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CHEBI:18152 - myricetin

ChEBI IDCHEBI:18152
ChEBI Namemyricetin
Stars
DefinitionA hexahydroxyflavone that is flavone substituted by hydroxy groups at positions 3, 3', 4', 5, 5' and 7. It has been isolated from the leaves of Myrica rubra and other plants.
Secondary ChEBI IDsCHEBI:7053, CHEBI:14636, CHEBI:44341
Last Modified27 October 2021
DownloadsMolfile
FormulaC15H10O8
Net Charge0
Average Mass318.237
Monoisotopic Mass318.03757
SMILESO=c1c(O)c(-c2cc(O)c(O)c(O)c2)oc2cc(O)cc(O)c12
InChIInChI=1S/C15H10O8/c16-6-3-7(17)11-10(4-6)23-15(14(22)13(11)21)5-1-8(18)12(20)9(19)2-5/h1-4,16-20,22H
InChIKeyIKMDFBPHZNJCSN-UHFFFAOYSA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Morella rubra (ncbitaxon:262757) - PubMed (19407970)
Roles Classification
Chemical Role:
antioxidant  A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
Biological Roles:
cyclooxygenase 1 inhibitor  A cyclooxygenase inhibitor that interferes with the action of cyclooxygenase 1.
food component  A physiological role played by any substance that is distributed in foodstuffs. It includes materials derived from plants or animals, such as vitamins or minerals, as well as environmental contaminants.
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
Applications:
geroprotector  Any compound that supports healthy aging, slows the biological aging process, or extends lifespan.
hypoglycemic agent  A drug which lowers the blood glucose level.
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
myricetin (CHEBI:18152) has role antineoplastic agent (CHEBI:35610)
myricetin (CHEBI:18152) has role antioxidant (CHEBI:22586)
myricetin (CHEBI:18152) has role cyclooxygenase 1 inhibitor (CHEBI:50630)
myricetin (CHEBI:18152) has role food component (CHEBI:78295)
myricetin (CHEBI:18152) has role geroprotector (CHEBI:176497)
myricetin (CHEBI:18152) has role hypoglycemic agent (CHEBI:35526)
myricetin (CHEBI:18152) has role plant metabolite (CHEBI:76924)
myricetin (CHEBI:18152) is a 7-hydroxyflavonol (CHEBI:52267)
myricetin (CHEBI:18152) is a hexahydroxyflavone (CHEBI:24561)
myricetin (CHEBI:18152) is conjugate acid of myricetin(1−) (CHEBI:58395)
Incoming Relation(s)
3,3',4',5'-tetramethylmyricetin (CHEBI:146139) has functional parent myricetin (CHEBI:18152)
3,3',5'-trimethylmyricetin (CHEBI:146132) has functional parent myricetin (CHEBI:18152)
3',5-dihydroxy-3,4',5',7-tetramethoxyflavone (CHEBI:70006) has functional parent myricetin (CHEBI:18152)
3',5,7-trihydroxy-3,4',5'-trimethoxyflavone (CHEBI:70009) has functional parent myricetin (CHEBI:18152)
5,7,3',5'-tetrahydroxy-3,4'-dimethyoxyflavone (CHEBI:70004) has functional parent myricetin (CHEBI:18152)
7-O-methylmyricetin (CHEBI:145786) has functional parent myricetin (CHEBI:18152)
7,3',5'-trimethylmyricetin (CHEBI:146136) has functional parent myricetin (CHEBI:18152)
combretol (CHEBI:70005) has functional parent myricetin (CHEBI:18152)
dihydromyricetin (CHEBI:28917) has functional parent myricetin (CHEBI:18152)
laricitrin (CHEBI:31763) has functional parent myricetin (CHEBI:18152)
myricetin O-glucoside (CHEBI:75812) has functional parent myricetin (CHEBI:18152)
myricetin O-glucuronide (CHEBI:75806) has functional parent myricetin (CHEBI:18152)
myricetin 3-O-[(6-O-trans-4-coumaroyl-β-D-glucosyl)-(1→2)-α-L-rhamnoside] (CHEBI:145788) has functional parent myricetin (CHEBI:18152)
myricetin 3-O-[β-D-glucosyl-(1→2)-α-L-rhamnoside] (CHEBI:145201) has functional parent myricetin (CHEBI:18152)
myricetin 3-O-β-D-galactopyranoside (CHEBI:75815) has functional parent myricetin (CHEBI:18152)
myricetin 3-O-β-L-galactopyranoside (CHEBI:75817) has functional parent myricetin (CHEBI:18152)
myricetin-3-O-arabinofuranoside (CHEBI:69459) has functional parent myricetin (CHEBI:18152)
myricetin-3-O-β-D-xylopyranoside (CHEBI:69458) has functional parent myricetin (CHEBI:18152)
myricitrin (CHEBI:70082) has functional parent myricetin (CHEBI:18152)
syringetin (CHEBI:18215) has functional parent myricetin (CHEBI:18152)
myricetin(1−) (CHEBI:58395) is conjugate base of myricetin (CHEBI:18152)
IUPAC Name 
3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-chromen-4-one
Synonyms  Source
MyricetinKEGG COMPOUND
3,5,7,3',4',5'-HexahydroxyflavoneKEGG COMPOUND
CannabiscetinChemIDplus
MyricetolChemIDplus
3,3',4',5,5',7-HexahydroxyflavoneChemIDplus
Manual XrefsDatabases
C10107KEGG COMPOUND
MYCPDBeChem
LMPK12110001LIPID MAPS
MyricetinWikipedia
DB02375DrugBank
MYRICETINMetaCyc
HMDB0002755HMDB
C00001071KNApSAcK
LSM-2957LINCS
Registry NumbersSources
Reaxys:332331Reaxys
CAS:529-44-2KEGG COMPOUND
CAS:529-44-2ChemIDplus
Citations