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
Lepisorus ussuriensis (ncbitaxon:699700) whole plant (BTO:0001461) PubMed (26569039)
Dracocephalum peregrinum (IPNI:446489-1) - PubMed (31906574)
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:
angiogenesis inhibitor  An agent and endogenous substances that antagonize or inhibit the development of new blood vessels.
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.
cardioprotective agent  Any protective agent that is able to prevent damage to the heart.
vasodilator agent  A drug used to cause dilation of the blood vessels.
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
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
DiosmetinKEGG COMPOUND
Luteolin 4'-methyl etherKEGG COMPOUND
5,7-Dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4-benzopyroneChemIDplus
3',5,7-trihydroxy-4'-methoxyflavoneChEBI
SalinigricoflavonolHMDB
5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4H-1-benzopyran-4-onePDBeChem
Manual XrefsDatabases
C10038KEGG COMPOUND
LMPK12110824LIPID MAPS
DiosmetinWikipedia
HMDB0029676HMDB
US2011201565Patent
KR20080049174Patent
C00001036KNApSAcK
4601DrugCentral
J8DPDBeChem
DB11259DrugBank
CPD-20639MetaCyc
4444931ChemSpider
FDB000861FooDB
Registry NumbersSources
Reaxys:294492Reaxys
CAS:520-34-3KEGG COMPOUND
CAS:520-34-3ChemIDplus
Citations