benzoyloxymethyl)-4,9-dimethyl-15-propan-2-ylidene-11-(pyridine-3-carbonyloxy)-5-oxatricyclo[10.3.0.04,6]pentadec-9-en-2-yl] pyridine-3-carboxylate	11296717	Click to see CC1=CC(C2(CCC(=C(C)C)C2C(CC3(C(O3)CC1)C)OC(=O)C4=CN=CC=C4)COC(=O)C5=CC=CC=C5)OC(=O)C6=CN=CC=C6	650.80	unknown	https://doi.org/10.1021/OL036239C
[(1S,2R,4S,6R,9E,11S,12S)-12-(butanoyloxymethyl)-4,9-dimethyl-15-propan-2-ylidene-11-(pyridine-3-carbonyloxy)-5-oxatricyclo[10.3.0.04,6]pentadec-9-en-2-yl] pyridine-3-carboxylate	163185530	Click to see CCCC(=O)OCC12CCC(=C(C)C)C1C(CC3(C(O3)CCC(=CC2OC(=O)C4=CN=CC=C4)C)C)OC(=O)C5=CN=CC=C5	616.70	unknown	https://doi.org/10.1248/CPB.52.494
[(1S,2R,4S,6R,9E,11S,12S)-12-(hexanoyloxymethyl)-4,9-dimethyl-15-propan-2-ylidene-11-(pyridine-3-carbonyloxy)-5-oxatricyclo[10.3.0.04,6]pentadec-9-en-2-yl] pyridine-3-carboxylate	163195147	Click to see CCCCCC(=O)OCC12CCC(=C(C)C)C1C(CC3(C(O3)CCC(=CC2OC(=O)C4=CN=CC=C4)C)C)OC(=O)C5=CN=CC=C5	644.80	unknown	https://doi.org/10.1248/CPB.52.494
[(1S,2R,4S,6R,9E,11S,12S)-4,9-dimethyl-12-[(2-phenylacetyl)oxymethyl]-15-propan-2-ylidene-11-(pyridine-3-carbonyloxy)-5-oxatricyclo[10.3.0.04,6]pentadec-9-en-2-yl] pyridine-3-carboxylate	163193024	Click to see CC1=CC(C2(CCC(=C(C)C)C2C(CC3(C(O3)CC1)C)OC(=O)C4=CN=CC=C4)COC(=O)CC5=CC=CC=C5)OC(=O)C6=CN=CC=C6	664.80	unknown	https://doi.org/10.1248/CPB.52.494
[(1S,2R,4S,6R,9E,11S,12S)-4,9,12-trimethyl-15-propan-2-ylidene-11-(pyridine-3-carbonyloxy)-5-oxatricyclo[10.3.0.04,6]pentadec-9-en-2-yl] pyridine-3-carboxylate	163190543	Click to see CC1=CC(C2(CCC(=C(C)C)C2C(CC3(C(O3)CC1)C)OC(=O)C4=CN=CC=C4)C)OC(=O)C5=CN=CC=C5	530.70	unknown	https://doi.org/10.1248/CPB.52.494
[(1S,2R,4S,6R,9Z,11S,12S)-4,9,12-trimethyl-15-propan-2-ylidene-11-(pyridine-3-carbonyloxy)-5-oxatricyclo[10.3.0.04,6]pentadec-9-en-2-yl] pyridine-3-carboxylate	101341399	Click to see CC1=CC(C2(CCC(=C(C)C)C2C(CC3(C(O3)CC1)C)OC(=O)C4=CN=CC=C4)C)OC(=O)C5=CN=CC=C5	530.70	unknown	https://doi.org/10.1002/CHIN.200437206
[11-Benzoyloxy-12-(benzoyloxymethyl)-15-(2-hydroperoxypropan-2-yl)-4,9-dimethyl-5-oxatricyclo[10.3.0.04,6]pentadeca-9,14-dien-2-yl] pyridine-3-carboxylate	74022711	Click to see CC1=CC(C2(CC=C(C2C(CC3(C(O3)CC1)C)OC(=O)C4=CN=CC=C4)C(C)(C)OO)COC(=O)C5=CC=CC=C5)OC(=O)C6=CC=CC=C6	681.80	unknown	https://doi.org/10.1021/OL036239C
[11-Benzoyloxy-12-(benzoyloxymethyl)-4,9-dimethyl-15-propan-2-ylidene-5-oxatricyclo[10.3.0.04,6]pentadec-9-en-2-yl] pyridine-3-carboxylate	72836782	Click to see CC1=CC(C2(CCC(=C(C)C)C2C(CC3(C(O3)CC1)C)OC(=O)C4=CN=CC=C4)COC(=O)C5=CC=CC=C5)OC(=O)C6=CC=CC=C6	649.80	unknown	https://doi.org/10.1021/OL036239C
[12-(Benzoyloxymethyl)-15-(2-hydroperoxypropan-2-yl)-4,9-dimethyl-11-(pyridine-3-carbonyloxy)-5-oxatricyclo[10.3.0.04,6]pentadeca-9,14-dien-2-yl] pyridine-3-carboxylate	72788808	Click to see CC1=CC(C2(CC=C(C2C(CC3(C(O3)CC1)C)OC(=O)C4=CN=CC=C4)C(C)(C)OO)COC(=O)C5=CC=CC=C5)OC(=O)C6=CN=CC=C6	682.80	unknown	https://doi.org/10.1021/OL036239C
[12-(Benzoyloxymethyl)-4,9-dimethyl-15-propan-2-ylidene-11-(pyridine-3-carbonyloxy)-5-oxatricyclo[10.3.0.04,6]pentadec-9-en-2-yl] pyridine-3-carboxylate	72788699	Click to see CC1=CC(C2(CCC(=C(C)C)C2C(CC3(C(O3)CC1)C)OC(=O)C4=CN=CC=C4)COC(=O)C5=CC=CC=C5)OC(=O)C6=CN=CC=C6	650.80	unknown	https://doi.org/10.1021/OL036239C
[12-(Butanoyloxymethyl)-4,9-dimethyl-15-propan-2-ylidene-11-(pyridine-3-carbonyloxy)-5-oxatricyclo[10.3.0.04,6]pentadec-9-en-2-yl] pyridine-3-carboxylate	85434652	Click to see CCCC(=O)OCC12CCC(=C(C)C)C1C(CC3(C(O3)CCC(=CC2OC(=O)C4=CN=CC=C4)C)C)OC(=O)C5=CN=CC=C5	616.70	unknown	https://doi.org/10.1248/CPB.52.494
