Silybum marianum - Unknown
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Internal ID UUID643fc774607a1387515880
Scientific name Silybum marianum
Authority (L.) Gaertn.
First published in De Fructibus et Seminibus Plantarum 1791

Description Top

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No description added yet. Help us by writing one.

Synonyms Top

Scientific name Authority First published in
Silybum marianum var. albiflorum Eig Bull. Inst. Agric. Nat. Hist. Tel-Aviv 6: 44 (1927)
Centaurea dalmatica Fraas Syn. Pl. Fl. Class. : 204 (1845)
Mariacantha maculosa Bubani Fl. Pyren. 2: 150 (1899)
Carduus mariae Crantz Inst. Rei Herb. 1: 248 (1766)
Silybum mariae Gray Nat. Arr. Brit. Pl. 2: 436 (1821 publ. 1822)
Carduus lactifolius Stokes Bot. Mat. Med. 4: 141 (1812)
Silybum maculatum Moench Meth. 2: 555 (1794)
Mariana mariana Hill Hort. Kew. : 61
Carduus marianus L. Sp. Pl. : 823 (1753)
Silybum leucanthum Jord. & Fourr. Brev. Pl. Nov. ii. 83 (1868)
Silybum marianum var. marianum (L.) Gaertn.
Silybum intermedium Willk. Index Seminum (TU, Dorpatensis) (1869) 6.
Carduus versicolor Salisb. Prodr. Stirp. Chap. Allerton : 185 (1796)
Silybum pygmaeum Cass. Dict. Sci. Nat. , ed. 2, 50: 469 (1827)
Mariana lactea Hill. Herb. Brit. 1: 75 (1769)
Cirsium maculatum Scop. Fl. Carniol. , ed. 2, 2: 130 (1772)
Carthamus maculatus Lam. Encycl. 1: 638 (1785)

Common names Top

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Language Common/alternative name
English blessed milkthistle
English milk thistle
English blessed thistle
English holy thistle
English marian thistle
English mary thistle
English mediterranean milk thistle
English milkthistle
English saint mary's thistle
English scotch thistle
English st. mary's thistle
English variegated thistle
Spanish bedegar
Spanish cardanchos
Spanish cardinchas
Spanish cardo borde
Spanish cardo de maria
Spanish cardo pelotero
Spanish cardos alcachoferos
Spanish carduncho
Spanish cartamo mariano
Spanish cártamo mariano
Spanish escarciles
Spanish escardancha
Arabic سلبين مريمي
Arabic عكوب
Arabic لحلاح
Arabic شوك الجمل
Arabic حرشف بري
Arabic خرشيف الجمل
Arabic شوك الدمن
Arabic شوك النصارى
Azerbaijani adi alaqanqal
azb عادی آلاقانقال
Belarusian Растаропша плямістая
Bulgarian бял трън
Catalan card marià
Czech ostropestřec mariánský
Welsh ysgallen fair
German gewöhnliche mariendistel
German christi krone
German donnerdistel
German fieberdistel
German frauendistel
German heilandsdistel
German marienkörner
German stechkörner
German mariendistel
Greek Γαϊδουράγκαθο
Esperanto lakta kardo
Estonian harilik maarjaohakas
Basque astalikardu
Persian خار علیص
Persian خار مریم
Finnish maarianohdake
French chardon-marie
Galician cardo de maría
Galician cardo leiteiro
Hebrew גדילן מצוי
Croatian marijin oslobod
Hungarian máriatövis
Armenian Կաթնափուշ բծավոր
Italian carciofi selvatici
Italian carciofo selvatico
Italian cardi mariani
Italian cardo mariano
Japanese オオアザミ
Japanese ミルクシスル
Japanese マリアアザミ
Georgian ბაყაყურა
Kabyle asennan n weɣyul
Kazakh Алатікен
Korean 밀크씨슬
ku givzonik
Cornish askall mogh
Lithuanian tikrasis margainis
Macedonian Млечен трн
mn Мэригийн чонын өргөс
Norwegian Bokmål mariatistel
Dutch mariadistel
Dutch silymarin
oc cardet marian
oc cardon de maria
Polish ostropest plamisty
pms sylibum marianum
Punjab لے
Pashto مريم څڅ
Romanian armurariu
Russian марьин чертополох
Russian остро-пёстро
Russian расторопша пятнистая
Slovak pestrec mariánsky
Slovenian pegasti badelj
Serbian Гујина трава
Swedish mariatistlar
Swedish mariatistelsläktet
tg Хори каррок
Ukrainian Розторопша плямиста
Urdu مریم گوکھرد
Uzbek sutli qushqo'nmas
Walloon tcherdon notru-dame
Chinese 水飞蓟
Chinese 奶蓟
Chinese 水飞雉
Chinese 老鼠筋
Chinese 乳薊
Chinese 乳蓟

Subspecies (abbr. subsp./ssp.) Top

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Varieties (abbr. var.) Top

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No variety added yet.

Subvarieties (abbr. subvar.) Top

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No subvariety added yet.

Forms (abbr. f.) Top

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Germination/Propagation Top

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

Distribution (via POWO/KEW) Top

No distribution data was extracted from POWO/KEW yet. We are constantly monitoring for new data.

Links to other databases Top

Suggest others/fix!
Database ID/link to page
World Flora Online wfo-0000014591
UNII JLK089424F
Flora of Alabama 971
Canadensys 3434
USDA Plants SIMA3
Tropicos 2711064
INPN 123705
Flora of Italy 5927
KEW urn:lsid:ipni.org:names:249211-1
The Plant List gcc-114114
Missouri Botanical Garden 277472
Open Tree Of Life 650188
Observations.org 7468
NCBI Taxonomy 92921
NBN Atlas NHMSYS0000463605
Nature Serve 2.143221
IUCN Red List 202991
IPNI 91418-3
iNaturalist 52586
GBIF 3145214
Freebase /m/073ynx
EPPO SLYMA
EOL 509366
Elurikkus 7280
Calflora (Californian flora) 7622
US Library of Congress sh97008688
USDA GRIN 33952
Wikipedia Silybum_marianum
CMAUP NPO5645

