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Ajuga reptans

Ajuga reptans - Unknown
Part: Unknown
Author: Public Domain - WikiMedia
Ajuga reptans - Unknown
Part: Unknown
Author: Public Domain - WikiMedia
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Table of Contents

Details
Description
Synonyms
Common Names
Subtypes (subspecies, varieties, subvarieties, forms)
Germination/Propagation
Distribution
Links to other databases
Genome
Scientific Literature
Phytochemical Profile
Biological Material
Contributors
Collections

Details Top

Internal ID UUID64403745e24bd377116908
Scientific name Ajuga reptans
Authority L.
First published in Sp. Pl. : 561 (1753)

Description Top

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No description added yet. Help us by writing one.

Synonyms Top

Scientific name Authority First published in
Teucrium reptans Salisb. Prodr. Stirp. Chap. Allerton : 75 (1796)
Bugula decumbens Mill. Gard. Dict. ed. 8 : n.º 2 (1768)
Bugula reptans Crantz Inst. Rei Herb. 1: 518 (1766)
Ajuga reptans var. alpina Nyman Consp. Fl. Eur. 567. 1881
Ajuga reptans var. albiflora Tinant Fl. Luxemb. 291. 1836
Ajuga reptans var. pyramidata Zalewski Kosmos (Lvov) 5/6: 15 (1896)
Ajuga abnormis Rouy Fl. France [Rouy & Foucaud] 11: 229. 1909 [Jul 1909]
Ajuga alpina Fr. Novit. Fl. Suec. Mant. 3: 54 (1842)
Ajuga barrelieri Ten. Fl. Napol. 5: t. 240 (1836)
Ajuga breviproles Borbás Term. Füz. 12: 110 (1889)
Ajuga candolleana Rouy Fl. France [Rouy & Foucaud] 11: 228. 1909 [Jul 1909]
Ajuga densiflora Ten. Fl. Napol. 5: t. 239 (1836)
Ajuga pyramidalis Huds. Fl. Angl. : 219 (1762)
Ajuga repens Gueldenst. ex Ledeb. Fl. Ross. 3: 447 (1849)
Ajuga stolonifera Jeanb. & Timb.-Lagr. Bull. Sci. Phys. Nat. Toulouse 3: 577 (1876)
Ajuga vulgaris Rouy Fl. France 11: 226 (1909)
Ajuga vulgaris subsp. abnormis Rouy Fl. France 11: 229. 1909 (1909)
Ajuga reptans var. lerezana Blanco-Dios Bouteloua 24: 113 (2016)

Common names Top

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Language Common/alternative name
English bugle
Spanish buguea
Spanish bugula
Spanish sage verdadero
Spanish corocha
Spanish consuelda media
Spanish búgula
Spanish búguea
Spanish suelda
Arabic عجوقة زاحفة
Azerbaijani sürünən dirçək
azb سورونن دیرچک
Belarusian разрыў
Belarusian гарлянка паўзучая
Belarusian гарлавінка
Belarusian гандзель
Belarusian казакі
Belarusian жывучка
Belarusian гарлянка сіняя
Bulgarian пълзящо срещниче
Bosnian pužuća ivica
Catalan búgula
Czech zběhovec plazivý
Welsh glesyn y coed
Welsh bual
Danish krybende læbeløs
German kriechender güünsel
German kriechender günsel
German kriech-günsel
Estonian roomav akakapsas
Basque kirtengorri
Persian لبدیسی خزنده
Finnish rönsyakankaali
French bugle rampant
French bugle rampante
Irish glasair choille
Galician búgula
Croatian puzava ivica
Upper Sorbian Łažawy zběhowc
Hungarian indás ínfű
Cornish glesin an koos
Lithuanian Šliaužiančioji vaisgina
Macedonian ползечко среќниче
Malayalam അജുഗ റെപ്റ്റൻസ്
Norwegian Bokmål krypjonsokkoll
Dutch kruipend zenegroen
Polish dąbrówka rozłogowa
Portuguese língua-de-boi
Portuguese erva-férrea
Portuguese búgula
Portuguese bugula-reptante
Portuguese búgula-reptante
Portuguese cansolda-média
Portuguese consolda-média
Portuguese consolda-mediana
Portuguese erva-carocha
Portuguese erva-corocha
Portuguese erva-de-são-lourenço
Portuguese viuvinha
Romanian ..
Romanian bugulă
Romanian luparniţă
Romanian vineriţă
Romanian vineţică
Romanian vinețică
Russian живучка ползучая
Russian Живучка ползучая
Slovak zbehovec plazivý
Swedish revsuga
Turkish dağ mayasıl otu
Ukrainian Горлянка повзуча
Ukrainian горлянка повзуча
Walloon yebe sint-cwelin
Chinese 匍筋骨草
Chinese 匍匐筋骨草

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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Forms (abbr. f.) Top

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No forms added yet.

Germination/Propagation Top

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No germination or propagation data was added yet.

Distribution (via POWO/KEW) Top

Legend for the distribution data:
- Doubtful data
- Extinct
- Introduced
- Native
  • Asia-temperate
    • Caucasus
      • North Caucasus
      • Transcaucasus
    • Siberia
      • Irkutsk
    • Western Asia
      • Iran
      • Turkey
  • Australasia
    • Australia
      • Tasmania
    • New Zealand
      • New Zealand North
      • New Zealand South
  • Europe
    • Eastern Europe
      • Baltic States
      • Belarus
      • Central European Russia
      • East European Russia
      • Krym
      • North European Russia
      • Northwest European Russia
      • South European Russia
      • Ukraine
    • Middle Europe
      • Austria
      • Belgium
      • Czechoslovakia
      • Germany
      • Hungary
      • Netherlands
      • Poland
      • Switzerland
    • Northern Europe
      • Denmark
      • Great Britain
      • Ireland
      • Norway
      • Sweden
    • Southeastern Europe
      • Albania
      • Bulgaria
      • Greece
      • Italy
      • Romania
      • Sicilia
      • Turkey-in-Europe
      • Yugoslavia
    • Southwestern Europe
      • France
      • Portugal
      • Spain
  • Northern America
    • Eastern Canada
      • Newfoundland
      • Nova Scotia
      • Ontario
      • Québec
    • North-central U.S.A.
      • Illinois
      • Iowa
      • Kansas
      • Wisconsin
    • Northeastern U.S.A.
      • Connecticut
      • Indiana
      • Maine
      • Massachusetts
      • Michigan
      • New Hampshire
      • New Jersey
      • New York
      • Ohio
      • Pennsylvania
      • Rhode Island
      • Vermont
      • West Virginia
    • Northwestern U.S.A.
      • Oregon
      • Washington
    • South-central U.S.A.
      • Texas
    • Southeastern U.S.A.
      • Alabama
      • Arkansas
      • Delaware
      • District Of Columbia
      • Florida
      • Georgia
      • Kentucky
      • Louisiana
      • Maryland
      • Mississippi
      • North Carolina
      • South Carolina
      • Tennessee
      • Virginia
    • Southwestern U.S.A.
      • Utah
    • Western Canada
      • British Columbia

Links to other databases Top

Suggest others/fix!
Database ID/link to page
World Flora Online wfo-0000935107
UNII E678D1QH0K
Florida Plant Atlas 4055
Flora of Alabama 2379
Canadensys 6356
USDA Plants AJRE
Tropicos 17600017
INPN 80990
Flora of Italy 4414
KEW urn:lsid:ipni.org:names:444664-1
The Plant List kew-5385
Missouri Botanical Garden 281384
Open Tree Of Life 11338
Observations.org 6341
NCBI Taxonomy 38596
NBN Atlas NBNSYS0000004269
Nature Serve 2.147291
IPNI 444664-1
iNaturalist 56099
GBIF 2927078
Freebase /m/025sjn7
WisFlora 2470
EPPO AIURE
EOL 579637
Elurikkus 2604
Calflora (Californian flora) 12195
USDA GRIN 314389
Wikipedia Ajuga_reptans
CMAUP NPO1048

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_032274785.1 ASM3227478v1 Scaffold Iridian Genomes 2023-10-02 50.0x 413.66 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
A systematic methodology to assess the identity of plants in historical texts: A case study based on the Byzantine pharmacy text John the Physician's Therapeutics Lardos A, Patmore K, Allkin R, Lazarou R, Nesbitt M, Scott AC, Zipser B J Ethnopharmacol 25-Mar-2024
PMCID:PMC7615571
doi:10.1016/j.jep.2023.117622
PMID:38128894
Antioxidant and Anti-Melanogenesis Effects of Teucrium chamaedrys L. Cell Suspension Extract and Its Main Phenylethanoid Glycoside in B16-F10 Cells Pruccoli L, Nicolini B, Lianza M, Teti G, Falconi M, Tarozzi A, Antognoni F Plants (Basel) 12-Mar-2024
PMCID:PMC10974463
doi:10.3390/plants13060808
PMID:38592786
Individualized social niches in animals: Theoretical clarifications and processes of niche change Kaiser MI, Gadau J, Kaiser S, Müller C, Richter SH Bioscience 07-Feb-2024
PMCID:PMC10977865
doi:10.1093/biosci/biad122
PMID:38560618
A Novel Approach to Serving Plant-Based Confectionery—The Employment of Spray Drying in the Production of Carboxymethyl Cellulose-Based Delivery Systems Enriched with Teucrium montanum L. Extract Mandura Jarić A, Haramustek L, Nižić Nodilo L, Vrsaljko D, Petrović P, Kuzmić S, Jozinović A, Aladić K, Jokić S, Šeremet D, Vojvodić Cebin A, Komes D Foods 23-Jan-2024
PMCID:PMC10855723
doi:10.3390/foods13030372
PMID:38338507
The most polyphagous insect herbivore? Host plant associations of the Meadow spittlebug, Philaenus spumarius (L.) Thompson V, Harkin C, Stewart AJ PLoS One 04-Oct-2023
PMCID:PMC10602594
doi:10.1371/journal.pone.0291734
PMID:37792900
A 12-Year Experimental Design to Test the Recovery of Butterfly Biodiversity in an Urban Ecosystem: Lessons from the Parc Urbain des Papillons Deschamps-Cottin M, Jacek G, Seguinel L, Le Champion C, Robles C, Ternisien M, Duque C, Vila B Insects 24-Sep-2023
PMCID:PMC10607803
doi:10.3390/insects14100780
PMID:37887792
Endangered Forest Communities in Central Europe: Mapping Current and Potential Distributions of Euro-Siberian Steppic Woods with Quercus spp. in South Slovak Basin Oravec P, Wittlinger L, Máliš F Biology (Basel) 25-Jun-2023
PMCID:PMC10376067
doi:10.3390/biology12070910
PMID:37508342
Plants, Cells, Algae, and Cyanobacteria In Vitro and Cryobank Collections at the Institute of Plant Physiology, Russian Academy of Sciences—A Platform for Research and Production Center Yuorieva N, Sinetova M, Messineva E, Kulichenko I, Fomenkov A, Vysotskaya O, Osipova E, Baikalova A, Prudnikova O, Titova M, Nosov AV, Popova E Biology (Basel) 09-Jun-2023
PMCID:PMC10295647
doi:10.3390/biology12060838
PMID:37372123
Research progress in the development of natural-product-based mucosal vaccine adjuvants Gao Y, Guo Y Front Immunol 05-Apr-2023
PMCID:PMC10113501
doi:10.3389/fimmu.2023.1152855
PMID:37090704
Optimizing raffinose family oligosaccharides content in plants: A tightrope walk Sanyal R, Kumar S, Pattanayak A, Kar A, Bishi SK Front Plant Sci 28-Mar-2023
PMCID:PMC10088399
doi:10.3389/fpls.2023.1134754
PMID:37056499
Mitochondrial Genome Sequence of Salvia officinalis (Lamiales: Lamiaceae) Suggests Diverse Genome Structures in Cogeneric Species and Finds the Stop Gain of Genes through RNA Editing Events Yang H, Chen H, Ni Y, Li J, Cai Y, Wang J, Liu C Int J Mol Sci 11-Mar-2023
PMCID:PMC10048906
doi:10.3390/ijms24065372
PMID:36982448
Sustainable Production of Ajuga Bioactive Metabolites Using Cell Culture Technologies: A Review Popova E, Titova M, Tynykulov M, Zakirova RP, Kulichenko I, Prudnikova O, Nosov A Nutrients 01-Mar-2023
PMCID:PMC10005297
doi:10.3390/nu15051246
PMID:36904246
Soil properties and plant species can predict population size and potential introduction sites of the endangered orchid Cypripedium calceolus Rusconi O, Steiner T, Le Bayon C, Rasmann S Plant Soil 16-Feb-2023
PMCID:PMC10272267
doi:10.1007/s11104-023-05945-4
PMID:37333057
Genetic manipulation of anti-nutritional factors in major crops for a sustainable diet in future Duraiswamy A, Sneha A. NM, Jebakani K. S, Selvaraj S, Pramitha J. L, Selvaraj R, Petchiammal K. I, Kather Sheriff S, Thinakaran J, Rathinamoorthy S, Kumar P. R Front Plant Sci 15-Feb-2023
PMCID:PMC9976781
doi:10.3389/fpls.2022.1070398
PMID:36874916
Discrepancies between the drivers of alpha and beta plant diversity in arable field margins Boinot S, Alignier A Proc Biol Sci 01-Feb-2023
PMCID:PMC9890110
doi:10.1098/rspb.2022.2179
PMID:36722079