[12-(Hexanoyloxymethyl)-4,9-dimethyl-15-propan-2-ylidene-11-(pyridine-3-carbonyloxy)-5-oxatricyclo[10.3.0.04,6]pentadec-9-en-2-yl] pyridine-3-carboxylate	85434651	Click to see CCCCCC(=O)OCC12CCC(=C(C)C)C1C(CC3(C(O3)CCC(=CC2OC(=O)C4=CN=CC=C4)C)C)OC(=O)C5=CN=CC=C5	644.80	unknown	https://doi.org/10.1248/CPB.52.494
[4,9-Dimethyl-12-[(2-phenylacetyl)oxymethyl]-15-propan-2-ylidene-11-(pyridine-3-carbonyloxy)-5-oxatricyclo[10.3.0.04,6]pentadec-9-en-2-yl] pyridine-3-carboxylate	85091236	Click to see CC1=CC(C2(CCC(=C(C)C)C2C(CC3(C(O3)CC1)C)OC(=O)C4=CN=CC=C4)COC(=O)CC5=CC=CC=C5)OC(=O)C6=CN=CC=C6	664.80	unknown	https://doi.org/10.1248/CPB.52.494
[4,9,12-Trimethyl-15-propan-2-ylidene-11-(pyridine-3-carbonyloxy)-5-oxatricyclo[10.3.0.04,6]pentadec-9-en-2-yl] pyridine-3-carboxylate	85434653	Click to see CC1=CC(C2(CCC(=C(C)C)C2C(CC3(C(O3)CC1)C)OC(=O)C4=CN=CC=C4)C)OC(=O)C5=CN=CC=C5	530.70	unknown	https://doi.org/10.1248/CPB.52.494
> Lipids and lipid-like molecules / Prenol lipids / Diterpenoids / Ileabethane, pseudopterane or nor-sandresane diterpenoids
Dithymoquinone	398941	Click to see CC(C)C1=CC(=O)C2(C(C1=O)C3(C2C(=O)C(=CC3=O)C(C)C)C)C	328.40	unknown	https://doi.org/10.1080/10826079508009224 https://doi.org/10.1016/S0731-7085(98)00300-8
> Lipids and lipid-like molecules / Prenol lipids / Monoterpenoids / Aromatic monoterpenoids
Carvacrol	10364	Click to see CC1=C(C=C(C=C1)C(C)C)O	150.22	unknown	https://doi.org/10.1002/1099-1573(200008)14:5<323::AID-PTR621>3.0.CO;2-Q https://doi.org/10.1248/BPB.24.307
p-CYMENE	7463	Click to see CC1=CC=C(C=C1)C(C)C	134.22	unknown	https://doi.org/10.1002/1099-1573(200008)14:5<323::AID-PTR621>3.0.CO;2-Q
Thymohydroquinone	95779	Click to see CC1=CC(=C(C=C1O)C(C)C)O	166.22	unknown	https://doi.org/10.1016/S0731-7085(98)00300-8
Thymol	6989	Click to see CC1=CC(=C(C=C1)C(C)C)O	150.22	unknown	https://doi.org/10.1248/BPB.24.307 https://doi.org/10.1016/S0731-7085(98)00300-8 https://doi.org/10.1080/10826079508009224
> Lipids and lipid-like molecules / Prenol lipids / Monoterpenoids / Bicyclic monoterpenoids
alpha-PINENE	6654	Click to see CC1=CCC2CC1C2(C)C	136.23	unknown	https://doi.org/10.1002/1099-1573(200008)14:5<323::AID-PTR621>3.0.CO;2-Q
> Lipids and lipid-like molecules / Prenol lipids / Monoterpenoids / Menthane monoterpenoids
4-Terpineol, (+/-)-	11230	Click to see CC1=CCC(CC1)(C(C)C)O	154.25	unknown	https://doi.org/10.1002/1099-1573(200008)14:5<323::AID-PTR621>3.0.CO;2-Q
Limonene, (+/-)-	22311	Click to see CC1=CCC(CC1)C(=C)C	136.23	unknown	https://doi.org/10.1002/1099-1573(200008)14:5<323::AID-PTR621>3.0.CO;2-Q
> Lipids and lipid-like molecules / Prenol lipids / Sesquiterpenoids
(1S,2S,7S,8S)-2,6,6,9-tetramethyltricyclo[5.4.0.02,8]undec-9-ene	91753627	Click to see CC1=CCC2C3C1C2(CCCC3(C)C)C	204.35	unknown	https://doi.org/10.1002/1099-1573(200008)14:5<323::AID-PTR621>3.0.CO;2-Q
5-Hydroxy-1-(7-hydroxy-6-methylhepta-2,5-dien-2-yl)-3a-methyl-1,2,3,5,6,7,9,9a-octahydrocyclopenta[b]chromen-8-one	162916346	Click to see CC(=CCC=C(C)C1CCC2(C1CC3=C(O2)C(CCC3=O)O)C)CO	346.50	unknown	https://doi.org/10.1021/NP800172X
CID 16396350	16396350	Click to see CC1(CCCC2(C3C1C(C2=C)CC3)C)C	204.35	unknown	https://doi.org/10.1002/1099-1573(200008)14:5<323::AID-PTR621>3.0.CO;2-Q
Longifolene	289151	Click to see CC1(CCCC2(C3C1C(C2=C)CC3)C)C	204.35	unknown	https://doi.org/10.1002/1099-1573(200008)14:5<323::AID-PTR621>3.0.CO;2-Q
