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CHEBI:9143 - silychristin

Default Structure
ChEBI IDCHEBI:9143
ChEBI Namesilychristin
Stars
DefinitionA flavonolignan isolated from Silybum marianum and has been shown to exhibit inhibitory activities against lipoxygenase and prostaglandin synthetase.
Last Modified6 February 2018
DownloadsMolfile
FormulaC25H22O10
Net Charge0
Average Mass482.441
Monoisotopic Mass482.12130
SMILES[H][C@@]1(c2ccc(O)c(OC)c2)Oc2c(O)cc([C@@]3([H])Oc4cc(O)cc(O)c4C(=O)[C@@H]3O)cc2[C@H]1CO
InChIInChI=1S/C25H22O10/c1-33-18-6-10(2-3-15(18)28)23-14(9-26)13-4-11(5-17(30)25(13)35-23)24-22(32)21(31)20-16(29)7-12(27)8-19(20)34-24/h2-8,14,22-24,26-30,32H,9H2,1H3/t14-,22+,23+,24-/m1/s1
InChIKeyBMLIIPOXVWESJG-LMBCONBSSA-N
Roles Classification
Chemical Role:
radical scavenger  A role played by a substance that can react readily with, and thereby eliminate, radicals.
Biological Roles:
lipoxygenase inhibitor  A compound or agent that combines with lipoxygenase and thereby prevents its substrate-enzyme combination with arachidonic acid and the formation of the icosanoid products hydroxyicosatetraenoic acid and various leukotrienes.
prostaglandin antagonist  A compound that inhibits the action of prostaglandins.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application:
prostaglandin antagonist  A compound that inhibits the action of prostaglandins.
ChEBI Ontology
Outgoing Relation(s)
silychristin (CHEBI:9143) has role lipoxygenase inhibitor (CHEBI:35856)
silychristin (CHEBI:9143) has role metabolite (CHEBI:25212)
silychristin (CHEBI:9143) has role prostaglandin antagonist (CHEBI:49023)
silychristin (CHEBI:9143) has role radical scavenger (CHEBI:48578)
silychristin (CHEBI:9143) is a 1-benzofurans (CHEBI:38830)
silychristin (CHEBI:9143) is a aromatic ether (CHEBI:35618)
silychristin (CHEBI:9143) is a flavonolignan (CHEBI:72709)
silychristin (CHEBI:9143) is a polyphenol (CHEBI:26195)
silychristin (CHEBI:9143) is a secondary α-hydroxy ketone (CHEBI:2468)
IUPAC Name 
(2R,3R)-3,5,7-trihydroxy-2-[(2R,3S)-7-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-2,3-dihydro-1-benzofuran-5-yl]-2,3-dihydro-4H-chromen-4-one
INNs  Source
silicristinaChemIDplus
silicristineChemIDplus
silicristinumChemIDplus
Synonym  Source
SilychristinKEGG COMPOUND
Manual XrefsDatabases
C00001004KNApSAcK
C08717KEGG COMPOUND
Registry NumbersSources
Reaxys:6080819Reaxys
CAS:33889-69-9ChemIDplus
CAS:33889-69-9KEGG COMPOUND
Citations