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 / Harmala alkaloids
(1R,2R,4S,12R,13R,16Z)-13-hydroxy-25-(9H-pyrido[3,4-b]indol-1-yl)-11,22-diazapentacyclo[11.11.2.12,22.02,12.04,11]heptacosa-16,25-dien-7-one 102585990 Click to see C1CCN2CCC3C(=CC(CCC=CC1)(C4C3(C2)CC5N4CCCC(=O)CC5)O)C6=NC=CC7=C6NC8=CC=CC=C78 564.80 unknown https://doi.org/10.1016/S0031-9422(00)94988-4
https://doi.org/10.1016/S0031-9422(00)97527-7
> Benzenoids / Naphthalenes / Naphthols and derivatives
3-(2-Hydroxypropan-2-yl)-5,8-dimethylnaphthalen-2-ol 90474100 Click to see CC1=C2C=C(C(=CC2=C(C=C1)C)O)C(C)(C)O 230.30 unknown https://doi.org/10.1021/NP50085A030
> Lipids and lipid-like molecules / Fatty Acyls / Fatty acid esters
cis-3-Hexenyl isovalerate 5367681 Click to see CCC=CCCOC(=O)CC(C)C 184.27 unknown via CMAUP database
Phenethyl isovalerate 8792 Click to see CC(C)CC(=O)OCCC1=CC=CC=C1 206.28 unknown via CMAUP database
> Lipids and lipid-like molecules / Fatty Acyls / Fatty alcohol esters
Geranyl isobutyrate 6086514 Click to see CC(C)C(=O)OCC=C(C)CCC=C(C)C 224.34 unknown via CMAUP database
> Lipids and lipid-like molecules / Fatty Acyls / Fatty alcohols
2-cis-Dehydromatricarianol 90474911 Click to see CC#CC#CC#CC=CCO 144.17 unknown via CMAUP database
> Lipids and lipid-like molecules / Fatty Acyls / Fatty alcohols / Long-chain fatty alcohols
3,5,7-Tridecatriene-9,11-diyne-1-ol 12302847 Click to see CC#CC#CC=CC=CC=CCCO 186.25 unknown via CMAUP database
> Lipids and lipid-like molecules / Prenol lipids / Monoterpenoids / Acyclic monoterpenoids
Myrcene 31253 Click to see CC(=CCCC(=C)C=C)C 136.23 unknown via CMAUP database
> Lipids and lipid-like molecules / Prenol lipids / Monoterpenoids / Menthane monoterpenoids
Carvone, (-)- 439570 Click to see CC1=CCC(CC1=O)C(=C)C 150.22 unknown via CMAUP database
Limonene, (+)- 440917 Click to see CC1=CCC(CC1)C(=C)C 136.23 unknown via CMAUP database
> Lipids and lipid-like molecules / Prenol lipids / Quinone and hydroquinone lipids / Vitamin E compounds / Tocopherols
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/S0031-9422(01)00172-8
Covi-ox 6560141 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/S0031-9422(01)00172-8
> Lipids and lipid-like molecules / Prenol lipids / Sesquiterpenoids
(3S,6E)-Nerolidol 5281525 Click to see CC(=CCCC(=CCCC(C)(C=C)O)C)C 222.37 unknown via CMAUP database
beta-Farnesene 5281517 Click to see CC(=CCCC(=CCCC(=C)C=C)C)C 204.35 unknown via CMAUP database
Cedrelanol 160799 Click to see CC1=CC2C(CCC(C2CC1)(C)O)C(C)C 222.37 unknown via CMAUP database
> 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 via CMAUP database
> Lipids and lipid-like molecules / Prenol lipids / Terpene glycosides / Diterpene glycosides
(15S)-12,19-Bis(beta-D-glucopyranosyloxy)abieta-8,11,13-triene-11,16-diol 44577025 Click to see CC(CO)C1=C(C(=C2C(=C1)CCC3C2(CCCC3(C)COC4C(C(C(C(O4)CO)O)O)O)C)O)OC5C(C(C(C(O5)CO)O)O)O 658.70 unknown https://doi.org/10.1248/CPB.59.1065
2-[[5-Hydroxy-7-(1-hydroxypropan-2-yl)-1,4a-dimethyl-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,4,9,10,10a-hexahydrophenanthren-1-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol 75049571 Click to see CC(CO)C1=C(C(=C2C(=C1)CCC3C2(CCCC3(C)COC4C(C(C(C(O4)CO)O)O)O)C)O)OC5C(C(C(C(O5)CO)O)O)O 658.70 unknown https://doi.org/10.1248/CPB.59.1065
> Lipids and lipid-like molecules / Prenol lipids / Terpene glycosides / Iridoid O-glycosides
(1S,4aR,5R,7S,7aR)-7-methyl-1-[(2R,3S,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,5,6,7a-tetrahydrocyclopenta[c]pyran-4a,5,7-triol 162989826 Click to see CC1(CC(C2(C1C(OC=C2)OC3C(C(C(C(O3)CO)O)O)O)O)O)O 364.34 unknown https://doi.org/10.1016/S0031-9422(98)00445-2
(1S,4aS,5S,7S,7aR)-1,4a,5,6,7,7a-Hexahydro-4a,5,7-trihydroxy-7-methylcyclopenta[c]pyran-1-yl beta-D-glucopyranoside 145706031 Click to see CC1(CC(C2(C1C(OC=C2)OC3C(C(C(C(O3)CO)O)O)O)O)O)O 364.34 unknown https://doi.org/10.1021/NP50086A019
https://doi.org/10.1016/S0031-9422(98)00445-2
https://doi.org/10.1021/NP50085A030
(7S)-1-(beta-D-glucopyranosyloxy)-4a,5-dihydroxy-7-methyl-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-7-yl acetate 139291803 Click to see CC(=O)OC1(CC(C2(C1C(OC=C2)OC3C(C(C(C(O3)CO)O)O)O)O)O)C 406.40 unknown https://doi.org/10.1016/S0031-9422(98)00445-2
[(1S,3R,4R,4aS,5R,7S,7aS)-4,4a,5-trihydroxy-3-methoxy-7-methyl-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,3,4,5,6,7a-hexahydrocyclopenta[c]pyran-7-yl] acetate 53492928 Click to see CC(=O)OC1(CC(C2(C1C(OC(C2O)OC)OC3C(C(C(C(O3)CO)O)O)O)O)O)C 454.40 unknown https://doi.org/10.1248/CPB.59.1065
[(1S,4aR,5R,7S,7aS)-4a,5-dihydroxy-7-methyl-1-[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,5,6,7a-tetrahydrocyclopenta[c]pyran-7-yl] acetate 162894616 Click to see CC(=O)OC1(CC(C2(C1C(OC=C2)OC3C(C(C(C(O3)CO)O)O)O)O)O)C 406.40 unknown https://doi.org/10.1016/S0031-9422(98)00445-2
[(1S,4aR,7S,7aS)-5-hydroxy-7-methyl-1-[(2S,3R,4R,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4a,5,6,7a-tetrahydro-1H-cyclopenta[c]pyran-7-yl] acetate 23304363 Click to see CC(=O)OC1(CC(C2C1C(OC=C2)OC3C(C(C(C(O3)CO)O)O)O)O)C 390.40 unknown via CMAUP database
[(1S,4aS,5R,7S,7aS)-4a,5-dihydroxy-7-methyl-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,3,4,5,6,7a-hexahydrocyclopenta[c]pyran-7-yl] acetate 53492929 Click to see CC(=O)OC1(CC(C2(C1C(OCC2)OC3C(C(C(C(O3)CO)O)O)O)O)O)C 408.40 unknown https://doi.org/10.1248/CPB.59.1065
[(4aS,7S,7aR)-4a,5-dihydroxy-7-methyl-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,5,6,7a-tetrahydrocyclopenta[c]pyran-7-yl] acetate 137703299 Click to see CC(=O)OC1(CC(C2(C1C(OC=C2)OC3C(C(C(C(O3)CO)O)O)O)O)O)C 406.40 unknown https://doi.org/10.1021/NP50086A019
https://doi.org/10.1021/NP50085A030
[4a-Hydroxy-7-methyl-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,5,6,7a-tetrahydrocyclopenta[c]pyran-7-yl] acetate 13857971 Click to see CC(=O)OC1(CCC2(C1C(OC=C2)OC3C(C(C(C(O3)CO)O)O)O)O)C 390.40 unknown https://doi.org/10.1248/CPB.59.1065
6-Epi-8-O-acetylharpagide 494583 Click to see CC(=O)OC1(CC(C2(C1C(OC=C2)OC3C(C(C(C(O3)CO)O)O)O)O)O)C 406.40 unknown https://doi.org/10.1248/CPB.59.1065
https://doi.org/10.1021/NP990033W
6-Epi-8-O-acetylharpagide 21604822 Click to see CC(=O)OC1(CC(C2(C1C(OC=C2)OC3C(C(C(C(O3)CO)O)O)O)O)O)C 406.40 unknown https://doi.org/10.1248/CPB.59.1065
6-Epiharpagide 4678529 Click to see CC1(CC(C2(C1C(OC=C2)OC3C(C(C(C(O3)CO)O)O)O)O)O)O 364.34 unknown https://doi.org/10.1248/CPB.59.1065
8-O-Acetylharpagide 9978650 Click to see CC(=O)OC1(CC(C2(C1C(OC=C2)OC3C(C(C(C(O3)CO)O)O)O)O)O)C 406.40 unknown https://doi.org/10.1248/CPB.59.1065
https://doi.org/10.1021/NP990033W
Harpagide 93045 Click to see CC1(CC(C2(C1C(OC=C2)OC3C(C(C(C(O3)CO)O)O)O)O)O)O 364.34 unknown https://doi.org/10.1021/NP50086A019
https://doi.org/10.1248/CPB.59.1065
https://doi.org/10.1016/S0031-9422(98)00445-2
https://doi.org/10.1021/NP50085A030
Reptoside 44584096 Click to see CC(=O)OC1(CCC2(C1C(OC=C2)OC3C(C(C(C(O3)CO)O)O)O)O)C 390.40 unknown https://doi.org/10.1248/CPB.59.1065
https://doi.org/10.1021/NP50085A030