> Lipids and lipid-like molecules / Prenol lipids / Sesterterpenoids / Scalarane sesterterpenoids
Taraxerol	92097	Click to see CC1(CCC2(CC=C3C4(CCC5C(C(CCC5(C4CCC3(C2C1)C)C)O)(C)C)C)C)C	426.70	unknown	https://doi.org/10.1016/0031-9422(86)88046-3
> Lipids and lipid-like molecules / Prenol lipids / Terpene glycosides / Triterpene glycosides / Triterpene saponins
[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] (4aS,6aR,6aS,6bR,8aR,9R,10S,12aR,14bS)-10-[(2R,3R,4S,5S)-3-[(2R,3R,4R,5S,6S)-3,5-dihydroxy-6-methyl-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate	162876833	Click to see CC1C(C(C(C(O1)OC2C(OC(C(C2O)O)OCC3C(C(C(C(O3)OC(=O)C45CCC(CC4C6=CCC7C8(CCC(C(C8CCC7(C6(CC5)C)C)(C)CO)OC9C(C(C(CO9)O)O)OC1C(C(C(C(O1)C)O)OC1C(C(C(CO1)O)O)O)O)C)(C)C)O)O)O)CO)O)O)O	1353.50	unknown	https://doi.org/10.1016/0031-9422(88)83062-0
[6-[[3,4-Dihydroxy-6-(hydroxymethyl)-5-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] 10-[3-[3,5-dihydroxy-6-methyl-4-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate	56671047	Click to see CC1C(C(C(C(O1)OC2C(OC(C(C2O)O)OCC3C(C(C(C(O3)OC(=O)C45CCC(CC4C6=CCC7C8(CCC(C(C8CCC7(C6(CC5)C)C)(C)CO)OC9C(C(C(CO9)O)O)OC1C(C(C(C(O1)C)O)OC1C(C(C(CO1)O)O)O)O)C)(C)C)O)O)O)CO)O)O)O	1353.50	unknown	https://doi.org/10.1016/0031-9422(88)83062-0
methyl (4aR,5R,6aR,6aS,6bR,8aR,9R,10R,12aS,13R,14bS)-10-[(2R,3R,4S,5S,6R)-3-[(2S,3R,4R,5R,6S)-4,5-dihydroxy-6-methyl-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5-hydroxy-9-(hydroxymethyl)-13-methoxy-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate	162930318	Click to see CC1C(C(C(C(O1)OC2C(C(C(OC2OC3CCC4(C(C3(C)CO)CCC5(C4C(C=C6C5(CC(C7(C6CC(CC7)(C)C)C(=O)OC)O)C)OC)C)C)CO)O)O)OC8C(C(C(CO8)O)O)O)O)O	973.10	unknown	https://doi.org/10.1080/14786410801892078
Methyl 10-[3-[4,5-dihydroxy-6-methyl-3-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5-hydroxy-9-(hydroxymethyl)-13-methoxy-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate	162930317	Click to see CC1C(C(C(C(O1)OC2C(C(C(OC2OC3CCC4(C(C3(C)CO)CCC5(C4C(C=C6C5(CC(C7(C6CC(CC7)(C)C)C(=O)OC)O)C)OC)C)C)CO)O)O)OC8C(C(C(CO8)O)O)O)O)O	973.10	unknown	https://doi.org/10.1080/14786410801892078
Sieboldianoside A	57393816	Click to see CC1C(C(C(C(O1)OC2C(OC(C(C2O)O)OCC3C(C(C(C(O3)OC(=O)C45CCC(CC4C6=CCC7C8(CCC(C(C8CCC7(C6(CC5)C)C)(C)CO)OC9C(C(C(CO9)O)O)OC1C(C(C(C(O1)C)O)OC1C(C(C(CO1)O)O)O)O)C)(C)C)O)O)O)CO)O)O)O	1353.50	unknown	via CMAUP database
> Lipids and lipid-like molecules / Prenol lipids / Triterpenoids
(3S,10R,13R,14R,17R)-4,4,10,13,14-pentamethyl-17-[(2R)-6-methylhept-5-en-2-yl]-2,3,5,6,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-ol	102004740	Click to see CC(CCC=C(C)C)C1CCC2(C1(CCC3C2=CCC4C3(CCC(C4(C)C)O)C)C)C	426.70	unknown	https://doi.org/10.1016/0031-9422(86)88046-3
(3S,10S,17R)-4,4,10,13,14-pentamethyl-17-[(2R)-6-methylhept-5-en-2-yl]-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-ol	91744939	Click to see CC(CCC=C(C)C)C1CCC2(C1(CCC3=C2CCC4C3(CCC(C4(C)C)O)C)C)C	426.70	unknown	https://doi.org/10.1016/0031-9422(86)88046-3
(3S,5R,10R,13S,14S)-17-[(1R)-1,5-dimethylhex-4-enyl]-4,4,10,13,14-pentamethyl-2,3,5,6,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-ol	472759	Click to see CC(CCC=C(C)C)C1CCC2(C1(CCC3C2=CCC4C3(CCC(C4(C)C)O)C)C)C	426.70	unknown	https://doi.org/10.1016/0031-9422(86)88046-3
(4aS,6aR,6aS,6bR,8aS,9R,12aR,14bR)-10-[4,5-dihydroxy-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid	137795128	Click to see CC1C(C(C(C(O1)OC2C(C(COC2OC3CCC4(C(C3(C)CO)CCC5(C4CC=C6C5(CCC7(C6CC(CC7)(C)C)C(=O)O)C)C)C)O)O)O)O)O	751.00	unknown	https://doi.org/10.1055/S-2001-10628
