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CHEBI:9138 - silandrin

ChEBI IDCHEBI:9138
ChEBI Namesilandrin
Stars
DefinitionA flavonolignan isolated from milk thistle, Silybum marianum, and has been shown to exhibit hepatoprotective activity.
Last Modified28 July 2014
DownloadsMolfile
FormulaC25H22O9
Net Charge0
Average Mass466.442
Monoisotopic Mass466.12638
SMILES[H][C@@]1(c2ccc3c(c2)O[C@H](CO)[C@@]([H])(c2ccc(O)c(OC)c2)O3)CC(=O)c2c(O)cc(O)cc2O1
InChIInChI=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
InChIKeyCRPGUMMYQABYES-DNVKUUNQSA-N
Roles Classification
Biological Role:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application:
hepatoprotective agent  Any compound that is able to prevent damage to the liver.
ChEBI Ontology
Outgoing Relation(s)
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
(−)-silandrinChEBI
Manual XrefsDatabases
C08600KEGG COMPOUND
HMDB0033325HMDB
LMPK12140414LIPID MAPS
C00001002KNApSAcK
Registry NumbersSources
Reaxys:4772951Reaxys
CAS:70815-32-6KEGG COMPOUND
Citations