> Lipids and lipid-like molecules / Prenol lipids / Triterpenoids
(2S,3R,5R,9R,10R,13R,14S,17S)-17-[(1R)-1-[(2R,4R,5S,6S)-4-ethyl-4-hydroxy-6-methoxy-5-methyloxan-2-yl]-1-hydroxyethyl]-2,3,14-trihydroxy-10,13-dimethyl-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one 44140281 Click to see CCC1(CC(OC(C1C)OC)C(C)(C2CCC3(C2(CCC4C3=CC(=O)C5C4(CC(C(C5)O)O)C)C)O)O)O 536.70 unknown https://doi.org/10.1021/NP800708G
(3S,4aR,6aR,6aR,6bR,8aS,12S,12aR,14aR,14bR)-4,4,6a,6b,8a,11,12,14b-octamethyl-2,3,4a,5,6,6a,7,8,9,12,12a,13,14,14a-tetradecahydro-1H-picen-3-ol 12305110 Click to see CC1C2C3CCC4C5(CCC(C(C5CCC4(C3(CCC2(CC=C1C)C)C)C)(C)C)O)C 426.70 unknown via CMAUP database
(3S,4S,5R)-4-[(2R,3R)-2,3-dihydroxy-3-[(2R,3S,5R,9R,10R,13R,14S,17S)-2,3,14-trihydroxy-10,13-dimethyl-6-oxo-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]butyl]-3,5-dimethyloxolan-2-one 129449687 Click to see CC1C(C(OC1=O)C)CC(C(C)(C2CCC3(C2(CCC4C3=CC(=O)C5C4(CC(C(C5)O)O)C)C)O)O)O 520.70 unknown https://doi.org/10.1246/CL.1982.1313
(3S,4S,5R)-4-[(2R,3R)-2,3-dihydroxy-3-[(2S,3R,5R,10R,13R,14S)-2,3,14-trihydroxy-10,13-dimethyl-6-oxo-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]butyl]-3,5-dimethyloxolan-2-one 44201988 Click to see CC1C(C(OC1=O)C)CC(C(C)(C2CCC3(C2(CCC4C3=CC(=O)C5C4(CC(C(C5)O)O)C)C)O)O)O 520.70 unknown via CMAUP database
(3S,4S,5R)-4-[(2R,3R)-2,3-dihydroxy-3-[(2S,3R,5S,9R,10R,13R,14S,17S)-2,3,5,14-tetrahydroxy-10,13-dimethyl-6-oxo-1,2,3,4,9,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]butyl]-3,5-dimethyloxolan-2-one 12442769 Click to see CC1C(C(OC1=O)C)CC(C(C)(C2CCC3(C2(CCC4C3=CC(=O)C5(C4(CC(C(C5)O)O)C)O)C)O)O)O 536.70 unknown https://doi.org/10.1016/0040-4020(95)00767-3
https://doi.org/10.1016/0040-4020(96)00536-4
(3S,4S,5R)-4-[(2R,3R)-2,3-dihydroxy-3-[(5R,9R,14S,17S)-2,3,14-trihydroxy-10,13-dimethyl-6-oxo-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]butyl]-3,5-dimethyloxolan-2-one 122130059 Click to see CC1C(C(OC1=O)C)CC(C(C)(C2CCC3(C2(CCC4C3=CC(=O)C5C4(CC(C(C5)O)O)C)C)O)O)O 520.70 unknown https://doi.org/10.1016/S0031-9422(00)94988-4
https://doi.org/10.1016/S0021-9673(01)89391-2
https://doi.org/10.1016/S0031-9422(00)90461-8
https://doi.org/10.1016/0031-9422(92)83112-C
https://doi.org/10.1271/BBB1961.55.1019
https://doi.org/10.1039/CC9960002063
https://doi.org/10.1246/CL.1982.1313
(3S,4S,5R)-4-[(3R)-3-hydroxy-2-oxo-3-[(2S,3R,5R,9R,10R,12R,13S,14R,17S)-2,3,12,14-tetrahydroxy-10,13-dimethyl-6-oxo-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]butyl]-3,5-dimethyloxolan-2-one 152752356 Click to see CC1C(C(OC1=O)C)CC(=O)C(C)(C2CCC3(C2(C(CC4C3=CC(=O)C5C4(CC(C(C5)O)O)C)O)C)O)O 534.60 unknown https://doi.org/10.1016/0040-4020(95)00767-3
(3S,4S,5R)-4-[(3R)-3-hydroxy-2-oxo-3-[(2S,3R,5S,9R,10R,12R,13S,14R,17S)-2,3,5,12,14-pentahydroxy-10,13-dimethyl-6-oxo-1,2,3,4,9,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]butyl]-3,5-dimethyloxolan-2-one 163090292 Click to see CC1C(C(OC1=O)C)CC(=O)C(C)(C2CCC3(C2(C(CC4C3=CC(=O)C5(C4(CC(C(C5)O)O)C)O)O)C)O)O 550.60 unknown https://doi.org/10.1016/0040-4020(95)00767-3
(3S,4S)-4-[(2R,3R)-2,3-dihydroxy-3-[(2S,3R,5R,9R,10R,13R,14S,17S)-2,3,14-trihydroxy-10,13-dimethyl-6-oxo-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]butyl]-3-methyloxan-2-one 163043778 Click to see CC1C(CCOC1=O)CC(C(C)(C2CCC3(C2(CCC4C3=CC(=O)C5C4(CC(C(C5)O)O)C)C)O)O)O 520.70 unknown https://doi.org/10.1016/0040-4020(96)00536-4
17-[1-(4-ethyl-4-hydroxy-6-methoxy-5-methyloxan-2-yl)-1-hydroxyethyl]-2,3,14-trihydroxy-10,13-dimethyl-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one 74932720 Click to see CCC1(CC(OC(C1C)OC)C(C)(C2CCC3(C2(CCC4C3=CC(=O)C5C4(CC(C(C5)O)O)C)C)O)O)O 536.70 unknown https://doi.org/10.1021/NP800708G
28-epi-Sengosterone 101355230 Click to see CC1C(C(OC1=O)C)CC(C(C)(C2CCC3(C2(CCC4C3=CC(=O)C5(C4(CC(C(C5)O)O)C)O)C)O)O)O 536.70 unknown https://doi.org/10.1016/0040-4020(96)00536-4
4-[2,3-dihydroxy-3-(2,3,14-trihydroxy-10,13-dimethyl-6-oxo-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl)butyl]-3-methyloxan-2-one 163043777 Click to see CC1C(CCOC1=O)CC(C(C)(C2CCC3(C2(CCC4C3=CC(=O)C5C4(CC(C(C5)O)O)C)C)O)O)O 520.70 unknown https://doi.org/10.1016/0040-4020(96)00536-4
4-[2,3-dihydroxy-3-(2,3,14-trihydroxy-10,13-dimethyl-6-oxo-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl)butyl]-3,5-dimethyloxolan-2-one 554197 Click to see CC1C(C(OC1=O)C)CC(C(C)(C2CCC3(C2(CCC4C3=CC(=O)C5C4(CC(C(C5)O)O)C)C)O)O)O 520.70 unknown https://doi.org/10.1016/0040-4020(95)00767-3
https://doi.org/10.1016/0040-4020(96)00536-4
https://doi.org/10.1246/CL.1982.1313
4-[3-hydroxy-2-oxo-3-(2,3,12,14-tetrahydroxy-10,13-dimethyl-6-oxo-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl)butyl]-3,5-dimethyloxolan-2-one 162944383 Click to see CC1C(C(OC1=O)C)CC(=O)C(C)(C2CCC3(C2(C(CC4C3=CC(=O)C5C4(CC(C(C5)O)O)C)O)C)O)O 534.60 unknown https://doi.org/10.1016/0040-4020(95)00767-3
4-[3-Hydroxy-2-oxo-3-(2,3,5,12,14-pentahydroxy-10,13-dimethyl-6-oxo-1,2,3,4,9,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl)butyl]-3,5-dimethyloxolan-2-one 163090291 Click to see CC1C(C(OC1=O)C)CC(=O)C(C)(C2CCC3(C2(C(CC4C3=CC(=O)C5(C4(CC(C(C5)O)O)C)O)O)C)O)O 550.60 unknown https://doi.org/10.1016/0040-4020(95)00767-3
alpha-Amyrin 73170 Click to see CC1CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C)O)C)C)C2C1C)C)C 426.70 unknown via CMAUP database
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 via CMAUP database
Cyasterone 119444 Click to see CC1C(C(OC1=O)C)CC(C(C)(C2CCC3(C2(CCC4C3=CC(=O)C5C4(CC(C(C5)O)O)C)C)O)O)O 520.70 unknown https://doi.org/10.1016/0040-4020(96)00536-4
https://doi.org/10.1016/0031-9422(92)83112-C
https://doi.org/10.1039/CC9960002063
https://doi.org/10.1016/0040-4020(95)00767-3
https://doi.org/10.1021/NP990033W
https://doi.org/10.1246/CL.1982.1313
https://doi.org/10.1016/S0021-9673(01)89391-2
https://doi.org/10.1016/S0031-9422(00)94988-4
https://doi.org/10.1016/S0031-9422(00)90461-8
https://doi.org/10.1271/BBB1961.55.1019
Dammaradienol 13893946 Click to see CC(=CCCC(=C)C1CCC2(C1CCC3C2(CCC4C3(CCC(C4(C)C)O)C)C)C)C 426.70 unknown via CMAUP database
Isocyasterone 56841054 Click to see CC1C(C(OC1=O)C)CC(C(C)(C2CCC3(C2(CCC4C3=CC(=O)C5C4(CC(C(C5)O)O)C)C)O)O)O 520.70 unknown https://doi.org/10.1271/BBB1961.55.1019
Isohelianol 10455281 Click to see CC(CCC=C(C)C)C1CCC2(C1(CCC3(C2CCC(=C(C)C)C3CCCO)C)C)C 428.70 unknown via CMAUP database
Lupeol 259846 Click to see CC(=C)C1CCC2(C1C3CCC4C5(CCC(C(C5CCC4(C3(CC2)C)C)(C)C)O)C)C 426.70 unknown via CMAUP database
Taraxasterol 115250 Click to see CC1C2C3CCC4C5(CCC(C(C5CCC4(C3(CCC2(CCC1=C)C)C)C)(C)C)O)C 426.70 unknown via CMAUP database
Tirucalla-7,24-dien-3beta-ol 12302184 Click to see CC(CCC=C(C)C)C1CCC2(C1(CCC3C2=CCC4C3(CCC(C4(C)C)O)C)C)C 426.70 unknown via CMAUP database
> Lipids and lipid-like molecules / Steroids and steroid derivatives / Bile acids, alcohols and derivatives / Hydroxy bile acids, alcohols and derivatives