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
Name Level Submitter Released Coverage Size
GCA_036898165.1 MJU_Smar_1.0 Chromosome Myongji University 2024-02-28 187.1x 662.20 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
Therapeutic Potential of Silymarin in Mitigating Paclitaxel-Induced Hepatotoxicity and Nephrotoxicity: Insights into Oxidative Stress, Inflammation, and Apoptosis in Rats Yakut S, Atcalı T, Çaglayan C, Ulucan A, Kandemir FM, Kara A, Anuk T Balkan Med J 02-May-2024
PMCID:PMC11077923
doi:10.4274/balkanmedj.galenos.2024.2024-1-60
PMID:38700358
Pharmacokinetic Effects of Different Models of Nonalcoholic Fatty Liver Disease in Transgenic Humanized OATP1B Mice Bechtold BJ, Lynch KD, Oyanna VO, Call MR, White LA, Graf TN, Oberlies NH, Clarke JD Drug Metab Dispos 01-May-2024
PMCID:PMC11023818
doi:10.1124/dmd.123.001607
PMID:38485280
Unleashing the promise of emerging nanomaterials as a sustainable platform to mitigate antimicrobial resistance Rahman S, Sadaf S, Hoque ME, Mishra A, Mubarak NM, Malafaia G, Singh J RSC Adv 01-May-2024
PMCID:PMC11062400
doi:10.1039/d3ra05816f
PMID:38694553
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
Progress of mitochondrial and endoplasmic reticulum-associated signaling and its regulation of chronic liver disease by Chinese medicine Zheng Y, Zheng YH, Wang JH, Zhao TJ, Wang L, Liang TJ World J Hepatol 27-Apr-2024
PMCID:PMC11056900
doi:10.4254/wjh.v16.i4.494
PMID:38689744
Anti-Tumor Activity and Mechanism of Silibinin Based on Network Pharmacology and Experimental Verification Li P, Wang D, Yang X, Liu C, Li X, Zhang X, Liu K, Zhang Y, Zhang M, Wang C, Wang R Molecules 22-Apr-2024
PMCID:PMC11054111
doi:10.3390/molecules29081901
PMID:38675723
Unveiling the Nuances of Adult Female Acne: A Comprehensive Exploration of Epidemiology, Treatment Modalities, Dermocosmetics, and the Menopausal Influence Dias da Rocha MA, Saint Aroman M, Mengeaud V, Carballido F, Doat G, Coutinho A, Bagatin E Int J Womens Health 18-Apr-2024
PMCID:PMC11034510
doi:10.2147/IJWH.S431523
PMID:38650835
Mitigating digestive disorders: Action mechanisms of Mediterranean herbal active compounds Kmail A Open Life Sci 18-Apr-2024
PMCID:PMC11032100
doi:10.1515/biol-2022-0857
Chinese medicine in the treatment of non-alcoholic fatty liver disease based on network pharmacology: a review Zheng S, Xue C, Li S, Zao X, Li X, Liu Q, Cao X, Wang W, Qi W, Zhang P, Ye Y Front Pharmacol 17-Apr-2024
PMCID:PMC11061375
doi:10.3389/fphar.2024.1381712
PMID:38694920
Supplementation of Silymarin Alone or in Combination with Salvianolic Acids B and Puerarin Regulates Gut Microbiota and Its Metabolism to Improve High-Fat Diet-Induced NAFLD in Mice Wang X, Jin Y, Di C, Zeng Y, Zhou Y, Chen Y, Pan Z, Li Z, Ling W Nutrients 14-Apr-2024
PMCID:PMC11053752
doi:10.3390/nu16081169
PMID:38674860
Examining the Pathogenesis of MAFLD and the Medicinal Properties of Natural Products from a Metabolic Perspective Fu Y, Wang Z, Qin H Metabolites 12-Apr-2024
PMCID:PMC11052500
doi:10.3390/metabo14040218
PMID:38668346
Unveiling the Role of Oxidative Stress in Cochlear Hair Cell Death: Prospective Phytochemical Therapeutics against Sensorineural Hearing Loss Gill NB, Dowker-Key PD, Hedrick M, Bettaieb A Int J Mol Sci 12-Apr-2024
PMCID:PMC11050722
doi:10.3390/ijms25084272
PMID:38673858
Influence of Abiotic and Biotic Elicitors on Organogenesis, Biomass Accumulation, and Production of Key Secondary Metabolites in Asteraceae Plants Petrova M, Miladinova-Georgieva K, Geneva M Int J Mol Sci 10-Apr-2024
PMCID:PMC11050642
doi:10.3390/ijms25084197
PMID:38673783
Targeting autophagy with natural products as a potential therapeutic approach for diabetic microangiopathy Liu F, Zhao L, Wu T, Yu W, Li J, Wang W, Huang C, Diao Z, Xu Y Front Pharmacol 10-Apr-2024
PMCID:PMC11039818
doi:10.3389/fphar.2024.1364616
PMID:38659578
Bioactive Compounds Formulated in Phytosomes Administered as Complementary Therapy for Metabolic Disorders Toma L, Deleanu M, Sanda GM, Barbălată T, Niculescu LŞ, Sima AV, Stancu CS Int J Mol Sci 09-Apr-2024
PMCID:PMC11049841
doi:10.3390/ijms25084162
PMID:38673748

