CHEBI:205528 - isosilybin A

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ChEBI Name isosilybin A
ChEBI ID CHEBI:205528
Stars This entity has been manually annotated by a third party.
Submitter MetaboLights
Supplier Information
Download Molfile XML SDF
Formula C25H22O10
Net Charge 0
Average Mass 482.441
Monoisotopic Mass 482.12130
InChI InChI=1S/C25H22O10/c1-32-17-6-11(2-4-14(17)28)24-20(10-26)33-18-7-12(3-5-16(18)34-24)25-23(31)22(30)21-15(29)8-13(27)9-19(21)35-25/h2-9,20,23-29,31H,10H2,1H3/t20-,23+,24-,25-/m1/s1
InChIKey FDQAOULAVFHKBX-HKTJVKLFSA-N
SMILES [H][C@@]1(OC2=C(O[C@@H]1CO)C=C(C=C2)[C@@]1([H])OC2=C(C(O)=CC(O)=C2)C(=O)[C@@H]1O)C1=CC(OC)=C(O)C=C1
Metabolite of Species Details
Aspergillus iizukae (NCBI:txid41901) See: PubMed
Silybum marianum (NCBI:txid92921) See: PubMed
Roles Classification
Biological Role(s): plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
Aspergillus metabolite
Any fungal metabolite produced during a metabolic reaction in the mould, Aspergillus .
PPARgamma agonist
A PPAR modulator which activates the peroxisome proliferator-activated receptor-gamma.
apoptosis inducer
Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing isosilybin A (CHEBI:205528) has role Aspergillus metabolite (CHEBI:76956)
isosilybin A (CHEBI:205528) has role apoptosis inducer (CHEBI:68495)
isosilybin A (CHEBI:205528) has role plant metabolite (CHEBI:76924)
isosilybin A (CHEBI:205528) has role PPARγ agonist (CHEBI:71554)
isosilybin A (CHEBI:205528) is a flavonolignan (CHEBI:72709)
IUPAC Name
(2R,3R)-3,5,7-trihydroxy-2-[(2R,3R)-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-2,3-dihydro-4H-chromen-4-one
Synonyms Sources
(+)-isosilybin A KNApSAcK
(2R,3R)-3,5,7-trihydroxy-2-[(2R,3R)-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-2,3-dihydro-4H-1-benzopyran-4-one IUPAC
(2R,3R)-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 SUBMITTER
Manual Xrefs Databases
9235077 ChemSpider
C00039453 KNApSAcK
LMPK12140713 LIPID MAPS
View more database links
Citations Waiting for Citations Types Sources
16631762 PubMed citation Europe PMC
17389612 PubMed citation Europe PMC
17764149 PubMed citation Europe PMC
20721970 PubMed citation Europe PMC
23116206 PubMed citation Europe PMC
23461697 PubMed citation Europe PMC
24456525 PubMed citation Europe PMC
24597776 PubMed citation Europe PMC
34318464 PubMed citation Europe PMC
Last Modified
10 November 2023