(2R,3R,5S,9R,10R,13R,14S,17S)-2,3,5,14-tetrahydroxy-10,13-dimethyl-17-[(2R,3R)-2,3,6-trihydroxy-6-methylheptan-2-yl]-1,2,3,4,9,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-6-one 162981124 Click to see CC12CCC3C(=CC(=O)C4(C3(CC(C(C4)O)O)C)O)C1(CCC2C(C)(C(CCC(C)(C)O)O)O)O 496.60 unknown https://doi.org/10.1246/CL.1982.1313
(2S,3R,5S,9R,10R,13R,14S,17S)-2,3,5,14-tetrahydroxy-10,13-dimethyl-17-[(2S,3R)-2,3,6-trihydroxy-6-methylheptan-2-yl]-1,2,3,4,9,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-6-one 12314441 Click to see CC12CCC3C(=CC(=O)C4(C3(CC(C(C4)O)O)C)O)C1(CCC2C(C)(C(CCC(C)(C)O)O)O)O 496.60 unknown via CMAUP database
(3S,4S)-4-[(2R,3R)-2,3-dihydroxy-3-[(2S,3R,5S,9R,10R,13R,14S,17S)-2,3,5,14-tetrahydroxy-10,13-dimethyl-6-oxo-1,2,3,4,9,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]butyl]-3-methyloxolan-2-one 14693881 Click to see CC1C(COC1=O)CC(C(C)(C2CCC3(C2(CCC4C3=CC(=O)C5(C4(CC(C(C5)O)O)C)O)C)O)O)O 522.60 unknown https://doi.org/10.1016/0040-4020(95)00767-3
https://doi.org/10.1016/0040-4020(96)00536-4
https://doi.org/10.1016/S0021-9673(01)89391-2
https://doi.org/10.1016/0031-9422(92)83112-C
https://doi.org/10.1016/S0031-9422(00)94988-4
https://doi.org/10.1016/S0031-9422(00)97527-7
https://doi.org/10.1246/CL.1982.1313
(3S,4S)-4-[(2R,3R)-2,3-dihydroxy-3-[(2S,3S,5S,9R,10R,13R,14S,17S)-2,3,5,14-tetrahydroxy-10,13-dimethyl-6-oxo-1,2,3,4,9,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]butyl]-3-methyloxolan-2-one 163079857 Click to see CC1C(COC1=O)CC(C(C)(C2CCC3(C2(CCC4C3=CC(=O)C5(C4(CC(C(C5)O)O)C)O)C)O)O)O 522.60 unknown https://doi.org/10.1246/CL.1982.1313
(3S,4S)-4-[(3R)-3-hydroxy-2-oxo-3-[(2S,3R,5S,9R,10R,12R,13S,14R,17S)-2,3,5,12,14-pentahydroxy-10,13-dimethyl-6-oxo-1,2,3,4,9,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]butyl]-3-methyloxolan-2-one 163029198 Click to see CC1C(COC1=O)CC(=O)C(C)(C2CCC3(C2(C(CC4C3=CC(=O)C5(C4(CC(C(C5)O)O)C)O)O)C)O)O 536.60 unknown https://doi.org/10.1016/0040-4020(95)00767-3
2,3,14-trihydroxy-10,13-dimethyl-17-(2,3,6-trihydroxy-6-methylheptan-2-yl)-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one 271605 Click to see CC12CCC3C(=CC(=O)C4C3(CC(C(C4)O)O)C)C1(CCC2C(C)(C(CCC(C)(C)O)O)O)O 480.60 unknown https://doi.org/10.1246/CL.1982.1313
https://doi.org/10.1016/S0040-4039(97)00433-4
https://doi.org/10.1016/S0040-4039(97)00432-2
https://doi.org/10.1016/0040-4020(96)00536-4
https://doi.org/10.1016/0040-4020(95)00767-3
https://doi.org/10.1248/CPB.59.1065
2,3,5,14-Tetrahydroxy-10,13-dimethyl-17-(2,3,6-trihydroxy-6-methylheptan-2-yl)-1,2,3,4,9,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-6-one 271604 Click to see CC12CCC3C(=CC(=O)C4(C3(CC(C(C4)O)O)C)O)C1(CCC2C(C)(C(CCC(C)(C)O)O)O)O 496.60 unknown https://doi.org/10.1016/0040-4020(96)00536-4
https://doi.org/10.1016/0040-4020(95)00767-3
https://doi.org/10.1246/CL.1982.1313
20-Hydroxyecdysone 5459840 Click to see CC12CCC3C(=CC(=O)C4C3(CC(C(C4)O)O)C)C1(CCC2C(C)(C(CCC(C)(C)O)O)O)O 480.60 unknown https://doi.org/10.1007/BF00235296
https://doi.org/10.1016/S0031-9422(00)90461-8
https://doi.org/10.1007/BF02323288
https://doi.org/10.1246/CL.1982.1313
https://doi.org/10.1016/S0040-4039(97)00433-4
https://doi.org/10.1248/CPB.59.1065
https://doi.org/10.1016/0040-4020(96)00536-4
https://doi.org/10.1271/BBB1961.55.1019
https://doi.org/10.1016/S0031-9422(00)94988-4
https://doi.org/10.1248/CPB.48.344
https://doi.org/10.1016/S0031-9422(00)97527-7
https://doi.org/10.1016/0040-4020(95)00767-3
https://doi.org/10.1016/0031-9422(92)83112-C
https://doi.org/10.1016/S0031-9422(00)00018-2
https://doi.org/10.1016/S0040-4039(97)00432-2
2beta,3beta,5beta,14,20,22R,25-Heptahydroxycholest-7-en-6-one 441833 Click to see CC12CCC3C(=CC(=O)C4(C3(CC(C(C4)O)O)C)O)C1(CCC2C(C)(C(CCC(C)(C)O)O)O)O 496.60 unknown https://doi.org/10.1246/CL.1982.1313
https://doi.org/10.1016/0031-9422(92)83112-C
https://doi.org/10.1016/S0031-9422(00)97527-7
https://doi.org/10.1016/0040-4020(96)00536-4
https://doi.org/10.1016/0040-4020(95)00767-3
3alpha-Hydroxyecdysone 70686927 Click to see CC12CCC3C(=CC(=O)C4C3(CC(C(C4)O)O)C)C1(CCC2C(C)(C(CCC(C)(C)O)O)O)O 480.60 unknown https://doi.org/10.1246/CL.1982.1313
4-[2,3-Dihydroxy-3-(2,3,5,14-tetrahydroxy-10,13-dimethyl-6-oxo-1,2,3,4,9,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl)butyl]-3-methyloxolan-2-one 14693882 Click to see CC1C(COC1=O)CC(C(C)(C2CCC3(C2(CCC4C3=CC(=O)C5(C4(CC(C(C5)O)O)C)O)C)O)O)O 522.60 unknown https://doi.org/10.1016/0040-4020(95)00767-3
https://doi.org/10.1016/0040-4020(96)00536-4
https://doi.org/10.1246/CL.1982.1313
4-[3-Hydroxy-2-oxo-3-(2,3,5,12,14-pentahydroxy-10,13-dimethyl-6-oxo-1,2,3,4,9,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl)butyl]-3-methyloxolan-2-one 163029197 Click to see CC1C(COC1=O)CC(=O)C(C)(C2CCC3(C2(C(CC4C3=CC(=O)C5(C4(CC(C(C5)O)O)C)O)O)C)O)O 536.60 unknown https://doi.org/10.1016/0040-4020(95)00767-3
> Lipids and lipid-like molecules / Steroids and steroid derivatives / Bile acids, alcohols and derivatives / Hydroxy bile acids, alcohols and derivatives / Monohydroxy bile acids, alcohols and derivatives
16-Hydroxy-24-methylidene-3-oxolanosta-7,9(11)-dien-21-oic acid 44152250 Click to see CC(C)C(=C)CCC(C1C(CC2(C1(CC=C3C2=CCC4C3(CCC(=O)C4(C)C)C)C)C)O)C(=O)O 482.70 unknown via CMAUP database
> Lipids and lipid-like molecules / Steroids and steroid derivatives / Bile acids, alcohols and derivatives / Hydroxy bile acids, alcohols and derivatives / Pentahydroxy bile acids, alcohols and derivatives
(3S,4S)-4-[(2R,3R)-2,3-dihydroxy-3-[(2S,3R,5R,9R,10R,13R,14S,17S)-2,3,14-trihydroxy-10,13-dimethyl-6-oxo-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]butyl]-3-methyloxolan-2-one 14693886 Click to see CC1C(COC1=O)CC(C(C)(C2CCC3(C2(CCC4C3=CC(=O)C5C4(CC(C(C5)O)O)C)C)O)O)O 506.60 unknown https://doi.org/10.1016/S0031-9422(00)94988-4
https://doi.org/10.1016/S0021-9673(01)89391-2
https://doi.org/10.1016/S0031-9422(00)90461-8
https://doi.org/10.1016/0031-9422(92)83112-C
https://doi.org/10.1016/0040-4020(95)00767-3
https://doi.org/10.1016/S0031-9422(00)97527-7
https://doi.org/10.1039/CC9960002063
https://doi.org/10.1016/0040-4020(96)00536-4
https://doi.org/10.1246/CL.1982.1313
(3S,4S)-4-[(2R,3R)-2,3-dihydroxy-3-[(2S,3S,5R,9R,10R,13R,14S,17S)-2,3,14-trihydroxy-10,13-dimethyl-6-oxo-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]butyl]-3-methyloxolan-2-one 162948022 Click to see CC1C(COC1=O)CC(C(C)(C2CCC3(C2(CCC4C3=CC(=O)C5C4(CC(C(C5)O)O)C)C)O)O)O 506.60 unknown https://doi.org/10.1246/CL.1982.1313
(3S,4S)-4-[(3R)-3-hydroxy-2-oxo-3-[(2S,3R,5R,9R,10R,12R,13S,14R,17S)-2,3,12,14-tetrahydroxy-10,13-dimethyl-6-oxo-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]butyl]-3-methyloxolan-2-one 162982727 Click to see CC1C(COC1=O)CC(=O)C(C)(C2CCC3(C2(C(CC4C3=CC(=O)C5C4(CC(C(C5)O)O)C)O)C)O)O 520.60 unknown https://doi.org/10.1016/0040-4020(95)00767-3
[5,6-dihydroxy-2-methyl-6-(2,3,14-trihydroxy-10,13-dimethyl-6-oxo-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl)heptan-2-yl] acetate 538673 Click to see CC(=O)OC(C)(C)CCC(C(C)(C1CCC2(C1(CCC3C2=CC(=O)C4C3(CC(C(C4)O)O)C)C)O)O)O 522.70 unknown https://doi.org/10.1007/BF02323288