Phytochemical Profile Top

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Below are displayed the proven (via scientific papers) natural compounds!
You can also contribute to this by clicking here.
Name PubChem ID Canonical SMILES MW Found in Proof
> Benzenoids / Benzene and substituted derivatives / Cyclohexylphenols
(3R)-9-[(2S)-5,7-dihydroxy-4-oxo-2,3-dihydrochromen-2-yl]-3-hydroxy-10-(4-hydroxy-3-methoxyphenyl)-4-oxatricyclo[4.3.1.03,7]dec-8-en-2-one 42608131 Click to see COC1=C(C=CC(=C1)C2C3COC4(C3C=C(C2C4=O)C5CC(=O)C6=C(C=C(C=C6O5)O)O)O)O 466.40 unknown via CMAUP database
> Benzenoids / Benzene and substituted derivatives / Phenethylamines
4-(2-Aminoethyl)phenol;hydron 67458472 Click to see [H+].C1=CC(=CC=C1CCN)O 138.19 unknown via CMAUP database
Tyramine 5610 Click to see C1=CC(=CC=C1CCN)O 137.18 unknown via CMAUP database
> Benzenoids / Phenols / Tyrosols and derivatives / Tyrosols
2,6-Dideuterio-4-(2-hydroxyethyl)phenol 10773058 Click to see C1=CC(=CC=C1CCO)O 140.18 unknown via CMAUP database
> Lignans, neolignans and related compounds / Flavonolignans
(2R,3R)-3,5,7-trihydroxy-2-[(2R,3R)-2-(3-hydroxy-4-methoxy-phenyl)-3-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]chroman-4-one 46186856 Click to see COC1=C(C=C(C=C1)C2C(OC3=C(O2)C=CC(=C3)C4C(C(=O)C5=C(C=C(C=C5O4)O)O)O)CO)O 482.40 unknown via CMAUP database
(2R,3R)-3,5,7-trihydroxy-2-[(2R,3R)-2-(3-hydroxy-5-methoxyphenyl)-3-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-2,3-dihydrochromen-4-one 162867851 Click to see COC1=CC(=CC(=C1)O)C2C(OC3=C(O2)C=CC(=C3)C4C(C(=O)C5=C(C=C(C=C5O4)O)O)O)CO 482.40 unknown https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2910627/
(2R,3R)-3,5,7-trihydroxy-2-[(2R,3R)-3-(3-hydroxy-4-methoxyphenyl)-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-2,3-dihydrochromen-4-one 44584758 Click to see COC1=C(C=C(C=C1)C2C(OC3=C(O2)C=C(C=C3)C4C(C(=O)C5=C(C=C(C=C5O4)O)O)O)CO)O 482.40 unknown https://doi.org/10.1039/C39790000696
(2R,3R)-3,5,7-trihydroxy-2-[(2R,3R)-3-[4-hydroxy-3-(hydroxymethyl)phenyl]-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-2,3-dihydrochromen-4-one 29927688 Click to see C1=CC(=C(C=C1C2C(OC3=C(O2)C=C(C=C3)C4C(C(=O)C5=C(C=C(C=C5O4)O)O)O)CO)CO)O 482.40 unknown via CMAUP database
(2R,3R)-3,5,7-trihydroxy-2-[(2R,3S)-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-2,3-dihydrochromen-4-one 26339692 Click to see COC1=C(C=CC(=C1)C2C(OC3=C(O2)C=CC(=C3)C4C(C(=O)C5=C(C=C(C=C5O4)O)O)O)CO)O 482.40 unknown https://doi.org/10.1021/NP070136B
(2R,3R)-3,5,7-trihydroxy-2-[(2S,3S)-2-(3-hydroxy-4-methoxy-phenyl)-3-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]chroman-4-one 46186857 Click to see COC1=C(C=C(C=C1)C2C(OC3=C(O2)C=CC(=C3)C4C(C(=O)C5=C(C=C(C=C5O4)O)O)O)CO)O 482.40 unknown via CMAUP database
(2R,3R)-3,5,7-trihydroxy-2-[(2S,3S)-2-(3-hydroxy-5-methoxyphenyl)-3-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-2,3-dihydrochromen-4-one 162867852 Click to see COC1=CC(=CC(=C1)O)C2C(OC3=C(O2)C=CC(=C3)C4C(C(=O)C5=C(C=C(C=C5O4)O)O)O)CO 482.40 unknown https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2910627/
(2R,3S)-3,5,7-trihydroxy-2-[(2R,3R)-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-2,3-dihydrochromen-4-one 26339689 Click to see COC1=C(C=CC(=C1)C2C(OC3=C(O2)C=CC(=C3)C4C(C(=O)C5=C(C=C(C=C5O4)O)O)O)CO)O 482.40 unknown https://doi.org/10.1039/C39790000696
https://doi.org/10.1021/NP070136B
(2R,3S)-3,5,7-trihydroxy-2-[(2R)-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-2,3-dihydrochromen-4-one 45358153 Click to see COC1=C(C=CC(=C1)C2C(OC3=C(O2)C=CC(=C3)C4C(C(=O)C5=C(C=C(C=C5O4)O)O)O)CO)O 482.40 unknown via CMAUP database
(2S,3S)-2-[(2S,3S)-3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)(2H,3H-benzo [e]1,4-dioxin-6-yl)]-3,5,7-trihydroxychroman-4-one 16211710 Click to see COC1=C(C=CC(=C1)C2C(OC3=C(O2)C=C(C=C3)C4C(C(=O)C5=C(C=C(C=C5O4)O)O)O)CO)O 482.40 unknown via CMAUP database
(2S,3S)-3,5,7-trihydroxy-2-[(2S,3R)-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-2,3-dihydrochromen-4-one 98047181 Click to see COC1=C(C=CC(=C1)C2C(OC3=C(O2)C=CC(=C3)C4C(C(=O)C5=C(C=C(C=C5O4)O)O)O)CO)O 482.40 unknown via CMAUP database
(2S,3S)-3,5,7-trihydroxy-2-[(2S,3S)-3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-2,3-dihydrochromen-4-one 1549163 Click to see COC1=C(C=CC(=C1)C2C(OC3=C(O2)C=C(C=C3)C4C(C(=O)C5=C(C=C(C=C5O4)O)O)O)CO)O 482.40 unknown via CMAUP database
(2S)-2alpha-[(2S,3R)-2-(Hydroxymethyl)-3-(3-methoxy-4-hydroxyphenyl)-2,3-dihydro-1,4-benzodioxin-7-yl]-5,7-dihydroxy-2,3-dihydro-4H-1-benzopyran-4-one 93022855 Click to see COC1=C(C=CC(=C1)C2C(OC3=C(O2)C=CC(=C3)C4CC(=O)C5=C(C=C(C=C5O4)O)O)CO)O 466.40 unknown via CMAUP database
(3R)-3,5,7-trihydroxy-2-[2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-2,3-dihydrochromen-4-one 45039613 Click to see COC1=C(C=CC(=C1)C2C(OC3=C(O2)C=CC(=C3)C4C(C(=O)C5=C(C=C(C=C5O4)O)O)O)CO)O 482.40 unknown via CMAUP database
(3S)-3,5,7-trihydroxy-2-[2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-2,3-dihydrochromen-4-one 131632597 Click to see COC1=C(C=CC(=C1)C2C(OC3=C(O2)C=CC(=C3)C4C(C(=O)C5=C(C=C(C=C5O4)O)O)O)CO)O 482.40 unknown https://doi.org/10.1081/JLC-120014271
https://doi.org/10.1300/J044V01N04_04
https://doi.org/10.1016/S0731-7085(01)00364-8
https://doi.org/10.1016/S0731-7085(98)00231-3
https://doi.org/10.1016/S0367-326X(00)00134-9
https://doi.org/10.1055/S-2006-962330
2-Hydroxy-2,2-diphenylaceticacid 4481258 Click to see COC1=C(C=CC(=C1)C2C(OC3=C(O2)C=CC(=C3)C4CC(=O)C5=C(C=C(C=C5O4)O)O)CO)O 466.40 unknown https://doi.org/10.1093/CHROMSCI/46.2.93
2,3-Dehydrosilybin 5467200 Click to see COC1=C(C=CC(=C1)C2C(OC3=C(O2)C=C(C=C3)C4=C(C(=O)C5=C(C=C(C=C5O4)O)O)O)CO)O 480.40 unknown https://doi.org/10.1007/978-3-540-71095-0_9380
3,5,7-Trihydroxy-2-[3-(3-hydroxy-4-methoxyphenyl)-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-2,3-dihydrochromen-4-one 67120654 Click to see COC1=C(C=C(C=C1)C2C(OC3=C(O2)C=C(C=C3)C4C(C(=O)C5=C(C=C(C=C5O4)O)O)O)CO)O 482.40 unknown https://doi.org/10.1039/C39790000696
CID 21723007 21723007 Click to see COC1=C(C=CC(=C1)C2C(OC3=C(O2)C=CC(=C3)C4C(C(=O)C5=C(C=C(C=C5O4)O)O)O)CO)O 482.40 unknown via CMAUP database
Flavobion 24832061 Click to see COC1=C(C=CC(=C1)C2C(OC3=C(O2)C=C(C=C3)C4C(C(=O)C5=C(C=C(C=C5O4)O)O)O)CO)O 482.40 unknown https://doi.org/10.1055/S-2006-957999
https://doi.org/10.1055/S-2006-960009
