diosmetin (CHEBI:4630)

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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

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.

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) diosmetin (CHEBI:4630) is conjugate acid of diosmetin-7-olate (CHEBI:192749)

Incoming	diosmin (CHEBI:4631) has functional parent diosmetin (CHEBI:4630) diosmetin-7-olate (CHEBI:192749) is conjugate base of 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

Last Modified

29 July 2022