2-Hydroxyecdysone 129723467 Click to see CC(C1CCC2(C1(CCC3C2=CC(=O)C4C3(CC(C(C4)O)(O)O)C)C)O)C(CCC(C)(C)O)O 480.60 unknown https://doi.org/10.1039/C39940001761
20-Hydroxyecdysone 22-acetate 15607741 Click to see CC(=O)OC(CCC(C)(C)O)C(C)(C1CCC2(C1(CCC3C2=CC(=O)C4C3(CC(C(C4)O)O)C)C)O)O 522.70 unknown https://doi.org/10.1007/BF02323288
3-O-Acetyl-20-hydroxyecdysone 10951463 Click to see CC(=O)OC1CC2C(=O)C=C3C(C2(CC1O)C)CCC4(C3(CCC4C(C)(C(CCC(C)(C)O)O)O)O)C 522.70 unknown https://doi.org/10.1248/CPB.59.1065
4-[3-hydroxy-2-oxo-3-(2,3,12,14-tetrahydroxy-10,13-dimethyl-6-oxo-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl)butyl]-3-methyloxolan-2-one 162982726 Click to see CC1C(COC1=O)CC(=O)C(C)(C2CCC3(C2(C(CC4C3=CC(=O)C5C4(CC(C(C5)O)O)C)O)C)O)O 520.60 unknown https://doi.org/10.1016/0040-4020(95)00767-3
Cholest-7-en-6-one, 3-(acetyloxy)-2,14,20,22,25-pentahydroxy-,(2b,3b,5b,22R)- 14132252 Click to see CC(=O)OC1CC2C(=O)C=C3C(C2(CC1O)C)CCC4(C3(CCC4C(C)(C(CCC(C)(C)O)O)O)O)C 522.70 unknown https://doi.org/10.1248/CPB.59.1065
Ecdysone 19212 Click to see CC(C1CCC2(C1(CCC3C2=CC(=O)C4C3(CC(C(C4)O)O)C)C)O)C(CCC(C)(C)O)O 464.60 unknown https://doi.org/10.1016/0031-9422(92)83112-C
Viticosterone E 11226211 Click to see CC(=O)OC(C)(C)CCC(C(C)(C1CCC2(C1(CCC3C2=CC(=O)C4C3(CC(C(C4)O)O)C)C)O)O)O 522.70 unknown https://doi.org/10.1007/BF02323288
> Lipids and lipid-like molecules / Steroids and steroid derivatives / Cholestane steroids / Cholesterols and derivatives
2,15-Dimethyl-14-(6-methylheptan-2-yl)tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-5-ol 304 Click to see CC(C)CCCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C 386.70 unknown https://doi.org/10.1016/S0040-4039(97)00433-4
https://doi.org/10.1016/0031-9422(95)00766-0
Cholesterol 5997 Click to see CC(C)CCCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C 386.70 unknown https://doi.org/10.1248/CPB.45.944
https://doi.org/10.1016/0031-9422(95)00766-0
https://doi.org/10.1016/S0040-4039(97)00433-4
> Lipids and lipid-like molecules / Steroids and steroid derivatives / Cycloartanols and derivatives
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 via CMAUP database
Cycloartenol 92110 Click to see CC(CCC=C(C)C)C1CCC2(C1(CCC34C2CCC5C3(C4)CCC(C5(C)C)O)C)C 426.70 unknown via CMAUP database
> Lipids and lipid-like molecules / Steroids and steroid derivatives / Ergostane steroids / Ergosterols and derivatives
[1,3,11-trihydroxy-10-methyl-17-(6-methyl-5-methylideneheptan-2-yl)-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-13-yl]methyl acetate 73999895 Click to see CC(C)C(=C)CCC(C)C1CCC2C1(CC(C3C2CCC4C3(C(CC(C4)O)O)C)O)COC(=O)C 490.70 unknown https://doi.org/10.1016/0040-4020(95)00767-3
https://doi.org/10.1016/0040-4020(96)00536-4
https://doi.org/10.1016/S0031-9422(00)94988-4
https://doi.org/10.1016/S0031-9422(00)97527-7
22,23-Dihydrobrassicasterol 5283637 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(95)00766-0
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(95)00766-0
Codisterol 13833114 Click to see CC(CCC(C)C(=C)C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C 398.70 unknown https://doi.org/10.1016/0031-9422(95)00766-0
> Lipids and lipid-like molecules / Steroids and steroid derivatives / Pregnane steroids / Gluco/mineralocorticoids, progestogins and derivatives
[(3R,5S,8S,9S,10S,11R,13R,14S,17R)-17-ethenyl-3-hydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-11-yl] acetate 25180961 Click to see CC(=O)OC1CC2(C(CCC2C3C1C4(CCC(CC4CC3)O)C)C=C)C 360.50 unknown https://doi.org/10.1016/S0031-9422(01)00172-8
> Lipids and lipid-like molecules / Steroids and steroid derivatives / Steroid lactones / Withanolides and derivatives
(2R)-4-[(1R)-1-hydroxyethyl]-2-[(1R)-1-hydroxy-1-[(2S,3R,5R,9R,10R,13R,14S,17S)-2,3,14-trihydroxy-10,13-dimethyl-6-oxo-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]ethyl]-5-methyl-2,3-dihydropyran-6-one 152754669 Click to see CC1=C(CC(OC1=O)C(C)(C2CCC3(C2(CCC4C3=CC(=O)C5C4(CC(C(C5)O)O)C)C)O)O)C(C)O 518.60 unknown https://doi.org/10.1021/NP800708G
(2S,3R,5R,9R,10R,13R,14R,17S)-17-[1-(4-ethyl-5-methyl-6-oxo-2,3-dihydropyran-2-yl)-1-hydroxyethyl]-2,3,14-trihydroxy-10,13-dimethyl-1,2,3,4,5,9,11,15,16,17-decahydrocyclopenta[a]phenanthrene-6,12-dione 5316990 Click to see CCC1=C(C(=O)OC(C1)C(C)(C2CCC3(C2(C(=O)CC4C3=CC(=O)C5C4(CC(C(C5)O)O)C)C)O)O)C 516.60 unknown via CMAUP database
(2S,3S,5R,9R,10R,13R,14R,17S)-17-[(1R)-1-[(2R)-4-ethyl-5-methyl-6-oxo-2,3-dihydropyran-2-yl]-1-hydroxyethyl]-2,3,14-trihydroxy-10,13-dimethyl-1,2,3,4,5,9,11,15,16,17-decahydrocyclopenta[a]phenanthrene-6,12-dione 163078559 Click to see CCC1=C(C(=O)OC(C1)C(C)(C2CCC3(C2(C(=O)CC4C3=CC(=O)C5C4(CC(C(C5)O)O)C)C)O)O)C 516.60 unknown https://doi.org/10.1246/CL.1982.1313
(2S,5R,9R,10R,13R,14R,17S)-17-[(1R)-1-[(2R)-4-ethyl-5-methyl-6-oxo-2,3-dihydropyran-2-yl]-1-hydroxyethyl]-2,14-dihydroxy-10,13-dimethyl-2,4,5,9,11,15,16,17-octahydro-1H-cyclopenta[a]phenanthrene-3,6,12-trione 163081660 Click to see CCC1=C(C(=O)OC(C1)C(C)(C2CCC3(C2(C(=O)CC4C3=CC(=O)C5C4(CC(C(=O)C5)O)C)C)O)O)C 514.60 unknown https://doi.org/10.1016/0040-4020(96)00536-4
(3R,4S,6R)-4-(2-hydroxyethyl)-6-[(1R)-1-hydroxy-1-[(2S,3R,5R,9R,10R,13R,14S,17S)-2,3,14-trihydroxy-10,13-dimethyl-6-oxo-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]ethyl]-3-methyloxan-2-one 162959785 Click to see CC1C(CC(OC1=O)C(C)(C2CCC3(C2(CCC4C3=CC(=O)C5C4(CC(C(C5)O)O)C)C)O)O)CCO 520.70 unknown https://doi.org/10.1016/0040-4020(96)00536-4
(3R,5R,9R,10R,13R,14R,17S)-17-[(1R)-1-[(2R)-4-ethyl-5-methyl-6-oxo-2,3-dihydropyran-2-yl]-1-hydroxyethyl]-3,14-dihydroxy-10,13-dimethyl-3,4,5,9,11,15,16,17-octahydro-1H-cyclopenta[a]phenanthrene-2,6,12-trione 163185497 Click to see CCC1=C(C(=O)OC(C1)C(C)(C2CCC3(C2(C(=O)CC4C3=CC(=O)C5C4(CC(=O)C(C5)O)C)C)O)O)C 514.60 unknown https://doi.org/10.1016/0040-4020(96)00536-4
(3S,4R,5R)-5-[(1R,2R)-1,2-dihydroxy-2-[(2S,3R,5R,9R,10R,13R,14S,17S)-2,3,14-trihydroxy-10,13-dimethyl-6-oxo-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]propyl]-4-ethyl-3-methyloxolan-2-one 102394044 Click to see CCC1C(C(=O)OC1C(C(C)(C2CCC3(C2(CCC4C3=CC(=O)C5C4(CC(C(C5)O)O)C)C)O)O)O)C 520.70 unknown https://doi.org/10.1021/NP800708G
(3S,4R,5S)-5-[(1R,2R)-1,2-dihydroxy-2-[(2S,3R,5R,9R,10R,13R,14S,17S)-2,3,14-trihydroxy-10,13-dimethyl-6-oxo-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]propyl]-4-ethyl-4-hydroxy-3-methyloxolan-2-one 163012584 Click to see CCC1(C(C(=O)OC1C(C(C)(C2CCC3(C2(CCC4C3=CC(=O)C5C4(CC(C(C5)O)O)C)C)O)O)O)C)O 536.70 unknown https://doi.org/10.1021/NP800708G
(3S,4S,5R)-5-[(1R,2R)-1,2-dihydroxy-2-[(2S,3R,5R,9R,10R,13R,14S,17S)-2,3,14-trihydroxy-10,13-dimethyl-6-oxo-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]propyl]-4-ethyl-3-methyloxolan-2-one 44140280 Click to see CCC1C(C(=O)OC1C(C(C)(C2CCC3(C2(CCC4C3=CC(=O)C5C4(CC(C(C5)O)O)C)C)O)O)O)C 520.70 unknown https://doi.org/10.1021/NP800708G
17-[1-(4-ethyl-5-methyl-6-oxo-2,3-dihydropyran-2-yl)-1-hydroxyethyl]-2,14-dihydroxy-10,13-dimethyl-2,4,5,9,11,15,16,17-octahydro-1H-cyclopenta[a]phenanthrene-3,6,12-trione 72778368 Click to see CCC1=C(C(=O)OC(C1)C(C)(C2CCC3(C2(C(=O)CC4C3=CC(=O)C5C4(CC(C(=O)C5)O)C)C)O)O)C 514.60 unknown https://doi.org/10.1016/0040-4020(96)00536-4