https://doi.org/10.1016/J.LFS.2005.01.011
https://doi.org/10.1300/J044V01N04_04
https://doi.org/10.1016/B978-1-4377-2333-5.00123-1
Isosilybin 3085830 Click to see COC1=C(C=CC(=C1)C2C(OC3=C(O2)C=CC(=C3)C4C(C(=O)C5=C(C=C(C=C5O4)O)O)O)CO)O 482.40 unknown https://doi.org/10.1021/NP030163B
https://doi.org/10.1039/C39790000696
https://doi.org/10.1158/0008-5472.CAN-04-4662
https://doi.org/10.1039/B300099K
https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2910627/
https://doi.org/10.1021/NP070136B
https://doi.org/10.1055/S-2007-990239
https://doi.org/10.1021/NP400955Q
Isosilybin A 11059920 Click to see COC1=C(C=CC(=C1)C2C(OC3=C(O2)C=CC(=C3)C4C(C(=O)C5=C(C=C(C=C5O4)O)O)O)CO)O 482.40 unknown https://doi.org/10.1021/NP030163B
https://doi.org/10.1177/1534735407301825
https://doi.org/10.1002/PTR.2650070122
https://doi.org/10.1039/B300099K
https://doi.org/10.1021/NP070136B
https://doi.org/10.1055/S-2007-990239
https://doi.org/10.1021/NP030414G
https://doi.org/10.1002/CHIN.200338195
https://doi.org/10.1055/S-2005-864187
Isosilybin B 10885340 Click to see COC1=C(C=CC(=C1)C2C(OC3=C(O2)C=CC(=C3)C4C(C(=O)C5=C(C=C(C=C5O4)O)O)O)CO)O 482.40 unknown https://doi.org/10.1021/NP030163B
https://doi.org/10.1177/1534735407301825
https://doi.org/10.1002/PTR.2650070122
https://doi.org/10.1039/B300099K
https://doi.org/10.1021/NP070136B
https://doi.org/10.1055/S-2007-990239
https://doi.org/10.1021/NP030414G
https://doi.org/10.1002/CHIN.200338195
https://doi.org/10.1055/S-2005-864187
Silandrin 441663 Click to see COC1=C(C=CC(=C1)C2C(OC3=C(O2)C=CC(=C3)C4CC(=O)C5=C(C=C(C=C5O4)O)O)CO)O 466.40 unknown https://doi.org/10.1093/CHROMSCI/46.2.93
Silibinin 31553 Click to see COC1=C(C=CC(=C1)C2C(OC3=C(O2)C=C(C=C3)C4C(C(=O)C5=C(C=C(C=C5O4)O)O)O)CO)O 482.40 fruit, unknown https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6150307/
https://doi.org/10.1039/B300099K
https://doi.org/10.1055/S-2008-1074893
https://doi.org/10.1081/JLC-120014271
https://doi.org/10.1300/J044V01N04_04
https://doi.org/10.1016/S0731-7085(01)00364-8
https://doi.org/10.1016/S0367-326X(00)00134-9
https://doi.org/10.1055/S-2006-962330
https://doi.org/10.1055/S-2005-864187
https://doi.org/10.1021/NP070136B
https://doi.org/10.1021/NP030414G
https://doi.org/10.1016/J.LFS.2005.01.011
https://doi.org/10.1002/PTR.2650070122
https://doi.org/10.1007/978-3-540-71095-0_9380
https://doi.org/10.1055/S-2006-957999
https://doi.org/10.1055/S-2007-990239
https://doi.org/10.1021/NP030163B
https://doi.org/10.1158/0008-5472.CAN-06-2601
https://doi.org/10.1016/S0731-7085(98)00231-3
https://doi.org/10.1016/J.JDERMSCI.2007.06.008
https://doi.org/10.4268/CJCMM20160915
https://doi.org/10.1002/CHIN.200338195
https://doi.org/10.1080/11263508209428058
https://doi.org/10.1016/S0021-9673(01)87884-5
https://doi.org/10.1016/S0021-9673(99)00071-0
https://doi.org/10.1093/MUTAGE/GEP064
https://doi.org/10.1177/1534735407301825
Silibinin B 1548994 Click to see COC1=C(C=CC(=C1)C2C(OC3=C(O2)C=C(C=C3)C4C(C(=O)C5=C(C=C(C=C5O4)O)O)O)CO)O 482.40 unknown https://doi.org/10.1021/NP030163B
https://doi.org/10.1177/1534735407301825
https://doi.org/10.1002/PTR.2650070122
https://doi.org/10.1039/B300099K
https://doi.org/10.1021/NP070136B
https://doi.org/10.1055/S-2007-990239
https://doi.org/10.1021/NP030414G
https://doi.org/10.1002/CHIN.200338195
https://doi.org/10.1055/S-2005-864187
Silybin 3086637 Click to see COC1=C(C=CC(=C1)C2C(OC3=C(O2)C=C(C=C3)C4C(C(=O)C5=C(C=C(C=C5O4)O)O)O)CO)O 482.40 unknown via CMAUP database
Silybin [22888-70-6] 45933924 Click to see COC1=C(C=CC(=C1)C2C(OC3=C(O2)C=C(C=C3)C4C(C(=O)C5=C(C=C(C=C5O4)O)O)O)CO)O 482.40 unknown via CMAUP database
Silymarin 5213 Click to see COC1=C(C=CC(=C1)C2C(OC3=C(O2)C=C(C=C3)C4C(C(=O)C5=C(C=C(C=C5O4)O)O)O)CO)O 482.40 unknown https://doi.org/10.1021/NP400955Q
https://doi.org/10.1039/B300099K
https://doi.org/10.1055/S-2006-960009
https://doi.org/10.1300/J044V01N04_04
https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2910627/
https://doi.org/10.1016/B978-1-4377-2333-5.00123-1
https://doi.org/10.1021/NP070136B
https://doi.org/10.1016/J.LFS.2005.01.011
https://doi.org/10.1055/S-2006-957999
https://doi.org/10.1055/S-2007-990239
https://doi.org/10.1021/NP030163B
https://doi.org/10.1158/0008-5472.CAN-06-2601
https://doi.org/10.1016/J.JDERMSCI.2007.06.008
https://doi.org/10.1158/0008-5472.CAN-04-4662
https://doi.org/10.1093/CARCIN/BGL032
https://doi.org/10.1021/JF063156C
https://doi.org/10.1093/MUTAGE/GEP064
> Lignans, neolignans and related compounds / Furanoid lignans / Tetrahydrofuran lignans / 7,7-epoxylignans
2beta-(3,4,5-Trimethoxyphenyl)-3beta,4alpha-dimethyl-5beta-(3,5-dimethoxy-4-hydroxyphenyl)tetrahydrofuran 24796592 Click to see CC1C(C(OC1C2=CC(=C(C(=C2)OC)O)OC)C3=CC(=C(C(=C3)OC)OC)OC)C 418.50 unknown via CMAUP database
> Lipids and lipid-like molecules / Fatty Acyls / Fatty acid esters
Ethylene glycol monostearate 24762 Click to see CCCCCCCCCCCCCCCCCC(=O)OCCO 328.50 unknown via CMAUP database
> Lipids and lipid-like molecules / Fatty Acyls / Fatty acids and conjugates / Long-chain fatty acids
Arachidate 5461017 Click to see CCCCCCCCCCCCCCCCCCCC(=O)[O-] 311.50 unknown via CMAUP database
Arachidic Acid 10467 Click to see CCCCCCCCCCCCCCCCCCCC(=O)O 312.50 unknown via CMAUP database
Arachidonic Acid 444899 Click to see CCCCCC=CCC=CCC=CCC=CCCCC(=O)O 304.50 unknown via CMAUP database
Myristic Acid 11005 Click to see CCCCCCCCCCCCCC(=O)O 228.37 unknown https://doi.org/10.1007/978-3-540-71095-0_9380
Oleic Acid 445639 Click to see CCCCCCCCC=CCCCCCCCC(=O)O 282.50 unknown https://doi.org/10.1007/978-3-540-71095-0_9380
Palmitic Acid 985 Click to see CCCCCCCCCCCCCCCC(=O)O 256.42 unknown https://doi.org/10.1007/978-3-540-71095-0_9380
Stearic Acid 5281 Click to see CCCCCCCCCCCCCCCCCC(=O)O 284.50 unknown https://doi.org/10.1007/978-3-540-71095-0_9380
> Lipids and lipid-like molecules / Fatty Acyls / Fatty acids and conjugates / Medium-chain fatty acids
(3E,9E)-undeca-3,9-dienoic acid 52914864 Click to see CC=CCCCCC=CCC(=O)O 182.26 unknown via CMAUP database
> Lipids and lipid-like molecules / Fatty Acyls / Fatty acids and conjugates / Very long-chain fatty acids
Behenic Acid 8215 Click to see CCCCCCCCCCCCCCCCCCCCCC(=O)O 340.60 unknown via CMAUP database
Docosenoic acid 6433893 Click to see CCCCCCCCCCCCCCCCCCCC=CC(=O)O 338.60 unknown via CMAUP database
