CHEBI:9143 - silychristin

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ChEBI Name silychristin
ChEBI ID CHEBI:9143
Definition A flavonolignan isolated from Silybum marianum and has been shown to exhibit inhibitory activities against lipoxygenase and prostaglandin synthetase.
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/c1-33-18-6-10(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
InChIKey BMLIIPOXVWESJG-LMBCONBSSA-N
SMILES [H][C@@]1(Oc2cc(O)cc(O)c2C(=O)[C@@H]1O)c1cc(O)c2O[C@]([H])([C@H](CO)c2c1)c1ccc(O)c(OC)c1
Roles Classification
Chemical Role(s): radical scavenger
A role played by a substance that can react readily with, and thereby eliminate, radicals.
Biological Role(s): 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(s): prostaglandin antagonist
A compound that inhibits the action of prostaglandins.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 Sources
silicristina ChemIDplus
silicristine ChemIDplus
silicristinum ChemIDplus
Synonym Source
Silychristin KEGG COMPOUND
Manual Xrefs Databases
C00001004 KNApSAcK
C08717 KEGG COMPOUND
View more database links
Registry Numbers Types Sources
33889-69-9 CAS Registry Number ChemIDplus
6080819 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
118048 PubMed citation Europe PMC
118049 PubMed citation Europe PMC
11933142 PubMed citation Europe PMC
16956731 PubMed citation Europe PMC
23401473 PubMed citation Europe PMC
Last Modified
06 February 2018