17-[1-(4-Ethyl-5-methyl-6-oxo-2,3-dihydropyran-2-yl)-1-hydroxyethyl]-2,3,14-trihydroxy-10,13-dimethyl-1,2,3,4,5,9,11,15,16,17-decahydrocyclopenta[a]phenanthrene-6,12-dione 4482422 Click to see CCC1=C(C(=O)OC(C1)C(C)(C2CCC3(C2(C(=O)CC4C3=CC(=O)C5C4(CC(C(C5)O)O)C)C)O)O)C 516.60 unknown https://doi.org/10.1016/0040-4020(95)00767-3
https://doi.org/10.1016/0040-4020(96)00536-4
https://doi.org/10.1248/CPB.59.1065
https://doi.org/10.1246/CL.1982.1313
17-[1-(4-ethyl-5-methyl-6-oxo-2,3-dihydropyran-2-yl)-1-hydroxyethyl]-3,14-dihydroxy-10,13-dimethyl-3,4,5,9,11,15,16,17-octahydro-1H-cyclopenta[a]phenanthrene-2,6,12-trione 85422477 Click to see CCC1=C(C(=O)OC(C1)C(C)(C2CCC3(C2(C(=O)CC4C3=CC(=O)C5C4(CC(=O)C(C5)O)C)C)O)O)C 514.60 unknown https://doi.org/10.1016/0040-4020(96)00536-4
4-(1-hydroxyethyl)-2-[1-hydroxy-1-(2,3,14-trihydroxy-10,13-dimethyl-6-oxo-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl)ethyl]-5-methyl-2,3-dihydropyran-6-one 162998998 Click to see CC1=C(CC(OC1=O)C(C)(C2CCC3(C2(CCC4C3=CC(=O)C5C4(CC(C(C5)O)O)C)C)O)O)C(C)O 518.60 unknown https://doi.org/10.1021/NP800708G
4-(2-hydroxyethyl)-6-[1-hydroxy-1-(2,3,14-trihydroxy-10,13-dimethyl-6-oxo-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl)ethyl]-3-methyloxan-2-one 72748997 Click to see CC1C(CC(OC1=O)C(C)(C2CCC3(C2(CCC4C3=CC(=O)C5C4(CC(C(C5)O)O)C)C)O)O)CCO 520.70 unknown https://doi.org/10.1016/0040-4020(96)00536-4
5-[1,2-dihydroxy-2-(2,3,14-trihydroxy-10,13-dimethyl-6-oxo-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl)propyl]-4-ethyl-3-methyloxolan-2-one 74932719 Click to see CCC1C(C(=O)OC1C(C(C)(C2CCC3(C2(CCC4C3=CC(=O)C5C4(CC(C(C5)O)O)C)C)O)O)O)C 520.70 unknown https://doi.org/10.1021/NP800708G
5-[1,2-dihydroxy-2-(2,3,14-trihydroxy-10,13-dimethyl-6-oxo-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl)propyl]-4-ethyl-4-hydroxy-3-methyloxolan-2-one 74932721 Click to see CCC1(C(C(=O)OC1C(C(C)(C2CCC3(C2(CCC4C3=CC(=O)C5C4(CC(C(C5)O)O)C)C)O)O)O)C)O 536.70 unknown https://doi.org/10.1021/NP800708G
Ajugalactone 181744 Click to see CCC1=C(C(=O)OC(C1)C(C)(C2CCC3(C2(C(=O)CC4C3=CC(=O)C5C4(CC(C(C5)O)O)C)C)O)O)C 516.60 unknown https://doi.org/10.1016/S0031-9422(00)94988-4
https://doi.org/10.1016/S0021-9673(01)89391-2
https://doi.org/10.1248/CPB.59.1065
https://doi.org/10.1016/0031-9422(92)83112-C
https://doi.org/10.1016/S0021-9673(01)88168-1
https://doi.org/10.1016/0040-4020(95)00767-3
https://doi.org/10.1016/S0031-9422(00)97527-7
https://doi.org/10.1016/0040-4020(96)00536-4
https://doi.org/10.1246/CL.1982.1313
> Lipids and lipid-like molecules / Steroids and steroid derivatives / Steroidal glycosides / Steroidal saponins
Methylprotogracillin 171348 Click to see CC1C2C(CC3C2(CCC4C3CC=C5C4(CCC(C5)OC6C(C(C(C(O6)CO)O)OC7C(C(C(C(O7)CO)O)O)O)OC8C(C(C(C(O8)C)O)O)O)C)C)OC1(CCC(C)COC9C(C(C(C(O9)CO)O)O)O)OC 1079.20 unknown https://doi.org/10.1007/BF02323288
> Lipids and lipid-like molecules / Steroids and steroid derivatives / Stigmastanes and derivatives
(2S,3R,5R,9R,10R,13R,14S,17S)-17-[5-ethyl-2,3-dihydroxy-6-(hydroxymethyl)hept-6-en-2-yl]-2,3,14-trihydroxy-10,13-dimethyl-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one 24984734 Click to see CCC(CC(C(C)(C1CCC2(C1(CCC3C2=CC(=O)C4C3(CC(C(C4)O)O)C)C)O)O)O)C(=C)CO 506.70 unknown https://doi.org/10.1016/S0031-9422(00)97527-7
(3S,8S,9S,10R,13R,14S,17R)-17-[(2S,3E,5S)-5-ethyl-6-methylhepta-3,6-dien-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol 162979738 Click to see CCC(C=CC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C)C(=C)C 410.70 unknown https://doi.org/10.1246/CL.1982.1313
(8S,9R,10R,13R,14S)-17-(5-ethyl-6-methylhepta-3,6-dien-2-yl)-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol 138113827 Click to see CCC(C=CC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C)C(=C)C 410.70 unknown https://doi.org/10.1016/0031-9422(95)00766-0
17-(5-ethyl-6-methylhepta-3,6-dien-2-yl)-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol 73200193 Click to see CCC(C=CC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C)C(=C)C 410.70 unknown https://doi.org/10.1016/0031-9422(95)00766-0
https://doi.org/10.1246/CL.1982.1313
22-Dehydroclerosterol 15608667 Click to see CCC(C=CC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C)C(=C)C 410.70 unknown https://doi.org/10.1016/0031-9422(95)00766-0
5,25-Stigmastadienol 286499 Click to see CCC(CCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C)C(=C)C 412.70 unknown https://doi.org/10.1246/CL.1982.1313
https://doi.org/10.1016/0031-9422(95)00766-0
Clerosterol 5283638 Click to see CCC(CCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C)C(=C)C 412.70 unknown https://doi.org/10.1246/CL.1982.1313
https://doi.org/10.1016/0031-9422(95)00766-0
> Organic acids and derivatives / Carboxylic acids and derivatives / Amino acids, peptides, and analogues / Peptides
Trichorovin-Ia 139588343 Click to see CC(C)CC(C(=O)NC(CC(C)C)C(=O)NC(C)(C)C(=O)N1CCCC1C(=O)NC(CO)C(C)C)NC(=O)C2CCCN2C(=O)C(C)(C)NC(=O)C(CC(C)C)NC(=O)C(C(C)C)NC(=O)C(CC(=O)N)NC(=O)C(C)(C)NC(=O)C 1147.40 unknown https://doi.org/10.1016/0040-4020(95)00767-3
https://doi.org/10.1016/0040-4020(96)00536-4
https://doi.org/10.1246/CL.1982.1313
> Organic acids and derivatives / Carboxylic acids and derivatives / Tetracarboxylic acids and derivatives
[(1R,2R,4aR,5S,6R,8S,8aR)-8-acetyloxy-8a-(acetyloxymethyl)-5,6-dimethyl-4-oxo-5-[2-(5-oxo-2H-furan-3-yl)ethyl]spiro[2,3,4a,6,7,8-hexahydronaphthalene-1,2'-oxirane]-2-yl] (2R)-2-methylbutanoate 163016529 Click to see CCC(C)C(=O)OC1CC(=O)C2C(C(CC(C2(C13CO3)COC(=O)C)OC(=O)C)C)(C)CCC4=CC(=O)OC4 548.60 unknown https://doi.org/10.1246/CL.1981.1093
[(1R,2S,3R,4S,4aR,5S,6R,8S,8aR)-5-[(3aR,5S,6aS)-2,3,3a,4,5,6a-hexahydrofuro[2,3-b]furan-5-yl]-3,8-diacetyloxy-8a-(acetyloxymethyl)-4-hydroxy-5,6-dimethylspiro[3,4,4a,6,7,8-hexahydro-2H-naphthalene-1,2'-oxirane]-2-yl] (2S)-2-methylbutanoate 163003888 Click to see CCC(C)C(=O)OC1C(C(C2C(C(CC(C2(C13CO3)COC(=O)C)OC(=O)C)C)(C)C4CC5CCOC5O4)O)OC(=O)C 610.70 unknown https://doi.org/10.1016/S0031-9422(98)00445-2
[(1R,2S,3R,4S,4aR,5S,6R,8S,8aR)-5-[(3aR,6aS)-2,3,3a,4,5,6a-hexahydrofuro[2,3-b]furan-5-yl]-3,8-diacetyloxy-8a-(acetyloxymethyl)-4-hydroxy-5,6-dimethylspiro[3,4,4a,6,7,8-hexahydro-2H-naphthalene-1,2'-oxirane]-2-yl] 2-methylbutanoate 100955944 Click to see CCC(C)C(=O)OC1C(C(C2C(C(CC(C2(C13CO3)COC(=O)C)OC(=O)C)C)(C)C4CC5CCOC5O4)O)OC(=O)C 610.70 unknown https://doi.org/10.1016/S0031-9422(98)00445-2
[(1R,4aR,5S,6R,8S,8aR)-8-acetyloxy-8a-(acetyloxymethyl)-5,6-dimethyl-4-oxo-5-[2-(5-oxo-2H-furan-3-yl)ethyl]spiro[2,3,4a,6,7,8-hexahydronaphthalene-1,2'-oxirane]-2-yl] (2S)-2-methylbutanoate 157531 Click to see CCC(C)C(=O)OC1CC(=O)C2C(C(CC(C2(C13CO3)COC(=O)C)OC(=O)C)C)(C)CCC4=CC(=O)OC4 548.60 unknown https://doi.org/10.1002/1099-1565(200101/02)12:1<73::AID-PCA561>3.0.CO;2-8
https://doi.org/10.1016/S0305-1978(03)00160-1