> Lipids and lipid-like molecules / Fatty Acyls / Lineolic acids and derivatives
9,12-Octadecadienoate 5867807 Click to see CCCCCC=CCC=CCCCCCCCC(=O)[O-] 279.40 unknown via CMAUP database
Linoleic Acid 5280450 Click to see CCCCCC=CCC=CCCCCCCCC(=O)O 280.40 unknown via CMAUP database
Linolenic Acid 5280934 Click to see CCC=CCC=CCC=CCCCCCCCC(=O)O 278.40 unknown via CMAUP database
> Lipids and lipid-like molecules / Prenol lipids / Diterpenoids / Tigliane and ingenane diterpenoids / Phorbol esters
Phorbol 12-myristate 13-acetate 27924 Click to see CCCCCCCCCCCCCC(=O)OC1C(C2(C(C=C(CC3(C2C=C(C3=O)C)O)CO)C4C1(C4(C)C)OC(=O)C)O)C 616.80 unknown via CMAUP database
> Lipids and lipid-like molecules / Prenol lipids / Quinone and hydroquinone lipids / Vitamin E compounds / Tocopherols
(2R)-2,5,7,8-Tetramethyl-2-(4,8,12-trimethyltridecyl)-3,4-dihydrochromen-6-ol 12359166 Click to see CC1=C(C2=C(CCC(O2)(C)CCCC(C)CCCC(C)CCCC(C)C)C(=C1O)C)C 430.70 unknown https://doi.org/10.1016/S0308-8146(01)00152-2
Alpha-Tocopherol 14985 Click to see CC1=C(C2=C(CCC(O2)(C)CCCC(C)CCCC(C)CCCC(C)C)C(=C1O)C)C 430.70 unknown https://doi.org/10.1016/S0308-8146(01)00152-2
Tocopherols 14986 Click to see CC1=C(C=C2CCC(OC2=C1C)(C)CCCC(C)CCCC(C)CCCC(C)C)O 416.70 unknown https://doi.org/10.1515/ZNC-1998-9-1001
> Lipids and lipid-like molecules / Prenol lipids / Terpene lactones / Quassinoids
[(1R,2S,3R,6R,8S,12S,13S,14R,15R,16S,17S)-12,15,16-trihydroxy-9,13,17-trimethyl-4,11-dioxo-5,18-dioxapentacyclo[12.5.0.01,6.02,17.08,13]nonadec-9-en-3-yl] (2S)-2-methylbutanoate 53320678 Click to see CCC(C)C(=O)OC1C2C3(C(C(C4C2(CO3)C(CC5C4(C(C(=O)C=C5C)O)C)OC1=O)O)O)C 478.50 unknown via CMAUP database
> Lipids and lipid-like molecules / Prenol lipids / Triterpenoids
(1S,3S,4aR,6aR,6aR,6bR,8aR,10S,12aS,14bS)-3,10-dihydroxy-1,6a,6b,9,9,12a-hexamethyl-2-methylidene-7-oxo-3,4,5,6,6a,8,8a,10,11,12,13,14b-dodecahydro-1H-picene-4a-carboxylic acid 162928281 Click to see CC1C2C3=CCC4C5(CCC(C(C5CC(=O)C4(C3(CCC2(CC(C1=C)O)C(=O)O)C)C)(C)C)O)C 484.70 unknown https://doi.org/10.1002/MRC.1881
(2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[[(3S,4R,5R,10R,13R,14R,17R)-4-(hydroxymethyl)-17-[(2R)-6-hydroxy-6-methyl-5-methylideneheptan-2-yl]-4,10,13,14-tetramethyl-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]oxane-3,4,5-triol 162822179 Click to see CC(CCC(=C)C(C)(C)O)C1CCC2(C1(CCC3=C2CCC4C3(CCC(C4(C)CO)OC5C(C(C(C(O5)CO)O)O)O)C)C)C 634.90 unknown https://doi.org/10.1248/CPB.54.103
(2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[[(3S,5S,10R,13R,14R,17R)-4,4,10,13,14-pentamethyl-17-[(2R)-6-methyl-5-methylideneheptan-2-yl]-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]oxane-3,4,5-triol 163010558 Click to see CC(C)C(=C)CCC(C)C1CCC2(C1(CCC3=C2CCC4C3(CCC(C4(C)C)OC5C(C(C(C(O5)CO)O)O)O)C)C)C 602.90 unknown https://doi.org/10.1248/CPB.54.103
(3S,4aR,6aR,6aR,6bR,8aR,10S,12aS,14bS)-3,10-dihydroxy-2,2,6a,6b,9,9,12a-heptamethyl-7-oxo-3,4,5,6,6a,8,8a,10,11,12,13,14b-dodecahydro-1H-picene-4a-carboxylic acid 163019701 Click to see CC1(CC2C3=CCC4C5(CCC(C(C5CC(=O)C4(C3(CCC2(CC1O)C(=O)O)C)C)(C)C)O)C)C 486.70 unknown https://doi.org/10.1002/MRC.1881
(3S,4R,5R,10S,13R,14R,17R)-4-(hydroxymethyl)-17-[(2R)-6-hydroxy-6-methyl-5-methylideneheptan-2-yl]-4,10,13,14-tetramethyl-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,5,6,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-7-one 163194865 Click to see CC(CCC(=C)C(C)(C)O)C1CCC2(C1(CCC3=C2C(=O)CC4C3(CCC(C4(C)CO)OC5C(C(C(C(O5)CO)O)O)O)C)C)C 648.90 unknown https://doi.org/10.1248/CPB.54.103
2-(hydroxymethyl)-6-[[4,4,10,13,14-pentamethyl-17-(6-methyl-5-methylideneheptan-2-yl)-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]oxane-3,4,5-triol 73049179 Click to see CC(C)C(=C)CCC(C)C1CCC2(C1(CCC3=C2CCC4C3(CCC(C4(C)C)OC5C(C(C(C(O5)CO)O)O)O)C)C)C 602.90 unknown https://doi.org/10.1248/CPB.54.103
3-Hydroxy-17-(6-hydroxy-6-methyl-5-methylideneheptan-2-yl)-4,4,10,13,14-pentamethyl-1,2,3,5,6,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-7-one 73007605 Click to see CC(CCC(=C)C(C)(C)O)C1CCC2(C1(CCC3=C2C(=O)CC4C3(CCC(C4(C)C)O)C)C)C 470.70 unknown https://doi.org/10.1248/CPB.54.103
3,10-dihydroxy-1,6a,6b,9,9,12a-hexamethyl-2-methylidene-7-oxo-3,4,5,6,6a,8,8a,10,11,12,13,14b-dodecahydro-1H-picene-4a-carboxylic acid 162928280 Click to see CC1C2C3=CCC4C5(CCC(C(C5CC(=O)C4(C3(CCC2(CC(C1=C)O)C(=O)O)C)C)(C)C)O)C 484.70 unknown https://doi.org/10.1002/MRC.1881
3,10-dihydroxy-2,2,6a,6b,9,9,12a-heptamethyl-7-oxo-3,4,5,6,6a,8,8a,10,11,12,13,14b-dodecahydro-1H-picene-4a-carboxylic acid 163019699 Click to see CC1(CC2C3=CCC4C5(CCC(C(C5CC(=O)C4(C3(CCC2(CC1O)C(=O)O)C)C)(C)C)O)C)C 486.70 unknown https://doi.org/10.1002/MRC.1881
4-(Hydroxymethyl)-17-(6-hydroxy-6-methyl-5-methylideneheptan-2-yl)-4,10,13,14-tetramethyl-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,5,6,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-7-one 163046537 Click to see CC(CCC(=C)C(C)(C)O)C1CCC2(C1(CCC3=C2C(=O)CC4C3(CCC(C4(C)CO)OC5C(C(C(C(O5)CO)O)O)O)C)C)C 648.90 unknown https://doi.org/10.1248/CPB.54.103
Marianine 11569021 Click to see CC(CCC(=C)C(C)(C)O)C1CCC2(C1(CCC3=C2C(=O)CC4C3(CCC(C4(C)C)O)C)C)C 470.70 unknown https://doi.org/10.1248/CPB.54.103
https://doi.org/10.1002/CHIN.200632217
Marianoside A 11671819 Click to see CC(CCC(=C)C(C)(C)O)C1CCC2(C1(CCC3=C2CCC4C3(CCC(C4(C)CO)OC5C(C(C(C(O5)CO)O)O)O)C)C)C 634.90 unknown https://doi.org/10.1002/CHIN.200632217
Marianoside B 11671631 Click to see CC(C)C(=C)CCC(C)C1CCC2(C1(CCC3=C2CCC4C3(CCC(C4(C)C)OC5C(C(C(C(O5)CO)O)O)O)C)C)C 602.90 unknown https://doi.org/10.1248/CPB.54.103
https://doi.org/10.1002/CHIN.200632217
> Lipids and lipid-like molecules / Steroids and steroid derivatives / Cholestane steroids / Cholesterols and derivatives
Cholesterol 5997 Click to see CC(C)CCCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C 386.70 unknown via CMAUP database
> Lipids and lipid-like molecules / Steroids and steroid derivatives / Ergostane steroids / Ergosterols and derivatives
(5R,8R,9S,10S,13R,14S,17R)-17-[(2R,5R)-5,6-dimethylheptan-2-yl]-10,13-dimethyl-4,5,6,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol 99565629 Click to see CC(C)C(C)CCC(C)C1CCC2C1(CCC3C2CCC4C3(CC=C(C4)O)C)C 400.70 unknown via CMAUP database
24-Methylenelophenol 5283640 Click to see CC1C(CCC2(C1CC=C3C2CCC4(C3CCC4C(C)CCC(=C)C(C)C)C)C)O 412.70 unknown via CMAUP database