[(4aS,5S,6aR,6aS,6bR,8aR,9R,10S,12aS,13R,14bS)-10-[(2R,3R,4R,5S,6R)-5-[(2S,3R,4R,5S,6S)-3,5-dihydroxy-6-methyl-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-9-(hydroxymethyl)-13-methoxy-2,2,5,6a,6b,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicen-4a-yl] acetate	162884235	Click to see CC1CC2(C(=CC(C3C2(CCC4C3(CCC(C4(C)CO)OC5C(C(C(C(O5)CO)OC6C(C(C(C(O6)C)O)OC7C(C(C(CO7)O)O)O)O)O)O)C)C)OC)C8C1(CCC(C8)(C)C)OC(=O)C)C	971.20	unknown	https://doi.org/10.1016/J.CARRES.2008.10.004
[10-[5-[3,5-Dihydroxy-6-methyl-4-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-9-(hydroxymethyl)-13-methoxy-2,2,5,6a,6b,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicen-4a-yl] acetate	162884234	Click to see CC1CC2(C(=CC(C3C2(CCC4C3(CCC(C4(C)CO)OC5C(C(C(C(O5)CO)OC6C(C(C(C(O6)C)O)OC7C(C(C(CO7)O)O)O)O)O)O)C)C)OC)C8C1(CCC(C8)(C)C)OC(=O)C)C	971.20	unknown	https://doi.org/10.1016/J.CARRES.2008.10.004
10-[4,5-Dihydroxy-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid	267360	Click to see CC1C(C(C(C(O1)OC2C(C(COC2OC3CCC4(C(C3(C)CO)CCC5(C4CC=C6C5(CCC7(C6CC(CC7)(C)C)C(=O)O)C)C)C)O)O)O)O)O	751.00	unknown	https://doi.org/10.1055/S-2001-10628
alpha-Hederin	73296	Click to see CC1C(C(C(C(O1)OC2C(C(COC2OC3CCC4(C(C3(C)CO)CCC5(C4CC=C6C5(CCC7(C6CC(CC7)(C)C)C(=O)O)C)C)C)O)O)O)O)O	751.00	unknown	https://doi.org/10.1055/S-2001-10628
Beta-Amyrin	73145	Click to see CC1(CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C)O)C)C)C2C1)C)C)C	426.70	unknown	https://doi.org/10.1016/0031-9422(86)88046-3
Hederagenin	73299	Click to see CC1(CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)CO)O)C)C)C2C1)C)C(=O)O)C	472.70	unknown	https://doi.org/10.1002/(SICI)1097-458X(199904)37:4<295::AID-MRC457>3.0.CO;2-Z
Lanosta-8,24-dien-3-ol	856	Click to see CC(CCC=C(C)C)C1CCC2(C1(CCC3=C2CCC4C3(CCC(C4(C)C)O)C)C)C	426.70	unknown	https://doi.org/10.1016/0031-9422(86)88046-3
Oleanolic Acid	10494	Click to see CC1(CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C)O)C)C)C2C1)C)C(=O)O)C	456.70	unknown	https://doi.org/10.21608/BFSA.2001.65761
> Lipids and lipid-like molecules / Steroids and steroid derivatives / Cholestane steroids / Cholesterols and derivatives
(3S,8R,9R,10R,13R,14R,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol	7055705	Click to see CC(C)CCCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C	386.70	unknown	https://doi.org/10.1055/S-0028-1099512
Cholesterol	5997	Click to see CC(C)CCCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C	386.70	unknown	https://doi.org/10.1016/0031-9422(86)88046-3 https://doi.org/10.1055/S-0028-1099512
Cholesterol-3-13C	304	Click to see CC(C)CCCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C	386.70	unknown	https://doi.org/10.1055/S-0028-1099512
Lophenol	160482	Click to see CC1C(CCC2(C1CC=C3C2CCC4(C3CCC4C(C)CCCC(C)C)C)C)O	400.70	unknown	https://doi.org/10.1016/0031-9422(86)88046-3
> Lipids and lipid-like molecules / Steroids and steroid derivatives / Cycloartanols and derivatives
(3R,6S,8R,11S,12S,15R,16R)-7,7,12,16-tetramethyl-15-[(2R)-6-methylhept-5-en-2-yl]pentacyclo[9.7.0.01,3.03,8.012,16]octadecan-6-ol	145925700	Click to see CC(CCC=C(C)C)C1CCC2(C1(CCC34C2CCC5C3(C4)CCC(C5(C)C)O)C)C	426.70	unknown	https://doi.org/10.1016/0031-9422(86)88046-3
24-Methylenecycloartanol	94204	Click to see CC(C)C(=C)CCC(C)C1CCC2(C1(CCC34C2CCC5C3(C4)CCC(C5(C)C)O)C)C	440.70	unknown	https://doi.org/10.1016/0031-9422(86)88046-3
