CHEBI:6052 - isorhamnetin

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ChEBI Name isorhamnetin
ChEBI ID CHEBI:6052
Definition A monomethoxyflavone that is quercetin in which the hydroxy group at position 3' is replaced by a methoxy group.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C16H12O7
Net Charge 0
Average Mass 316.26230
Monoisotopic Mass 316.05830
InChI InChI=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
InChIKey IZQSVPBOUDKVDZ-UHFFFAOYSA-N
SMILES COc1cc(ccc1O)-c1oc2cc(O)cc(O)c2c(=O)c1O
Roles Classification
Biological Role(s): 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.
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application(s): anticoagulant
An agent that prevents blood clotting.
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ChEBI Ontology
Outgoing 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 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 3-O-robinobioside (CHEBI:132898) 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 Sources
3,5,7,4'-tetrahydroxy-3'-methoxyflavone ChEBI
3,5,7-trihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4H-benzopyran-4-one ChEBI
3-Methylquercetin KEGG COMPOUND
Isorhamnetin KEGG COMPOUND
Isorhamnetol ChemIDplus
Quercetin 3'-methyl ether KEGG COMPOUND
Manual Xrefs Databases
C00004635 KNApSAcK
C10084 KEGG COMPOUND
CN102614094 Patent
CPD-8004 MetaCyc
HMDB0002655 HMDB
Isorhamnetin Wikipedia
LMPK12110002 LIPID MAPS
View more database links
Registry Numbers Types Sources
44723 Reaxys Registry Number Reaxys
480-19-3 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
21948481 PubMed citation Europe PMC
22790928 PubMed citation Europe PMC
23391847 PubMed citation Europe PMC
23417281 PubMed citation Europe PMC
23441850 PubMed citation Europe PMC
Last Modified
30 January 2017