> Lipids and lipid-like molecules / Steroids and steroid derivatives / Stigmastanes and derivatives
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/10.1007/978-3-540-71095-0_9380
Stigmasterol 5280794 Click to see CCC(C=CC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C)C(C)C 412.70 unknown via CMAUP database
> Organic acids and derivatives / Carbothioic S-acids
Pentadecanethioic acid 18413781 Click to see CCCCCCCCCCCCCCC(=O)S 258.50 unknown via CMAUP database
> Organic acids and derivatives / Carboxylic acids and derivatives / Amino acids, peptides, and analogues / Alpha amino acids and derivatives / Alpha amino acids
2-Azaniumylacetate 5257127 Click to see C(C(=O)[O-])[NH3+] 75.07 unknown via CMAUP database
> Organic acids and derivatives / Carboxylic acids and derivatives / Amino acids, peptides, and analogues / Alpha amino acids and derivatives / Alpha amino acids / D-alpha-amino acids
(R)-2-Aminobutanoate 6971251 Click to see CCC(C(=O)[O-])[NH3+] 103.12 unknown via CMAUP database
> 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
(2S)-2-azaniumylbutanoate 6971252 Click to see CCC(C(=O)[O-])[NH3+] 103.12 unknown via CMAUP database
> Organic acids and derivatives / Carboxylic acids and derivatives / Amino acids, peptides, and analogues / Alpha amino acids and derivatives / Glutamic acid and derivatives
(2S)-2-amino-5-hydroxy-5-oxopentanoate;hydron 88747398 Click to see [H+].C(CC(=O)O)C(C(=O)[O-])N 147.13 unknown via CMAUP database
> Organic acids and derivatives / Carboxylic acids and derivatives / Amino acids, peptides, and analogues / Alpha amino acids and derivatives / Leucine and derivatives
N-Benzyloxycarbonyl-L-leucine 74840 Click to see CC(C)CC(C(=O)O)NC(=O)OCC1=CC=CC=C1 265.30 unknown via CMAUP database
> Organic acids and derivatives / Carboxylic acids and derivatives / Amino acids, peptides, and analogues / Cysteine and derivatives
(2R)-2-ammonio-3-mercaptopropanoate 6419722 Click to see C(C(C(=O)[O-])[NH3+])S 121.16 unknown via CMAUP database
> Organic oxygen compounds / Organooxygen compounds / Alcohols and polyols / Tertiary alcohols
(2S,3S,9S)-2,6,10,10-tetramethyltricyclo[7.2.1.01,6]dodecane-2,3-diol 5316758 Click to see CC1(CC23CC1CCC2(CCC(C3(C)O)O)C)C 252.39 unknown via CMAUP database
> Organoheterocyclic compounds / Benzodioxoles
(3R)-3alpha-Methyl-4alpha-[(S)-alpha-(7-methoxy-1,3-benzodioxole-5-yl)-3,4,5-trimethoxybenzyl]tetrahydrofuran-2-one 57522109 Click to see CC1C(COC1=O)C(C2=CC3=C(C(=C2)OC)OCO3)C4=CC(=C(C(=C4)OC)OC)OC 430.40 unknown via CMAUP database
(3R)-3alpha-Methyl-4alpha-[bis(7-methoxy-1,3-benzodioxole-5-yl)methyl]tetrahydrofuran-2-one 101577343 Click to see CC1C(COC1=O)C(C2=CC3=C(C(=C2)OC)OCO3)C4=CC5=C(C(=C4)OC)OCO5 414.40 unknown via CMAUP database
(3S)-3beta-Methyl-4alpha-[(S)-alpha-(7-methoxy-1,3-benzodioxole-5-yl)-3,4,5-trimethoxybenzyl]tetrahydrofuran-2-one 14541875 Click to see CC1C(COC1=O)C(C2=CC3=C(C(=C2)OC)OCO3)C4=CC(=C(C(=C4)OC)OC)OC 430.40 unknown via CMAUP database
> Organoheterocyclic compounds / Benzopyrans / 1-benzopyrans
Blandachromene I 101396971 Click to see CC1=C(C=C2C=CC(OC2=C1O)(C)CCC=C(C)C)C=O 286.40 unknown via CMAUP database
Blandachromene II 101396972 Click to see CC1=CC2=C(C=CC(O2)(C)CCC=C(C)C)C(=C1C=O)O 286.40 unknown via CMAUP database
> Organoheterocyclic compounds / Benzopyrans / 1-benzopyrans / Chromones
5,7-Dihydroxychromone 5281343 Click to see C1=COC2=CC(=CC(=C2C1=O)O)O 178.14 unknown via CMAUP database
> Phenylpropanoids and polyketides / 2-arylbenzofuran flavonoids
(2R,3R)-3,5,7-trihydroxy-2-[(2S,3R)-7-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-2,3-dihydro-1-benzofuran-4-yl]-2,3-dihydrochromen-4-one 162895260 Click to see COC1=C(C=CC(=C1)C2C(C3=C(C=CC(=C3O2)O)C4C(C(=O)C5=C(C=C(C=C5O4)O)O)O)CO)O 482.40 unknown https://doi.org/10.1515/ZNB-1981-0225
(2R)-5,7-dihydroxy-2-[(2S,3S)-7-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-2,3-dihydro-1-benzofuran-4-yl]-2,3-dihydrochromen-4-one 154497082 Click to see COC1=C(C=CC(=C1)C2C(C3=C(C=CC(=C3O2)O)C4CC(=O)C5=C(C=C(C=C5O4)O)O)CO)O 466.40 unknown https://doi.org/10.1055/S-2007-969717
(2S)-5,7-dihydroxy-2-[(2R,3R)-7-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-2,3-dihydro-1-benzofuran-4-yl]-2,3-dihydrochromen-4-one 162997693 Click to see COC1=C(C=CC(=C1)C2C(C3=C(C=CC(=C3O2)O)C4CC(=O)C5=C(C=C(C=C5O4)O)O)CO)O 466.40 unknown https://doi.org/10.1055/S-2007-969717
(7-(Acetyloxy)-2-[4-(acetyloxy)-3-methoxyphenyl]-5-[3,5,7-tris(acetyloxy)-4-oxo-3,4-dihydro-2H-chromen-2-yl]-2,3-dihydro-1-benzofuran-3-yl)methyl acetate 592854 Click to see CC(=O)OCC1C(OC2=C1C=C(C=C2OC(=O)C)C3C(C(=O)C4=C(O3)C=C(C=C4OC(=O)C)OC(=O)C)OC(=O)C)C5=CC(=C(C=C5)OC(=O)C)OC 734.70 unknown https://doi.org/10.1158/0008-5472.CAN-04-4662
3,5,7-Trihydroxy-2-[7-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-2,3-dihydro-1-benzouran-4-yl]-2,3-dihydrochromen-4-one 14849116 Click to see COC1=C(C=CC(=C1)C2C(C3=C(C=CC(=C3O2)O)C4C(C(=O)C5=C(C=C(C=C5O4)O)O)O)CO)O 482.40 unknown https://doi.org/10.1177/1534735407301825
https://doi.org/10.1002/CHIN.200338195
https://doi.org/10.1039/B300099K
https://doi.org/10.1515/ZNB-1981-0225
Isosilychristin 21589839 Click to see COC1=C(C=CC(=C1)C2C(C3=C(C=CC(=C3O2)O)C4C(C(=O)C5=C(C=C(C=C5O4)O)O)O)CO)O 482.40 unknown https://doi.org/10.1039/B300099K
Neosilyhermin B 42607998 Click to see COC1=C(C=CC(=C1)C2C(C3=C(C=CC(=C3O2)O)C4CC(=O)C5=C(C=C(C=C5O4)O)O)CO)O 466.40 unknown via CMAUP database
Silicristin 441764 Click to see COC1=C(C=CC(=C1)C2C(C3=C(O2)C(=CC(=C3)C4C(C(=O)C5=C(C=C(C=C5O4)O)O)O)O)CO)O 482.40 unknown https://doi.org/10.1080/11263508209428058
https://doi.org/10.1177/1534735407301825
https://doi.org/10.1055/S-2006-962330
https://doi.org/10.1007/978-3-540-71095-0_9380
https://doi.org/10.1016/S0367-326X(00)00134-9
https://doi.org/10.1002/PTR.2650070122
https://doi.org/10.4268/CJCMM20160915
https://doi.org/10.1039/B300099K
https://doi.org/10.1021/NP070136B
https://doi.org/10.1016/S0731-7085(01)00364-8
https://doi.org/10.1055/S-2006-957999
https://doi.org/10.1300/J044V01N04_04
https://doi.org/10.1016/S0731-7085(98)00231-3
https://doi.org/10.1002/CHIN.200338195
https://doi.org/10.1081/JLC-120014271
Silychristin B 12442785 Click to see COC1=C(C=CC(=C1)C2C(C3=C(O2)C(=CC(=C3)C4C(C(=O)C5=C(C=C(C=C5O4)O)O)O)O)CO)O 482.40 unknown https://doi.org/10.1055/S-2005-864187
https://doi.org/10.1021/NP070136B