CID 9547213	9547213	Click to see CC(C)C(=C)CCC(C)C1CCC2(C1(CCC34C2CCC5C3(C4)CCC(C5(C)C)O)C)C	440.70	unknown	https://doi.org/10.1016/0031-9422(86)88046-3
Cycloartenol	92110	Click to see CC(CCC=C(C)C)C1CCC2(C1(CCC34C2CCC5C3(C4)CCC(C5(C)C)O)C)C	426.70	unknown	https://doi.org/10.1016/0031-9422(86)88046-3
Cycloeucalenol	101690	Click to see CC1C2CCC3C4(CCC(C4(CCC35C2(C5)CCC1O)C)C(C)CCC(=C)C(C)C)C	426.70	unknown	https://doi.org/10.1016/0031-9422(86)88046-3
> Lipids and lipid-like molecules / Steroids and steroid derivatives / Ergostane steroids / Ergosterols and derivatives
(3S,8R,9R,10R,13R,14R,17R)-17-[(2R,5R)-5,6-dimethylheptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol	163015454	Click to see CC(C)C(C)CCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C	400.70	unknown	https://doi.org/10.1055/S-0028-1099512
(3S,8S,9S,14S,17R)-17-[(2R,5R)-5,6-dimethylheptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol	134766514	Click to see CC(C)C(C)CCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C	400.70	unknown	https://doi.org/10.1016/0031-9422(86)88046-3 https://doi.org/10.1055/S-0028-1099512
24-Methylenelophenol	5283640	Click to see CC1C(CCC2(C1CC=C3C2CCC4(C3CCC4C(C)CCC(=C)C(C)C)C)C)O	412.70	unknown	https://doi.org/10.1016/0031-9422(86)88046-3
4alpha,24-Dimethyl-5alpha-cholest-8(9)-en-3beta-ol	101614264	Click to see CC1C2CCC3=C(C2(CCC1O)C)CCC4(C3CCC4C(C)CCC(C)C(C)C)C	414.70	unknown	https://doi.org/10.1016/0031-9422(86)88046-3
5-Cholestene-3-ol, 24-methyl-	312822	Click to see CC(C)C(C)CCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C	400.70	unknown	https://doi.org/10.1016/0031-9422(86)88046-3 https://doi.org/10.1055/S-0028-1099512
Campestanol	119394	Click to see CC(C)C(C)CCC(C)C1CCC2C1(CCC3C2CCC4C3(CCC(C4)O)C)C	402.70	unknown	https://doi.org/10.1016/0031-9422(86)88046-3
Obtusifoliol	65252	Click to see CC1C2CCC3=C(C2(CCC1O)C)CCC4(C3(CCC4C(C)CCC(=C)C(C)C)C)C	426.70	unknown	https://doi.org/10.1016/0031-9422(86)88046-3
> Lipids and lipid-like molecules / Steroids and steroid derivatives / Stigmastanes and derivatives
(3S,10R,13R)-10,13-dimethyl-17-[(Z,2R)-5-propan-2-ylhept-5-en-2-yl]-2,3,4,9,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-ol	23724575	Click to see CC=C(CCC(C)C1CCC2C1(CCC3C2=CC=C4C3(CCC(C4)O)C)C)C(C)C	410.70	unknown	https://doi.org/10.1016/0031-9422(86)88046-3
(3S,5S,9S,10S,13R,14R,17R)-17-[(E,2S,5S)-5-ethyl-6-methylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,5,6,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol	162958795	Click to see CCC(C=CC(C)C1CCC2C1(CCC3C2=CCC4C3(CCC(C4)O)C)C)C(C)C	412.70	unknown	https://doi.org/10.1055/S-0028-1099512
(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/10.1016/0031-9422(86)88046-3
(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 CC(C)C(CCC(C)C1CCC2C1(CCC3C2CCC4C3(CCCC4)C)C)CCO	416.70	unknown	https://doi.org/10.1016/0031-9422(86)88046-3
(3S,8R,9R,10R,13R,14R,17R)-17-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol	11870456	Click to see CCC(CCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C)C(C)C	414.70	unknown	https://doi.org/10.1055/S-0028-1099512 https://doi.org/10.1055/S-0028-1100226
(3S,8R,9R,10R,13R,14R,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	124762119	Click to see CCC(C=CC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C)C(C)C	412.70	unknown	https://doi.org/10.1055/S-0028-1099512
