CHEBI:4630 - diosmetin

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ChEBI Name diosmetin
ChEBI ID CHEBI:4630
Definition A monomethoxyflavone that is the 4'-methyl ether derivative of luteolin. It is a natural product isolated from citrus fruits which exhibits a range of pharmacological activities.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C16H12O6
Net Charge 0
Average Mass 300.266
Monoisotopic Mass 300.06339
InChI InChI=1S/C16H12O6/c1-21-13-3-2-8(4-10(13)18)14-7-12(20)16-11(19)5-9(17)6-15(16)22-14/h2-7,17-19H,1H3
InChIKey MBNGWHIJMBWFHU-UHFFFAOYSA-N
SMILES COC1=CC=C(C=C1O)C1=CC(=O)C2=C(O)C=C(O)C=C2O1
Metabolite of Species Details
Dracocephalum peregrinum (IPNI:446489-1) See: PubMed
Lepisorus ussuriensis (NCBI:txid699700) Found in whole plant (BTO:0001461). See: PubMed
Roles Classification
Chemical Role(s): antioxidant
A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
Biological Role(s): plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
tropomyosin-related kinase B receptor agonist
An agonist that binds to and deactivates the tropomyosin-related kinase B (TrkB) receptor, the main signaling receptor of the neurotrophin brain-derived neurotrophic factor (BDNF).
apoptosis inducer
Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
angiogenesis inhibitor
An agent and endogenous substances that antagonize or inhibit the development of new blood vessels.
cardioprotective agent
Any protective agent that is able to prevent damage to the heart.
bone density conservation agent
An agent that inhibits bone resorption and/or favor bone mineralization and bone regeneration. Used to heal bone fractures and to treat bone diseases such as osteopenia and osteoporosis.
anti-inflammatory agent
Any compound that has anti-inflammatory effects.
vasodilator agent
A drug used to cause dilation of the blood vessels.
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ChEBI Ontology
Outgoing diosmetin (CHEBI:4630) has functional parent luteolin (CHEBI:15864)
diosmetin (CHEBI:4630) has role angiogenesis inhibitor (CHEBI:48422)
diosmetin (CHEBI:4630) has role anti-inflammatory agent (CHEBI:67079)
diosmetin (CHEBI:4630) has role antineoplastic agent (CHEBI:35610)
diosmetin (CHEBI:4630) has role antioxidant (CHEBI:22586)
diosmetin (CHEBI:4630) has role apoptosis inducer (CHEBI:68495)
diosmetin (CHEBI:4630) has role bone density conservation agent (CHEBI:50646)
diosmetin (CHEBI:4630) has role cardioprotective agent (CHEBI:77307)
diosmetin (CHEBI:4630) has role plant metabolite (CHEBI:76924)
diosmetin (CHEBI:4630) has role tropomyosin-related kinase B receptor agonist (CHEBI:140489)
diosmetin (CHEBI:4630) has role vasodilator agent (CHEBI:35620)
diosmetin (CHEBI:4630) is a 3'-hydroxyflavonoid (CHEBI:27741)
diosmetin (CHEBI:4630) is a monomethoxyflavone (CHEBI:25401)
diosmetin (CHEBI:4630) is a trihydroxyflavone (CHEBI:27116)
Incoming diosmin (CHEBI:4631) has functional parent diosmetin (CHEBI:4630)
IUPAC Name
5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4H-chromen-4-one
Synonyms Sources
3',5,7-trihydroxy-4'-methoxyflavone ChEBI
5,7-Dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4-benzopyrone ChemIDplus
5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4H-1-benzopyran-4-one PDBeChem
Diosmetin KEGG COMPOUND
Luteolin 4'-methyl ether KEGG COMPOUND
Salinigricoflavonol HMDB
Manual Xrefs Databases
4444931 ChemSpider
4601 DrugCentral
C00001036 KNApSAcK
C10038 KEGG COMPOUND
CPD-20639 MetaCyc
DB11259 DrugBank
Diosmetin Wikipedia
FDB000861 FooDB
HMDB0029676 HMDB
J8D PDBeChem
KR20080049174 Patent
LMPK12110824 LIPID MAPS
US2011201565 Patent
View more database links
Registry Numbers Types Sources
294492 Reaxys Registry Number Reaxys
520-34-3 CAS Registry Number KEGG COMPOUND
520-34-3 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
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Last Modified
08 June 2021