CHEBI:80744 - isosilybin

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ChEBI Name isosilybin
ChEBI ID CHEBI:80744
Definition A flavonolignan isolated from Silybum marianum.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C25H22O10
Net Charge 0
Average Mass 482.43620
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+/m0/s1
InChIKey FDQAOULAVFHKBX-DBMPWETRSA-N
SMILES COc1cc(ccc1O)C1Oc2ccc(cc2OC1CO)[C@H]1Oc2cc(O)cc(O)c2C(=O)[C@@H]1O
Metabolite of Species Details
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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing isosilybin (CHEBI:80744) has role plant metabolite (CHEBI:76924)
isosilybin (CHEBI:80744) is a flavonolignan (CHEBI:72709)
isosilybin (CHEBI:80744) is a guaiacols (CHEBI:134251)
isosilybin (CHEBI:80744) is a polyphenol (CHEBI:26195)
isosilybin (CHEBI:80744) is a secondary α-hydroxy ketone (CHEBI:2468)
IUPAC Name
(2R,3R)-3,5,7-trihydroxy-2-[2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-2,3-dihydro-4H-1-benzopyran-4-one
Manual Xrefs Databases
C00008662 KNApSAcK
C16808 KEGG COMPOUND
HMDB0033322 HMDB
View more database links
Registry Numbers Types Sources
72581-71-6 CAS Registry Number KEGG COMPOUND
8952975 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
24456525 PubMed citation Europe PMC
25708739 PubMed citation Europe PMC
25970128 PubMed citation Europe PMC
Last Modified
06 February 2018