(5S,9S,10S,13R,14R)-17-(5-ethyl-6-methylhept-3-en-2-yl)-10,13-dimethyl-2,3,4,5,6,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol	137706369	Click to see CCC(C=CC(C)C1CCC2C1(CCC3C2=CCC4C3(CCC(C4)O)C)C)C(C)C	412.70	unknown	https://doi.org/10.1055/S-0028-1099512
17-(5-ethyl-6-methylhept-3-en-2-yl)-10,13-dimethyl-2,3,4,5,6,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol	521229	Click to see CCC(C=CC(C)C1CCC2C1(CCC3C2=CCC4C3(CCC(C4)O)C)C)C(C)C	412.70	unknown	https://doi.org/10.1055/S-0028-1099512
17-(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	122544	Click to see CCC(C=CC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C)C(C)C	412.70	unknown	https://doi.org/10.1055/S-0028-1099512
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/10.1055/S-0028-1100226 https://doi.org/10.21608/BFSA.2001.65761 https://doi.org/10.1055/S-0028-1099512 https://doi.org/10.1016/0031-9422(86)88046-3
2-[[17-(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-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol	73072970	Click to see CCC(C=CC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)OC5C(C(C(C(O5)CO)O)O)O)C)C)C(C)C	574.80	unknown	https://doi.org/10.1080/14786410801892078
24-Ethylcholest-5-en-3beta-ol	22012	Click to see CCC(CCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C)C(C)C	414.70	unknown	https://doi.org/10.21608/BFSA.2001.65761 https://doi.org/10.1016/0031-9422(86)88046-3 https://doi.org/10.1055/S-0028-1099512
24-Ethyllophenol	541368	Click to see CCC(CCC(C)C1CCC2C1(CCC3C2=CCC4C3(CCC(C4C)O)C)C)C(C)C	428.70	unknown	https://doi.org/10.1016/0031-9422(86)88046-3
alpha-Spinasterin	5281331	Click to see CCC(C=CC(C)C1CCC2C1(CCC3C2=CCC4C3(CCC(C4)O)C)C)C(C)C	412.70	unknown	https://doi.org/10.1055/S-0028-1099512
alpha1-Sitosterol	9548595	Click to see CC=C(CCC(C)C1CCC2C1(CCC3C2=CCC4C3(CCC(C4C)O)C)C)C(C)C	426.70	unknown	https://doi.org/10.1016/0031-9422(86)88046-3
Delta7-Avenasterol	12795736	Click to see CC=C(CCC(C)C1CCC2C1(CCC3C2=CCC4C3(CCC(C4)O)C)C)C(C)C	412.70	unknown	https://doi.org/10.1016/0031-9422(86)88046-3
Stigmasterol	5280794	Click to see CCC(C=CC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C)C(C)C	412.70	unknown	https://doi.org/10.1055/S-0028-1099512 https://doi.org/10.1016/0031-9422(86)88046-3
Stigmasterol glucoside	6602508	Click to see CCC(C=CC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)OC5C(C(C(C(O5)CO)O)O)O)C)C)C(C)C	574.80	unknown	https://doi.org/10.1080/14786410801892078
> Organic oxygen compounds / Organooxygen compounds / Carbohydrates and carbohydrate conjugates / Glycosyl compounds / O-glycosyl compounds
Hex-2-ulofuranosyl hexopyranoside	1115	Click to see C(C1C(C(C(C(O1)OC2(C(C(C(O2)CO)O)O)CO)O)O)O)O	342.30	unknown	https://doi.org/10.1007/S00044-007-9080-1
Sucrose	5988	Click to see C(C1C(C(C(C(O1)OC2(C(C(C(O2)CO)O)O)CO)O)O)O)O	342.30	unknown	https://doi.org/10.1007/S00044-007-9080-1
> Organic oxygen compounds / Organooxygen compounds / Carbohydrates and carbohydrate conjugates / Glycosyl compounds / Phenolic glycosides
(2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-[4-(1-methoxy-3-methyl-6,7,8,9-tetrahydropyridazino[1,2-a]indazol-10-ium-11-yl)phenoxy]oxane-3,4,5-triol	102103091	Click to see CC1=CC2=C(C(=C1)OC)C(=[N+]3N2CCCC3)C4=CC=C(C=C4)OC5C(C(C(C(O5)CO)O)O)O	471.50	unknown	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4208670/
> Organic oxygen compounds / Organooxygen compounds / Carbonyl compounds / Benzoquinones / P-benzoquinones