[(1S)-2-[(1S,2R,4S,4aR,5R,6R,8aR)-4-acetyloxy-4a-(acetyloxymethyl)-6-hydroxy-1,2-dimethylspiro[3,4,6,7,8,8a-hexahydro-2H-naphthalene-5,2'-oxirane]-1-yl]-1-(5-oxo-2H-furan-3-yl)ethyl] (2R)-2-methylbutanoate 162978578 Click to see CCC(C)C(=O)OC(CC1(C(CC(C2(C1CCC(C23CO3)O)COC(=O)C)OC(=O)C)C)C)C4=CC(=O)OC4 550.60 unknown https://doi.org/10.1016/S0031-9422(97)00706-1
[2-[4-acetyloxy-4a-(acetyloxymethyl)-6-hydroxy-1,2-dimethylspiro[3,4,6,7,8,8a-hexahydro-2H-naphthalene-5,2'-oxirane]-1-yl]-1-(5-oxo-2H-furan-3-yl)ethyl] 2-methylbutanoate 85277748 Click to see CCC(C)C(=O)OC(CC1(C(CC(C2(C1CCC(C23CO3)O)COC(=O)C)OC(=O)C)C)C)C4=CC(=O)OC4 550.60 unknown https://doi.org/10.1016/S0031-9422(97)00706-1
[8-acetyloxy-8a-(acetyloxymethyl)-5,6-dimethyl-4-oxo-5-[2-(5-oxo-2H-furan-3-yl)ethyl]spiro[2,3,4a,6,7,8-hexahydronaphthalene-1,2'-oxirane]-2-yl] 2-methylbutanoate 5251264 Click to see CCC(C)C(=O)OC1CC(=O)C2C(C(CC(C2(C13CO3)COC(=O)C)OC(=O)C)C)(C)CCC4=CC(=O)OC4 548.60 unknown https://doi.org/10.1246/CL.1981.1093
Ajugareptansone A 21123571 Click to see CCC(C)C(=O)OC1CC(=O)C2C(C(CC(C2(C13CO3)COC(=O)C)OC(=O)C)C)(C)CCC4=CC(=O)OC4 548.60 unknown https://doi.org/10.1002/1099-1565(200101/02)12:1<73::AID-PCA561>3.0.CO;2-8
https://doi.org/10.1016/S0305-1978(03)00160-1
Ajugareptone 76312393 Click to see CCC(C)C(=O)OC(CC1(C(CC(C2(C1C(=O)CC(C23CO3)O)COC(=O)C)OC(=O)C)C)C)C4=CC(=O)OC4 564.60 unknown https://doi.org/10.1016/S0305-1978(03)00160-1
> Organic acids and derivatives / Carboxylic acids and derivatives / Tricarboxylic acids and derivatives
(-)-Ajugachin A 183007 Click to see CC1CC(C2(C(C1(C)C3CC4C=COC4O3)CC(C(C25CO5)OC(=O)C(C)C)O)COC(=O)C)OC(=O)C 536.60 unknown https://doi.org/10.1016/S0031-9422(98)00445-2
[(1R,2S,3R,4aR,5S,6R,8S,8aR)-5-[(3aR,5R,6aS)-3a,4,5,6a-tetrahydrofuro[2,3-b]furan-5-yl]-8-acetyloxy-8a-(acetyloxymethyl)-3-hydroxy-5,6-dimethylspiro[3,4,4a,6,7,8-hexahydro-2H-naphthalene-1,2'-oxirane]-2-yl] 2-methylpropanoate 163008065 Click to see CC1CC(C2(C(C1(C)C3CC4C=COC4O3)CC(C(C25CO5)OC(=O)C(C)C)O)COC(=O)C)OC(=O)C 536.60 unknown https://doi.org/10.1016/S0031-9422(98)00445-2
[(1R,3S,4R,4aR,5S,7R,8S,8aR)-8-[(3aR,5R,6aS)-2,3,3a,4,5,6a-hexahydrofuro[2,3-b]furan-5-yl]-5-acetyloxy-4a-(acetyloxymethyl)-3-hydroxy-7,8-dimethylspiro[2,3,5,6,7,8a-hexahydro-1H-naphthalene-4,2'-oxirane]-1-yl] (2R)-2-methylbutanoate 163189438 Click to see CCC(C)C(=O)OC1CC(C2(CO2)C3(C1C(C(CC3OC(=O)C)C)(C)C4CC5CCOC5O4)COC(=O)C)O 552.70 unknown https://doi.org/10.1016/S0040-4039(01)93631-7
https://doi.org/10.1016/S0031-9422(97)00706-1
[(1R,3S,4R,4aR,5S,7R,8S,8aR)-8-[(3aR,5S,6aS)-2,3,3a,4,5,6a-hexahydrofuro[2,3-b]furan-5-yl]-5-acetyloxy-4a-(acetyloxymethyl)-3-hydroxy-7,8-dimethylspiro[2,3,5,6,7,8a-hexahydro-1H-naphthalene-4,2'-oxirane]-1-yl] (2R)-2-methylbutanoate 162979747 Click to see CCC(C)C(=O)OC1CC(C2(CO2)C3(C1C(C(CC3OC(=O)C)C)(C)C4CC5CCOC5O4)COC(=O)C)O 552.70 unknown https://doi.org/10.1016/S0031-9422(98)00445-2
[(1R,3S,4R,4aR,5S,7R,8S,8aR)-8-[(3aR,5S,6aS)-2,3,3a,4,5,6a-hexahydrofuro[2,3-b]furan-5-yl]-5-acetyloxy-4a-(acetyloxymethyl)-3-hydroxy-7,8-dimethylspiro[2,3,5,6,7,8a-hexahydro-1H-naphthalene-4,2'-oxirane]-1-yl] (2S)-2-methylbutanoate 21123465 Click to see CCC(C)C(=O)OC1CC(C2(CO2)C3(C1C(C(CC3OC(=O)C)C)(C)C4CC5CCOC5O4)COC(=O)C)O 552.70 unknown https://doi.org/10.1016/S0031-9422(98)00445-2
https://doi.org/10.1016/S0031-9422(97)00706-1
[(1R,3S,4R,4aR,5S,7R,8S,8aR)-8-[(3aR,5S,6aS)-2,3,3a,4,5,6a-hexahydrofuro[2,3-b]furan-5-yl]-5-acetyloxy-4a-(acetyloxymethyl)-3-hydroxy-7,8-dimethylspiro[2,3,5,6,7,8a-hexahydro-1H-naphthalene-4,2'-oxirane]-1-yl] (E)-2-methylbut-2-enoate 101701110 Click to see CC=C(C)C(=O)OC1CC(C2(CO2)C3(C1C(C(CC3OC(=O)C)C)(C)C4CC5CCOC5O4)COC(=O)C)O 550.60 unknown https://doi.org/10.1016/S0031-9422(98)00445-2
https://doi.org/10.1016/S0031-9422(97)00706-1
[(1R,3S,4R,4aR,5S,7R,8S,8aR)-8-[(3aS,5R,6aS)-3a,4,5,6a-tetrahydrofuro[2,3-b]furan-5-yl]-5-acetyloxy-4a-(acetyloxymethyl)-3-hydroxy-7,8-dimethylspiro[2,3,5,6,7,8a-hexahydro-1H-naphthalene-4,2'-oxirane]-1-yl] (2R)-2-methylbutanoate 162986316 Click to see CCC(C)C(=O)OC1CC(C2(CO2)C3(C1C(C(CC3OC(=O)C)C)(C)C4CC5C=COC5O4)COC(=O)C)O 550.60 unknown https://doi.org/10.1016/S0031-9422(97)00706-1
[(1R,3S,4R,4aR,5S,7R,8S,8aR)-8-[(3aS,5S,6aR)-3a,4,5,6a-tetrahydrofuro[2,3-b]furan-5-yl]-5-acetyloxy-4a-(acetyloxymethyl)-3-hydroxy-7,8-dimethylspiro[2,3,5,6,7,8a-hexahydro-1H-naphthalene-4,2'-oxirane]-1-yl] (2S)-2-methylbutanoate 162986315 Click to see CCC(C)C(=O)OC1CC(C2(CO2)C3(C1C(C(CC3OC(=O)C)C)(C)C4CC5C=COC5O4)COC(=O)C)O 550.60 unknown https://doi.org/10.1016/S0031-9422(97)00706-1
[(1R,3S,4R,4aR,5S,7R,8S,8aR)-8-[(3aS,5S,6aR)-3a,4,5,6a-tetrahydrofuro[2,3-b]furan-5-yl]-5-acetyloxy-4a-(acetyloxymethyl)-3-hydroxy-7,8-dimethylspiro[2,3,5,6,7,8a-hexahydro-1H-naphthalene-4,2'-oxirane]-1-yl] (E)-2-methylbut-2-enoate 163032577 Click to see CC=C(C)C(=O)OC1CC(C2(CO2)C3(C1C(C(CC3OC(=O)C)C)(C)C4CC5C=COC5O4)COC(=O)C)O 548.60 unknown https://doi.org/10.1016/S0031-9422(98)00445-2
[(1S,2S,3S,4R,4aR,5S,7R,8S,8aR)-8-[(3aS,6aS)-3a,4,5,6a-tetrahydrofuro[2,3-b]furan-5-yl]-2,5-diacetyloxy-3-hydroxy-7,8-dimethyl-1-[(E)-2-methylbut-2-enoxy]spiro[2,3,5,6,7,8a-hexahydro-1H-naphthalene-4,2'-oxirane]-4a-yl]methyl acetate 100955945 Click to see CC=C(C)COC1C(C(C2(CO2)C3(C1C(C(CC3OC(=O)C)C)(C)C4CC5C=COC5O4)COC(=O)C)O)OC(=O)C 592.70 unknown https://doi.org/10.1016/S0031-9422(98)00445-2
[(1S,3S,4R,4aR,5S,7R,8S,8aR)-8-[(3aS,5S,6aR)-2,3,3a,4,5,6a-hexahydrofuro[2,3-b]furan-5-yl]-5-acetyloxy-4a-(acetyloxymethyl)-3-hydroxy-7,8-dimethylspiro[2,3,5,6,7,8a-hexahydro-1H-naphthalene-4,2'-oxirane]-1-yl] (2R)-2-methylbutanoate 162979748 Click to see CCC(C)C(=O)OC1CC(C2(CO2)C3(C1C(C(CC3OC(=O)C)C)(C)C4CC5CCOC5O4)COC(=O)C)O 552.70 unknown https://doi.org/10.1246/CL.1981.1093
[(1S,4R,4aR,5S,7R,8S,8aR)-8-[(3aR,5S,6aS)-2,3,3a,4,5,6a-hexahydrofuro[2,3-b]furan-5-yl]-5-acetyloxy-4a-(acetyloxymethyl)-7,8-dimethylspiro[2,3,5,6,7,8a-hexahydro-1H-naphthalene-4,2'-oxirane]-1-yl] 2-methylbutanoate 101619545 Click to see CCC(C)C(=O)OC1CCC2(CO2)C3(C1C(C(CC3OC(=O)C)C)(C)C4CC5CCOC5O4)COC(=O)C 536.70 unknown https://doi.org/10.1002/1099-1565(200101/02)12:1<73::AID-PCA561>3.0.CO;2-8
[4-acetyloxy-1,2-dimethyl-8-oxo-1-[2-(5-oxo-2H-furan-3-yl)ethyl]spiro[2,3,4,8a-tetrahydronaphthalene-5,2'-oxirane]-4a-yl]methyl acetate 5251631 Click to see CC1CC(C2(C(C1(C)CCC3=CC(=O)OC3)C(=O)C=CC24CO4)COC(=O)C)OC(=O)C 446.50 unknown https://doi.org/10.1246/CL.1981.1093
[5-(2,3,3a,4,5,6a-hexahydrofuro[2,3-b]furan-5-yl)-8-acetyloxy-8a-(acetyloxymethyl)-3-hydroxy-5,6-dimethylspiro[3,4,4a,6,7,8-hexahydro-2H-naphthalene-1,2'-oxirane]-2-yl] 2-methylpropanoate 53462657 Click to see CC1CC(C2(C(C1(C)C3CC4CCOC4O3)CC(C(C25CO5)OC(=O)C(C)C)O)COC(=O)C)OC(=O)C 538.60 unknown https://doi.org/10.1016/S0031-9422(98)00445-2
[8-(2,3,3a,4,5,6a-hexahydrofuro[2,3-b]furan-5-yl)-5-acetyloxy-4a-(acetyloxymethyl)-3-hydroxy-7,8-dimethylspiro[2,3,5,6,7,8a-hexahydro-1H-naphthalene-4,2'-oxirane]-1-yl] 2-methylbut-2-enoate 85192627 Click to see CC=C(C)C(=O)OC1CC(C2(CO2)C3(C1C(C(CC3OC(=O)C)C)(C)C4CC5CCOC5O4)COC(=O)C)O 550.60 unknown https://doi.org/10.1016/S0031-9422(98)00445-2
https://doi.org/10.1016/S0031-9422(97)00706-1