Silychrystin 4481797 Click to see COC1=C(C=CC(=C1)C2C(C3=C(O2)C(=CC(=C3)C4C(C(=O)C5=C(C=C(C=C5O4)O)O)O)O)CO)O 482.40 unknown https://doi.org/10.1039/B300099K
https://doi.org/10.1021/NP070136B
Silyhermin 10389806 Click to see COC1=C(C=CC(=C1)C2C(C3=C(O2)C(=CC(=C3)C4CC(=O)C5=C(C=C(C=C5O4)O)O)O)CO)O 466.40 unknown via CMAUP database
Silyhermin B 121232947 Click to see COC1=C(C=CC(=C1)C2C(C3=C(O2)C(=CC(=C3)C4CC(=O)C5=C(C=C(C=C5O4)O)O)O)CO)O 466.40 unknown https://doi.org/10.1055/S-2007-969717
> Phenylpropanoids and polyketides / Flavonoids / Flavans / Flavanones
(1R,3R,6R,7R,10R)-3-hydroxy-10-(4-hydroxy-3-methoxyphenyl)-8-[(2R)-3,5,7-trihydroxy-4-oxo-2,3-dihydrochromen-2-yl]-4-oxatricyclo[4.3.1.03,7]dec-8-en-2-one 3033957 Click to see COC1=C(C=CC(=C1)C2C3COC4(C3C(=CC2C4=O)C5C(C(=O)C6=C(C=C(C=C6O5)O)O)O)O)O 482.40 unknown https://doi.org/10.1080/11263508209428058
https://doi.org/10.1177/1534735407301825
https://doi.org/10.1055/S-2006-962330
https://doi.org/10.1016/J.LFS.2005.01.011
https://doi.org/10.1016/S0367-326X(00)00134-9
https://doi.org/10.1158/0008-5472.CAN-04-4662
https://doi.org/10.1002/PTR.2650070122
https://doi.org/10.1021/NP070136B
https://doi.org/10.1016/S0731-7085(01)00364-8
https://doi.org/10.1055/S-2006-957999
https://doi.org/10.1016/S0731-7085(98)00231-3
https://doi.org/10.1002/CHIN.200338195
https://doi.org/10.1081/JLC-120014271
(1R,3R,6R,7R,10S)-3-hydroxy-10-(4-hydroxy-3-methoxyphenyl)-8-[(2R,3R)-3,5,7-trihydroxy-4-oxo-2,3-dihydrochromen-2-yl]-4-oxatricyclo[4.3.1.03,7]dec-8-en-2-one 5321311 Click to see COC1=C(C=CC(=C1)C2C3COC4(C3C(=CC2C4=O)C5C(C(=O)C6=C(C=C(C=C6O5)O)O)O)O)O 482.40 unknown via CMAUP database
(1R,3R,6R,7R)-3-hydroxy-10-(4-hydroxy-3-methoxyphenyl)-8-[(2R,3R)-3,5,7-trihydroxy-4-oxo-2,3-dihydrochromen-2-yl]-4-oxatricyclo[4.3.1.03,7]dec-8-en-2-one 20056308 Click to see COC1=C(C=CC(=C1)C2C3COC4(C3C(=CC2C4=O)C5C(C(=O)C6=C(C=C(C=C6O5)O)O)O)O)O 482.40 unknown via CMAUP database
(1R,3R,6S,7R)-3-hydroxy-10-(4-hydroxy-3-methoxyphenyl)-8-(3,5,7-trihydroxy-4-oxo-2,3-dihydrochromen-2-yl)-4-oxatricyclo[4.3.1.03,7]dec-8-en-2-one 137795484 Click to see COC1=C(C=CC(=C1)C2C3COC4(C3C(=CC2C4=O)C5C(C(=O)C6=C(C=C(C=C6O5)O)O)O)O)O 482.40 unknown https://doi.org/10.1080/11263508209428058
https://doi.org/10.1177/1534735407301825
https://doi.org/10.1055/S-2006-962330
https://doi.org/10.1055/S-2008-1074893
https://doi.org/10.1016/S0367-326X(00)00134-9
https://doi.org/10.1002/PTR.2650070122
https://doi.org/10.4268/CJCMM20160915
https://doi.org/10.1021/NP070136B
https://doi.org/10.1016/S0731-7085(01)00364-8
https://doi.org/10.1055/S-2006-957999
https://doi.org/10.1016/S0731-7085(98)00231-3
https://doi.org/10.1002/CHIN.200338195
https://doi.org/10.1081/JLC-120014271
(1R,3S,6R,7S,10R)-3-hydroxy-10-(4-hydroxy-3-methoxyphenyl)-8-[(2R,3R)-3,5,7-trihydroxy-4-oxo-2,3-dihydrochromen-2-yl]-4-oxatricyclo[4.3.1.03,7]dec-8-en-2-one 134688545 Click to see COC1=C(C=CC(=C1)C2C3COC4(C3C(=CC2C4=O)C5C(C(=O)C6=C(C=C(C=C6O5)O)O)O)O)O 482.40 unknown https://doi.org/10.1016/J.LFS.2005.01.011
(2R,3R)-3,5,7-trihydroxy-2-[(1S,3R,7S)-3-hydroxy-10-(4-hydroxy-3-methoxyphenyl)-4-oxatricyclo[4.3.1.03,7]dec-8-en-8-yl]-2,3-dihydrochromen-4-one 49775709 Click to see COC1=C(C=CC(=C1)C2C3CC4(C(C2CO4)C(=C3)C5C(C(=O)C6=C(C=C(C=C6O5)O)O)O)O)O 468.50 unknown via CMAUP database
(2R)-5,7-dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-4H-chromen-4-one 667495 Click to see C1C(OC2=CC(=CC(=C2C1=O)O)O)C3=CC=C(C=C3)O 272.25 unknown via CMAUP database
CID 24721272 24721272 Click to see COC1=C(C=CC(=C1)C2C3COC4(C3C(=CC2C4=O)C5C(C(=O)C6=C(C=C(C=C6O5)O)O)O)O)O 482.40 unknown via CMAUP database
Silidianin 11982272 Click to see COC1=C(C=CC(=C1)C2C3COC4(C3C(=CC2C4=O)C5C(C(=O)C6=C(C=C(C=C6O5)O)O)O)O)O 482.40 unknown https://doi.org/10.1039/B300099K
https://doi.org/10.1016/J.PHYTOL.2012.03.010
Silyamandin 23634490 Click to see COC1=C(C=CC(=C1)C2C3COC(=O)C3C(=CC2C(=O)O)C4C(C(=O)C5=C(C=C(C=C5O4)O)O)O)O 498.40 unknown via CMAUP database
Silydianin 12442788 Click to see COC1=C(C=CC(=C1)C2C3COC4(C3C(=CC2C4=O)C5C(C(=O)C6=C(C=C(C=C6O5)O)O)O)O)O 482.40 unknown https://doi.org/10.1158/0008-5472.CAN-04-4662
https://doi.org/10.1039/B300099K
> Phenylpropanoids and polyketides / Flavonoids / Flavans / Flavanones / Flavanonols
(-)-Taxifolin 712316 Click to see C1=CC(=C(C=C1C2C(C(=O)C3=C(C=C(C=C3O2)O)O)O)O)O 304.25 unknown via CMAUP database
(+)-3,5,7,3',5'-Pentahydroxyflavanone 25073455 Click to see C1=C(C=C(C=C1O)O)C2C(C(=O)C3=C(C=C(C=C3O2)O)O)O 304.25 unknown https://doi.org/10.1016/J.PHYTOL.2012.03.010
(+/-)-Taxifolin 471 Click to see C1=CC(=C(C=C1C2C(C(=O)C3=C(C=C(C=C3O2)O)O)O)O)O 304.25 unknown https://doi.org/10.1158/0008-5472.CAN-04-4662
https://doi.org/10.1039/B300099K
(2S,3S)-3,4',5,7-Tetrahydroxyflavanone 9838882 Click to see C1=CC(=CC=C1C2C(C(=O)C3=C(C=C(C=C3O2)O)O)O)O 288.25 unknown via CMAUP database
3,5,7-Trihydroxy-2-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one 662 Click to see C1=CC(=CC=C1C2C(C(=O)C3=C(C=C(C=C3O2)O)O)O)O 288.25 unknown https://doi.org/10.1515/ZNB-1981-0426
Aromadendrin 122850 Click to see C1=CC(=CC=C1C2C(C(=O)C3=C(C=C(C=C3O2)O)O)O)O 288.25 unknown https://doi.org/10.1515/ZNB-1981-0426
Taxifolin 439533 Click to see C1=CC(=C(C=C1C2C(C(=O)C3=C(C=C(C=C3O2)O)O)O)O)O 304.25 unknown https://doi.org/10.1080/11263508209428058
https://doi.org/10.1158/0008-5472.CAN-04-4662
https://doi.org/10.1055/S-2006-962330
https://doi.org/10.1300/J044V10N01_08
https://doi.org/10.1177/1534735407301825
https://doi.org/10.1016/S0731-7085(98)00231-3
https://doi.org/10.1002/CHIN.200338195
https://doi.org/10.1039/B300099K
https://doi.org/10.1007/978-3-540-71095-0_9380
> Phenylpropanoids and polyketides / Flavonoids / Flavones
Apigenin 5280443 Click to see C1=CC(=CC=C1C2=CC(=O)C3=C(C=C(C=C3O2)O)O)O 270.24 unknown https://doi.org/10.1055/S-2006-962330
Apigenin-7-olate 25200950 Click to see C1=CC(=CC=C1C2=CC(=O)C3=C(C=C(C=C3O2)O)[O-])O 269.23 unknown via CMAUP database
Kaempferol 3-O-sulfate 44259052 Click to see C1=CC(=CC=C1C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)OS(=O)(=O)O)O 366.30 unknown https://doi.org/10.1055/S-2006-962330
Kaempferol oxoanion 25202062 Click to see C1=CC(=CC=C1C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)[O-])O 285.23 unknown via CMAUP database
Luteolin 5280445 Click to see C1=CC(=C(C=C1C2=CC(=O)C3=C(C=C(C=C3O2)O)O)O)O 286.24 unknown https://doi.org/10.1055/S-2006-962330