Thymoquinone	10281	Click to see CC1=CC(=O)C(=CC1=O)C(C)C	164.20	unknown	https://doi.org/10.1002/PCA.707 https://doi.org/10.1080/10826079508010400 https://doi.org/10.1002/1099-1573(200008)14:5<323::AID-PTR621>3.0.CO;2-Q https://doi.org/10.1055/S-0028-1100266 https://doi.org/10.1080/10826079508009224 https://doi.org/10.1055/S-2006-957994 https://doi.org/10.1016/S0731-7085(98)00300-8
> Organoheterocyclic compounds / Benzopyrans / 1-benzopyrans / 2,2-dimethyl-1-benzopyrans
Salfredin B11	636462	Click to see CC1(C=CC2=C(O1)C=C3COC(=O)C3=C2O)C	232.23	unknown	https://doi.org/10.1002/MRC.919
> Organoheterocyclic compounds / Benzopyrazoles / Indazoles / Pyridazinoindazoles
(3S)-3-hydroxy-3-methyl-11-(4-oxocyclohexa-2,5-dien-1-ylidene)-2,4,6,7,8,9-hexahydropyridazino[1,2-a]indazol-1-one	163185263	Click to see CC1(CC2=C(C(=O)C1)C(=C3C=CC(=O)C=C3)N4N2CCCC4)O	312.40	unknown	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4208670/
[11-(4-Hydroxycyclohexa-2,5-dien-1-ylidene)-3-methyl-6,7,8,9-tetrahydropyridazino[1,2-a]indazol-1-yl] hydrogen sulfate	163104975	Click to see CC1=CC2=C(C(=C1)OS(=O)(=O)O)C(=C3C=CC(C=C3)O)N4N2CCCC4	376.40	unknown	https://doi.org/10.1021/NP800172X
[3-Methyl-11-(4-oxocyclohexa-2,5-dien-1-ylidene)-6,7,8,9-tetrahydropyridazino[1,2-a]indazol-1-yl] hydrogen sulfate	102575929	Click to see CC1=CC2=C(C(=C1)OS(=O)(=O)O)C(=C3C=CC(=O)C=C3)N4N2CCCC4	374.40	unknown	https://doi.org/10.1021/NP800172X
1-Hydroxy-11-(4-hydroxyphenyl)-3-methyl-6,7,8,9-tetrahydropyridazino[1,2-a]indazol-10-ium	118717506	Click to see CC1=CC2=C(C(=C1)O)C(=[N+]3N2CCCC3)C4=CC=C(C=C4)O	295.40	unknown	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4208670/
1-Methoxy-3-methyl-6,7,8,9-tetrahydropyridazino[1,2-a]indazol-10-ium	71763892	Click to see CC1=CC2=C(C=[N+]3N2CCCC3)C(=C1)OC	217.29	unknown	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4208670/
4-(1-hydroxy-3-methyl-6,7,8,9-tetrahydropyridazino[1,2-a]indazol-11-ylidene)cyclohexa-2,5-dien-1-one	101253695	Click to see CC1=CC2=C(C(=C1)O)C(=C3C=CC(=O)C=C3)N4N2CCCC4	294.30	unknown	via CMAUP database
4-(1-Methoxy-3-methyl-6,7,8,9-tetrahydropyridazino[1,2-a]indazol-11-ylidene)cyclohexa-2,5-dien-1-one	102103090	Click to see CC1=CC2=C(C(=C1)OC)C(=C3C=CC(=O)C=C3)N4N2CCCC4	308.40	unknown	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4208670/
Nigeglanine	12116700	Click to see CC1=CC(=O)C2=CN3CCCCN3C2=C1	202.25	unknown	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4208670/ https://doi.org/10.1248/CPB.52.454
Nigellicine	11402337	Click to see CC1=CC(=O)C2=C(N3CCCCN3C2=C1)C(=O)O	246.26	unknown	https://doi.org/10.1016/S0040-4039(00)94904-9 https://doi.org/10.1016/0040-4039(95)00210-4
Nigellidine	136828302	Click to see CC1=CC(=O)C2=C(N3CCCCN3C2=C1)C4=CC=C(C=C4)O	294.30	unknown	https://doi.org/10.1016/0040-4039(95)00210-4
> Organoheterocyclic compounds / Isoquinolines and derivatives
6,7-Dimethoxy-1-methylisoquinoline	20725	Click to see CC1=NC=CC2=CC(=C(C=C12)OC)OC	203.24	unknown	https://doi.org/10.1021/NP50083A020
> Phenylpropanoids and polyketides / Flavonoids / Flavonoid glycosides / Flavonoid O-glycosides / Flavonoid-3-O-glycosides
[(2R,3S,4S,5S,6S)-6-[(2S,3S,4S,5R,6S)-2-[(2S,3R,4S,5S,6R)-2-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate	162848847	Click to see COC1=C(C=CC(=C1)C=CC(=O)OCC2C(C(C(C(O2)OC3C(C(C(OC3OC4C(C(C(OC4OC5=C(OC6=CC(=CC(=C6C5=O)O)O)C7=CC(=C(C=C7)O)O)CO)O)O)CO)O)O)O)O)O)O	964.80	unknown	https://doi.org/10.1016/S0031-9422(97)00296-3
[6-[2-[2-[2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate	74943526	Click to see COC1=C(C=CC(=C1)C=CC(=O)OCC2C(C(C(C(O2)OC3C(C(C(OC3OC4C(C(C(OC4OC5=C(OC6=CC(=CC(=C6C5=O)O)O)C7=CC(=C(C=C7)O)O)CO)O)O)CO)O)O)O)O)O)O	964.80	unknown	https://doi.org/10.1016/S0031-9422(97)00296-3
