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CHEBI:6052 - isorhamnetin

Default Structure
ChEBI IDCHEBI:6052
ChEBI Nameisorhamnetin
Stars
DefinitionA monomethoxyflavone that is quercetin in which the hydroxy group at position 3' is replaced by a methoxy group.
Last Modified4 October 2022
DownloadsMolfile
FormulaC16H12O7
Net Charge0
Average Mass316.265
Monoisotopic Mass316.05830
SMILESCOc1cc(-c2oc3cc(O)cc(O)c3c(=O)c2O)ccc1O
InChIInChI=1S/C16H12O7/c1-22-11-4-7(2-3-9(11)18)16-15(21)14(20)13-10(19)5-8(17)6-12(13)23-16/h2-6,17-19,21H,1H3
InChIKeyIZQSVPBOUDKVDZ-UHFFFAOYSA-N
Wikipedia
Roles Classification
Biological Roles:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
EC 1.14.18.1 (tyrosinase) inhibitor  Any EC 1.14.18.* (oxidoreductase acting on paired donors, miscellaneous compound as one donor, incorporating 1 atom of oxygen) inhibitor that interferes with the action of tyrosinase (monophenol monooxygenase), EC 1.14.18.1, an enzyme that catalyses the oxidation of phenols (such as tyrosine) and is widespread in plants and animals.
Application:
anticoagulant  An agent that prevents blood clotting.
ChEBI Ontology
Outgoing Relation(s)
isorhamnetin (CHEBI:6052) has functional parent quercetin (CHEBI:16243)
isorhamnetin (CHEBI:6052) has role anticoagulant (CHEBI:50249)
isorhamnetin (CHEBI:6052) has role EC 1.14.18.1 (tyrosinase) inhibitor (CHEBI:59997)
isorhamnetin (CHEBI:6052) has role metabolite (CHEBI:25212)
isorhamnetin (CHEBI:6052) is a 7-hydroxyflavonol (CHEBI:52267)
isorhamnetin (CHEBI:6052) is a monomethoxyflavone (CHEBI:25401)
isorhamnetin (CHEBI:6052) is a tetrahydroxyflavone (CHEBI:38684)
isorhamnetin (CHEBI:6052) is conjugate acid of isorhamnetin(1−) (CHEBI:144055)
Incoming Relation(s)
isorhamnetin 3-O-robinobioside (CHEBI:132898) has functional parent isorhamnetin (CHEBI:6052)
isorhamnetin 3-O-α-L-[6''''-p-coumaroyl-β-D-glucopyranosyl-(1→2)-rhamnopyranoside] (CHEBI:66097) has functional parent isorhamnetin (CHEBI:6052)
isorhamnetin 3-O-β-D-galactopyranoside (CHEBI:75751) has functional parent isorhamnetin (CHEBI:6052)
isorhamnetin 3-O-β-D-glucopyranoside (CHEBI:75750) has functional parent isorhamnetin (CHEBI:6052)
isorhamnetin 3-O-β-L-galactopyranoside (CHEBI:75777) has functional parent isorhamnetin (CHEBI:6052)
isorhamnetin 3-O-β-L-glucopyranoside (CHEBI:75758) has functional parent isorhamnetin (CHEBI:6052)
isorhamnetin 4'-O-β-D-glucopyranoside (CHEBI:75783) has functional parent isorhamnetin (CHEBI:6052)
isorhamnetin 4'-O-β-L-glucopyranoside (CHEBI:75778) has functional parent isorhamnetin (CHEBI:6052)
isorhamnetin 7-O-β-D-glucopyranoside (CHEBI:75752) has functional parent isorhamnetin (CHEBI:6052)
isorhamnetin 7-O-β-L-glucopyranoside (CHEBI:75773) has functional parent isorhamnetin (CHEBI:6052)
isorhamnetin(1−) (CHEBI:144055) is conjugate base of isorhamnetin (CHEBI:6052)
IUPAC Name 
3,5,7-trihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4H-chromen-4-one
Synonyms  Source
3,5,7,4'-tetrahydroxy-3'-methoxyflavoneChEBI
3,5,7-trihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4H-benzopyran-4-oneChEBI
3-MethylquercetinKEGG COMPOUND
IsorhamnetinKEGG COMPOUND
IsorhamnetolChemIDplus
Quercetin 3'-methyl etherKEGG COMPOUND
Manual XrefsDatabases
C00004635KNApSAcK
C10084KEGG COMPOUND
CN102614094Patent
CPD-8004MetaCyc
HMDB0002655HMDB
IsorhamnetinWikipedia
LMPK12110002LIPID MAPS
Registry NumbersSources
Reaxys:44723Reaxys
CAS:480-19-3KEGG COMPOUND
CAS:480-19-3ChemIDplus
Citations