Quercetin-7-olate 46906036 Click to see C1=CC(=C(C=C1C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)[O-])O)O 301.23 unknown via CMAUP database
> Phenylpropanoids and polyketides / Flavonoids / Flavones / Flavonols
Kaempferol 5280863 Click to see C1=CC(=CC=C1C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)O)O 286.24 unknown https://doi.org/10.1016/S0031-9422(00)97838-5
Quercetin 5280343 Click to see C1=CC(=C(C=C1C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)O)O)O 302.23 unknown https://doi.org/10.1055/S-2006-962330
https://doi.org/10.1016/S0040-4039(01)96737-1
> Phenylpropanoids and polyketides / Flavonoids / Flavonoid glycosides / Flavonoid C-glycosides / Flavonoid 8-C-glycosides
Vicenin 2 442664 Click to see C1=CC(=CC=C1C2=CC(=O)C3=C(C(=C(C(=C3O2)C4C(C(C(C(O4)CO)O)O)O)O)C5C(C(C(C(O5)CO)O)O)O)O)O 594.50 unknown via CMAUP database
> Phenylpropanoids and polyketides / Flavonoids / Flavonoid glycosides / Flavonoid O-glucuronides
(2S,3R,4S,5R,6S)-3,4,5-trihydroxy-6-[8-hydroxy-2-(4-hydroxyphenyl)-4-oxo-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-6-yl]oxyoxane-2-carboxylic acid 163079022 Click to see CC1C(C(C(C(O1)OC2=C(OC3=C(C2=O)C=C(C=C3O)OC4C(C(C(C(O4)C(=O)O)O)O)O)C5=CC=C(C=C5)O)O)O)O 608.50 unknown https://doi.org/10.1016/S0031-9422(00)97838-5
3,4,5-Trihydroxy-6-[8-hydroxy-2-(4-hydroxyphenyl)-4-oxo-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxychromen-6-yl]oxyoxane-2-carboxylic acid 163079021 Click to see CC1C(C(C(C(O1)OC2=C(OC3=C(C2=O)C=C(C=C3O)OC4C(C(C(C(O4)C(=O)O)O)O)O)C5=CC=C(C=C5)O)O)O)O 608.50 unknown https://doi.org/10.1016/S0031-9422(00)97838-5
> Phenylpropanoids and polyketides / Flavonoids / Flavonoid glycosides / Flavonoid O-glucuronides / Flavonoid-7-O-glucuronides
(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[8-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxyoxane-2-carboxylic acid 162902636 Click to see C1=CC(=CC=C1C2=CC(=O)C3=C(O2)C(=C(C=C3)OC4C(C(C(C(O4)C(=O)O)O)O)O)O)O 446.40 unknown https://doi.org/10.1016/S0031-9422(00)97838-5
[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl] (2S,3R,4S,5R,6S)-3,4,5-trihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxyoxane-2-carboxylate 162894173 Click to see CC1C(C(C(C(O1)OC(=O)C2C(C(C(C(O2)OC3=CC(=C4C(=C3)OC(=CC4=O)C5=CC=C(C=C5)O)O)O)O)O)O)O)O 592.50 unknown https://doi.org/10.1016/S0031-9422(00)97838-5
3-[(6-Deoxy-alpha-L-mannopyranosyl)oxy]-5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-1-benzopyran-7-yl beta-D-galactopyranosiduronic acid 102147829 Click to see CC1C(C(C(C(O1)OC2=C(OC3=CC(=CC(=C3C2=O)O)OC4C(C(C(C(O4)C(=O)O)O)O)O)C5=CC=C(C=C5)O)O)O)O 608.50 unknown https://doi.org/10.1016/S0031-9422(00)97838-5
3,4,5-Trihydroxy-6-[8-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxyoxane-2-carboxylic acid 162902635 Click to see C1=CC(=CC=C1C2=CC(=O)C3=C(O2)C(=C(C=C3)OC4C(C(C(C(O4)C(=O)O)O)O)O)O)O 446.40 unknown https://doi.org/10.1016/S0031-9422(00)97838-5
Apigenin 7-[rhamnosyl-(1->2)-galacturonide] 14309754 Click to see CC1C(C(C(C(O1)OC2C(C(C(OC2OC3=CC(=C4C(=C3)OC(=CC4=O)C5=CC=C(C=C5)O)O)C(=O)O)O)O)O)O)O 592.50 unknown https://doi.org/10.1016/S0031-9422(00)97838-5
beta-D-Galactopyranosiduronic acid, 5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-1-benzopyran-7-yl 2-O-(6-deoxy-alpha-L-mannopyranosyl)- 101428062 Click to see CC1C(C(C(C(O1)OC2C(C(C(OC2OC3=CC(=C4C(=C3)OC(=CC4=O)C5=CC=C(C=C5)O)O)C(=O)O)O)O)O)O)O 592.50 unknown https://doi.org/10.1016/S0031-9422(00)97838-5
ethyl (2S,3R,4S,5R,6S)-3,4,5-trihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxyoxane-2-carboxylate 162938092 Click to see CCOC(=O)C1C(C(C(C(O1)OC2=CC(=C3C(=C2)OC(=CC3=O)C4=CC=C(C=C4)O)O)O)O)O 474.40 unknown https://doi.org/10.1016/S0031-9422(00)97838-5
ethyl (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[8-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxyoxane-2-carboxylate 162873581 Click to see CCOC(=O)C1C(C(C(C(O1)OC2=C(C3=C(C=C2)C(=O)C=C(O3)C4=CC=C(C=C4)O)O)O)O)O 474.40 unknown https://doi.org/10.1016/S0031-9422(00)97838-5
Ethyl 3,4,5-trihydroxy-6-[8-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxyoxane-2-carboxylate 162873580 Click to see CCOC(=O)C1C(C(C(C(O1)OC2=C(C3=C(C=C2)C(=O)C=C(O3)C4=CC=C(C=C4)O)O)O)O)O 474.40 unknown https://doi.org/10.1016/S0031-9422(00)97838-5
> Phenylpropanoids and polyketides / Flavonoids / Flavonoid glycosides / Flavonoid O-glycosides / Flavonoid-7-O-glycosides
5-hydroxy-2-(4-hydroxyphenyl)-7-[(2S,4S,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one 44257792 Click to see C1=CC(=CC=C1C2=CC(=O)C3=C(C=C(C=C3O2)OC4C(C(C(C(O4)CO)O)O)O)O)O 432.40 unknown https://doi.org/10.1016/S0031-9422(00)97838-5
Apigenin 7-galactoside 44257799 Click to see C1=CC(=CC=C1C2=CC(=O)C3=C(C=C(C=C3O2)OC4C(C(C(C(O4)CO)O)O)O)O)O 432.40 unknown https://doi.org/10.1016/S0031-9422(00)97838-5
Apigetrin 5280704 Click to see C1=CC(=CC=C1C2=CC(=O)C3=C(C=C(C=C3O2)OC4C(C(C(C(O4)CO)O)O)O)O)O 432.40 unknown https://doi.org/10.1055/S-2006-962330
https://doi.org/10.1016/S0031-9422(00)97838-5
kaempferol 7-O-glucoside 10095180 Click to see C1=CC(=CC=C1C2=C(C(=O)C3=C(C=C(C=C3O2)OC4C(C(C(C(O4)CO)O)O)O)O)O)O 448.40 unknown https://doi.org/10.1055/S-2006-962330
Luteolin 7-O-glucoside 5280637 Click to see C1=CC(=C(C=C1C2=CC(=O)C3=C(C=C(C=C3O2)OC4C(C(C(C(O4)CO)O)O)O)O)O)O 448.40 unknown https://doi.org/10.1055/S-2006-962330
> Phenylpropanoids and polyketides / Flavonoids / O-methylated flavonoids / 3-O-methylated flavonoids
(2R)-7-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-oxo-2,3-dihydrochromen-5-olate 25200448 Click to see COC1=C(C=CC(=C1)C2CC(=O)C3=C(C=C(C=C3O2)O)[O-])O 301.27 unknown via CMAUP database
4',5-Dihydroxy-3'-methoxyflavon-7-olate(1-) 25203524 Click to see COC1=C(C=CC(=C1)C2=CC(=O)C3=C(C=C(C=C3O2)O)O)[O-] 299.25 unknown via CMAUP database
> Phenylpropanoids and polyketides / Flavonoids / O-methylated flavonoids / 8-O-methylated flavonoids
5-Hydroxy-3',4',7,8-tetramethoxyflavone 9950661 Click to see COC1=C(C=C(C=C1)C2=CC(=O)C3=C(O2)C(=C(C=C3O)OC)OC)OC 358.30 unknown via CMAUP database
5-Hydroxy-7,8,4'-trimethoxyflavone 14353376 Click to see COC1=CC=C(C=C1)C2=CC(=O)C3=C(O2)C(=C(C=C3O)OC)OC 328.30 unknown via CMAUP database

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Sorin

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