2-(3,4-Dihydroxyphenyl)-3-[(O-beta-D-glucopyranosyl-(1-->2)-O-beta-D-galactopyranosyl-(1-->2)-beta-D-glucopyranosyl)oxy]-5,7-dihydroxy-4H-1-benzopyran-4-one	101936026	Click to see C1=CC(=C(C=C1C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)OC4C(C(C(C(O4)CO)O)O)OC5C(C(C(C(O5)CO)O)O)OC6C(C(C(C(O6)CO)O)O)O)O)O	788.70	unknown	https://doi.org/10.1016/S0031-9422(97)00296-3
2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one	51402807	Click to see C1=CC(=C(C=C1C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)OC4C(C(C(C(O4)CO)O)O)O)O)O	464.40	unknown	https://doi.org/10.1016/S0031-9422(97)00296-3
2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-3-[[O-6-O-[(2E)-3-(4-hydroxy-3-methoxyphenyl)-1-oxo-2-propen-1-yl]-beta-D-glucopyranosyl-(1-->2)-O-beta-D-galactopyranosyl-(1-->2)-beta-D-glucopyranosyl]oxy]-4H-1-benzopyran-4-one	101936028	Click to see COC1=C(C=CC(=C1)C=CC(=O)OCC2C(C(C(C(O2)OC3C(C(C(OC3OC4C(C(C(OC4OC5=C(OC6=CC(=CC(=C6C5=O)O)O)C7=CC(=C(C=C7)O)O)CO)O)O)CO)O)O)O)O)O)O	964.80	unknown	https://doi.org/10.1016/S0031-9422(97)00296-3
3-[(2S,3R,4S,5S,6S)-3-[(2S,3R,4S,5R,6S)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one	162905904	Click to see C1=CC(=CC=C1C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)OC4C(C(C(C(O4)CO)O)O)OC5C(C(C(C(O5)CO)O)O)OC6C(C(C(C(O6)CO)O)O)O)O	772.70	unknown	https://doi.org/10.1016/S0031-9422(97)00296-3
3-[(2S,3S,4S,5S,6S)-3-[(2S,3R,4S,5R,6S)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one	162972268	Click to see C1=CC(=C(C=C1C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)OC4C(C(C(C(O4)CO)O)O)OC5C(C(C(C(O5)CO)O)O)OC6C(C(C(C(O6)CO)O)O)O)O)O	788.70	unknown	https://doi.org/10.1016/S0031-9422(97)00296-3
3-[(O-beta-D-Glucopyranosyl-(1-->2)-O-beta-D-galactopyranosyl-(1-->2)-beta-D-glucopyranosyl)oxy]-5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one	101936027	Click to see C1=CC(=CC=C1C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)OC4C(C(C(C(O4)CO)O)O)OC5C(C(C(C(O5)CO)O)O)OC6C(C(C(C(O6)CO)O)O)O)O	772.70	unknown	https://doi.org/10.1016/S0031-9422(97)00296-3
3-[(O-beta-D-Glucopyranosyl-(1->2)-O-beta-D-galactopyranosyl-(1->2)-beta-D-glucopyranosyl)oxy]-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4H-1-benzopyran-4-one	16745399	Click to see C1=CC(=C(C=C1C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)OC4C(C(C(C(O4)CO)O)O)OC5C(C(C(C(O5)CO)O)O)OC6C(C(C(C(O6)CO)O)O)O)O)O	788.70	unknown	https://doi.org/10.1016/S0031-9422(97)00296-3
Astragalin	5282102	Click to see C1=CC(=CC=C1C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)OC4C(C(C(C(O4)CO)O)O)O)O	448.40	unknown	https://doi.org/10.1016/S0031-9422(97)00296-3
Astragalin 2''-[glucosyl-(1->2)-galactoside]	57509382	Click to see C1=CC(=CC=C1C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)OC4C(C(C(C(O4)CO)O)O)OC5C(C(C(C(O5)CO)O)O)OC6C(C(C(C(O6)CO)O)O)O)O	772.70	unknown	https://doi.org/10.1016/S0031-9422(97)00296-3
Rutin	5280805	Click to see CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC(=C(C=C5)O)O)O)O)O)O)O)O	610.50	unknown	https://doi.org/10.1016/S0031-9422(97)00296-3
Vitamin P	5293655	Click to see CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC(=C(C=C5)O)O)O)O)O)O)O)O	610.50	unknown	https://doi.org/10.1016/S0031-9422(97)00296-3

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Nigella sativa

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