[8-(2,3,3a,4,5,6a-hexahydrofuro[2,3-b]furan-5-yl)-5-acetyloxy-4a-(acetyloxymethyl)-3-hydroxy-7,8-dimethylspiro[2,3,5,6,7,8a-hexahydro-1H-naphthalene-4,2'-oxirane]-1-yl] 2-methylbutanoate 53462598 Click to see CCC(C)C(=O)OC1CC(C2(CO2)C3(C1C(C(CC3OC(=O)C)C)(C)C4CC5CCOC5O4)COC(=O)C)O 552.70 unknown https://doi.org/10.1246/CL.1981.1093
https://doi.org/10.1016/S0040-4039(01)93631-7
https://doi.org/10.1016/S0031-9422(97)00706-1
[8-(3a,4,5,6a-tetrahydrofuro[2,3-b]furan-5-yl)-5-acetyloxy-4a-(acetyloxymethyl)-3-hydroxy-7,8-dimethylspiro[2,3,5,6,7,8a-hexahydro-1H-naphthalene-4,2'-oxirane]-1-yl] 2-methylbutanoate 85228089 Click to see CCC(C)C(=O)OC1CC(C2(CO2)C3(C1C(C(CC3OC(=O)C)C)(C)C4CC5C=COC5O4)COC(=O)C)O 550.60 unknown https://doi.org/10.1016/S0031-9422(97)00706-1
Ajubractin D 53355578 Click to see CC1CC(C2(C(C1(C)C3CC4CCOC4O3)CC(C(C25CO5)OC(=O)C(C)C)O)COC(=O)C)OC(=O)C 538.60 unknown https://doi.org/10.1016/S0031-9422(98)00445-2
Ajugachin A 21125464 Click to see CC1CC(C2(C(C1(C)C3CC4C=COC4O3)CC(C(C25CO5)OC(=O)C(C)C)O)COC(=O)C)OC(=O)C 536.60 unknown https://doi.org/10.1016/S0031-9422(98)00445-2
Ajugareptansone B 157530 Click to see CC1CC(C2(C(C1(C)CCC3=CC(=O)OC3)C(=O)C=CC24CO4)COC(=O)C)OC(=O)C 446.50 unknown https://doi.org/10.1246/CL.1981.1093
Ajugavensin A 197434 Click to see CCC(C)C(=O)OC1CCC2(CO2)C3(C1C(C(CC3OC(=O)C)C)(C)C4CC5CCOC5O4)COC(=O)C 536.70 unknown https://doi.org/10.1002/1099-1565(200101/02)12:1<73::AID-PCA561>3.0.CO;2-8
> Organic oxygen compounds / Organooxygen compounds / Carbohydrates and carbohydrate conjugates / Glycosyl compounds / O-glycosyl compounds
(2S,3R,4S,5S,6R)-2-[[(1S,3R,5R,7S,7aS)-5,7-dihydroxy-3-methoxy-7-methyl-3,5,6,7a-tetrahydro-1H-cyclopenta[c]pyran-1-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol 53492930 Click to see CC1(CC(C2=CC(OC(C21)OC3C(C(C(C(O3)CO)O)O)O)OC)O)O 378.37 unknown https://doi.org/10.1248/CPB.59.1065
Methylazoxymethanol glucoside 9572792 Click to see C[N+](=NCOC1C(C(C(C(O1)CO)O)O)O)[O-] 252.22 unknown via CMAUP database
> Organic oxygen compounds / Organooxygen compounds / Ethers / Acetals / Ketals
(5R)-2-[(1Z)-2,4-Hexadiyne-1-ylidene]-1,6-dioxaspiro[4.4]nonane-3-ene 76960595 Click to see CC#CC#CC=C1C=CC2(O1)CCCO2 200.23 unknown via CMAUP database
(5R)-2-[(E)-2,4-Hexadiyne-1-ylidene]-1,6-dioxaspiro[4.4]nona-3-ene 44575220 Click to see CC#CC#CC=C1C=CC2(O1)CCCO2 200.23 unknown via CMAUP database
> Phenylpropanoids and polyketides / Cinnamic acids and derivatives / Hydroxycinnamic acids and derivatives / Hydroxycinnamic acids
p-Coumaric acid 637542 Click to see C1=CC(=CC=C1C=CC(=O)O)O 164.16 unknown https://doi.org/10.1016/S0031-9422(01)00172-8
> Phenylpropanoids and polyketides / Coumarins and derivatives
7-Methoxycoumarin 10748 Click to see COC1=CC2=C(C=C1)C=CC(=O)O2 176.17 unknown via CMAUP database
> Phenylpropanoids and polyketides / Flavonoids / Flavans / Catechins
Cianidanol 9064 Click to see C1C(C(OC2=CC(=CC(=C21)O)O)C3=CC(=C(C=C3)O)O)O 290.27 unknown https://doi.org/10.1016/S0031-9422(01)00172-8
> Phenylpropanoids and polyketides / Flavonoids / Flavonoid glycosides / Anthocyanins / Anthocyanidin-3-O-glycosides
(2R,3S,4R,5R,6S)-2-[(2S,3S,4R,5R,6S)-2-[2-(3,4-dihydroxyphenyl)-7-hydroxy-5-[(1R,2R,3S,4R,5R)-2,3,4-trihydroxy-5-(hydroxymethyl)cyclohexyl]oxychromenylium-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol 5316224 Click to see C1C(C(C(C(C1OC2=CC(=CC3=[O+]C(=C(C=C23)OC4C(C(C(C(O4)CO)O)O)OC5C(C(C(C(O5)CO)O)O)O)C6=CC(=C(C=C6)O)O)O)O)O)O)CO 771.70 unknown https://doi.org/10.1016/S0031-9422(01)00172-8
https://doi.org/10.1016/0031-9422(95)00838-1
(2S,5S)-2-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromenylium-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol 44256715 Click to see C1=CC(=C(C=C1C2=[O+]C3=CC(=CC(=C3C=C2OC4C(C(C(C(O4)CO)O)O)O)O)O)O)O 449.40 unknown https://doi.org/10.1016/S0031-9422(01)00172-8
> Phenylpropanoids and polyketides / Flavonoids / Flavonoid glycosides / Anthocyanins / Anthocyanidin-5-O-glycosides
(2S,3R,4S,5S,6R)-2-[(2S,3R,4S,5S,6S)-4,5-dihydroxy-6-(hydroxymethyl)-2-[7-hydroxy-5-[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2-(3,4,5-trihydroxyphenyl)chromenylium-3-yl]oxyoxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol 163195189 Click to see C1=C(C=C(C(=C1O)O)O)C2=C(C=C3C(=CC(=CC3=[O+]2)O)OC4C(C(C(C(O4)CO)O)O)O)OC5C(C(C(C(O5)CO)O)O)OC6C(C(C(C(O6)CO)O)O)O 789.70 unknown https://doi.org/10.1016/S0031-9422(01)00172-8
Cyanidin 3-sophoroside 5-glucoside 131752380 Click to see C1=CC(=C(C=C1C2=C(C=C3C(=CC(=CC3=[O+]2)O)OC4C(C(C(C(O4)CO)O)O)O)OC5C(C(C(C(O5)CO)O)O)OC6C(C(C(C(O6)CO)O)O)O)O)O 773.70 unknown https://doi.org/10.1016/S0031-9422(01)00172-8
https://doi.org/10.1016/0031-9422(95)00838-1
Cyanidin 3-sophoroside-5-glucoside 87984599 Click to see C1=CC(=C(C=C1C2=C(C=C3C(=CC(=CC3=[O+]2)O)OC4C(C(C(C(O4)CO)O)O)O)OC5C(C(C(C(O5)CO)O)O)OC6C(C(C(C(O6)CO)O)O)O)O)O 773.70 unknown https://doi.org/10.1016/S0031-9422(01)00172-8
Delphinidin 3-sophoroside-5-glucoside 44256892 Click to see C1=C(C=C(C(=C1O)O)O)C2=C(C=C3C(=CC(=CC3=[O+]2)O)OC4C(C(C(C(O4)CO)O)O)O)OC5C(C(C(C(O5)CO)O)O)OC6C(C(C(C(O6)CO)O)O)O 789.70 unknown https://doi.org/10.1016/0031-9422(95)00838-1
> Phenylpropanoids and polyketides / Flavonoids / Flavonoid glycosides / Flavonoid 3-O-p-coumaroyl glycosides
[(2R,3S,4S,5S,6S)-6-[(2S,3S,4S,5S,6S)-4,5-dihydroxy-6-[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyloxymethyl]-2-[7-hydroxy-5-[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2-(3,4,5-trihydroxyphenyl)chromenylium-3-yl]oxyoxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate 163188411 Click to see COC1=C(C=CC(=C1)C=CC(=O)OCC2C(C(C(C(O2)OC3C(C(C(OC3OC4=C([O+]=C5C=C(C=C(C5=C4)OC6C(C(C(C(O6)CO)O)O)O)O)C7=CC(=C(C(=C7)O)O)O)COC(=O)C=CC8=CC(=C(C=C8)O)OC)O)O)O)O)O)O 1142.00 unknown https://doi.org/10.1016/S0031-9422(01)00172-8
3-[[(2R,3R,4S,5R,6S)-6-[3-[(2S,3R,4S,5R,6R)-4,5-dihydroxy-6-[3-(4-hydroxyphenyl)prop-2-enoyloxymethyl]-3-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyloxymethyl]oxan-2-yl]oxyoxan-2-yl]oxy-7-hydroxy-2-(3,4,5-trihydroxyphenyl)chromenylium-5-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-3-oxopropanoic acid 163188122 Click to see COC1=C(C=CC(=C1)C=CC(=O)OCC2C(C(C(C(O2)OC3C(C(C(OC3OC4=C([O+]=C5C=C(C=C(C5=C4)OC6C(C(C(C(O6)COC(=O)CC(=O)O)O)O)O)O)C7=CC(=C(C(=C7)O)O)O)COC(=O)C=CC8=CC=C(C=C8)O)O)O)O)O)O)O 1198.00 unknown https://doi.org/10.1016/S0031-9422(01)00172-8
3-[[(2S,3R,4S,5S,6S)-6-[3-[(2S,3R,4S,5R,6S)-4,5-dihydroxy-6-[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyloxymethyl]-3-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyloxymethyl]oxan-2-yl]oxyoxan-2-yl]oxy-7-hydroxy-2-(3,4,5-trihydroxyphenyl)chromenylium-5-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-3-oxopropanoic acid 163192056 Click to see COC1=C(C=CC(=C1)C=CC(=O)OCC2C(C(C(C(O2)OC3C(C(C(OC3OC4=C([O+]=C5C=C(C=C(C5=C4)OC6C(C(C(C(O6)COC(=O)CC(=O)O)O)O)O)O)C7=CC(=C(C(=C7)O)O)O)COC(=O)C=CC8=CC(=C(C=C8)O)OC)O)O)O)O)O)O 1228.00 unknown https://doi.org/10.1016/S0031-9422(01)00172-8

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