CHEBI:4630 - diosmetin

ChEBI IDCHEBI:4630
ChEBI Namediosmetin
Stars
DefinitionA 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.
Last Modified29 July 2022
DownloadsMolfile
FormulaC16H12O6
Net Charge0
Average Mass300.266
Monoisotopic Mass300.06339
SMILESCOc1ccc(-c2cc(=O)c3c(O)cc(O)cc3o2)cc1O
InChIInChI=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
InChIKeyMBNGWHIJMBWFHU-UHFFFAOYSA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Dracocephalum peregrinum (IPNI:446489-1) - PubMed (31906574)
Lepisorus ussuriensis (ncbitaxon:699700) whole plant (BTO:0001461) PubMed (26569039)
Roles Classification
Chemical Role:
antioxidant  A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
Biological Roles:
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).
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
apoptosis inducer  Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
Applications:
anti-inflammatory agent  Any compound that has anti-inflammatory effects.
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.
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
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.
vasodilator agent  A drug used to cause dilation of the blood vessels.
ChEBI Ontology
Outgoing Relation(s)
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 Relation(s)
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  Source
3',5,7-trihydroxy-4'-methoxyflavoneChEBI
5,7-Dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4-benzopyroneChemIDplus
5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4H-1-benzopyran-4-onePDBeChem
DiosmetinKEGG COMPOUND
Luteolin 4'-methyl etherKEGG COMPOUND
SalinigricoflavonolHMDB
Manual XrefsDatabases
4444931ChemSpider
4601DrugCentral
C00001036KNApSAcK
C10038KEGG COMPOUND
CPD-20639MetaCyc
DB11259DrugBank
DiosmetinWikipedia
FDB000861FooDB
HMDB0029676HMDB
J8DPDBeChem
KR20080049174Patent
LMPK12110824LIPID MAPS
US2011201565Patent
Registry NumbersSources
Reaxys:294492Reaxys
CAS:520-34-3ChemIDplus
CAS:520-34-3KEGG COMPOUND
Citations