CHEBI:9138 - silandrin

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name silandrin
ChEBI ID CHEBI:9138
Definition A flavonolignan isolated from milk thistle, Silybum marianum, and has been shown to exhibit hepatoprotective activity.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C25H22O9
Net Charge 0
Average Mass 466.43680
Monoisotopic Mass 466.12638
InChI InChI=1S/C25H22O9/c1-31-20-7-13(2-4-15(20)28)25-23(11-26)33-21-6-12(3-5-18(21)34-25)19-10-17(30)24-16(29)8-14(27)9-22(24)32-19/h2-9,19,23,25-29H,10-11H2,1H3/t19-,23+,25+/m0/s1
InChIKey CRPGUMMYQABYES-DNVKUUNQSA-N
SMILES [H][C@]1(CC(=O)c2c(O)cc(O)cc2O1)c1ccc2O[C@@]([H])([C@@H](CO)Oc2c1)c1ccc(O)c(OC)c1
Roles Classification
Biological Role(s): metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application(s): hepatoprotective agent
Any compound that is able to prevent damage to the liver.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing silandrin (CHEBI:9138) has role hepatoprotective agent (CHEBI:62868)
silandrin (CHEBI:9138) has role metabolite (CHEBI:25212)
silandrin (CHEBI:9138) is a aromatic ether (CHEBI:35618)
silandrin (CHEBI:9138) is a benzodioxine (CHEBI:64096)
silandrin (CHEBI:9138) is a flavonolignan (CHEBI:72709)
silandrin (CHEBI:9138) is a polyphenol (CHEBI:26195)
IUPAC Name
(2S)-5,7-dihydroxy-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
Synonym Source
(−)-silandrin ChEBI
Manual Xrefs Databases
C00001002 KNApSAcK
C08600 KEGG COMPOUND
HMDB0033325 HMDB
LMPK12140414 LIPID MAPS
View more database links
Registry Numbers Types Sources
4772951 Reaxys Registry Number Reaxys
70815-32-6 CAS Registry Number KEGG COMPOUND
Citations Waiting for Citations Types Sources
17402024 PubMed citation Europe PMC
18366865 PubMed citation Europe PMC
Last Modified
28 July 2014