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CHEBI:80744 - isosilybin

ChEBI IDCHEBI:80744
ChEBI Nameisosilybin
Stars
DefinitionA flavonolignan isolated from Silybum marianum.
Last Modified6 February 2018
DownloadsMolfile
FormulaC25H22O10
Net Charge0
Average Mass482.441
Monoisotopic Mass482.12130
SMILESCOc1cc(C2Oc3ccc([C@H]4Oc5cc(O)cc(O)c5C(=O)[C@@H]4O)cc3OC2CO)ccc1O
InChIInChI=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
InChIKeyFDQAOULAVFHKBX-DBMPWETRSA-N
Species of MetaboliteComponentSourceComments
Silybum marianum (ncbitaxon:92921) - PubMed (24456525)
Roles Classification
Biological Role:
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
ChEBI Ontology
Outgoing Relation(s)
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 XrefsDatabases
C00008662KNApSAcK
C16808KEGG COMPOUND
HMDB0033322HMDB
Registry NumbersSources
Reaxys:8952975Reaxys
CAS:72581-71-6KEGG COMPOUND
Citations