EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:70082 - myricitrin

ChEBI IDCHEBI:70082
ChEBI Namemyricitrin
Stars
DefinitionA glycosyloxyflavone that consists of myricetin attached to a α-L-rhamnopyranosyl residue at position 3 via a glycosidic linkage. Isolated from Myrica cerifera, it exhibits anti-allergic activity.
Secondary ChEBI IDCHEBI:7054
Last Modified6 August 2019
DownloadsMolfile
FormulaC21H20O12
Net Charge0
Average Mass464.379
Monoisotopic Mass464.09548
SMILESC[C@@H]1O[C@@H](Oc2c(-c3cc(O)c(O)c(O)c3)oc3cc(O)cc(O)c3c2=O)[C@H](O)[C@H](O)[C@H]1O
InChIInChI=1S/C21H20O12/c1-6-14(26)17(29)18(30)21(31-6)33-20-16(28)13-9(23)4-8(22)5-12(13)32-19(20)7-2-10(24)15(27)11(25)3-7/h2-6,14,17-18,21-27,29-30H,1H3/t6-,14-,17+,18+,21-/m0/s1
InChIKeyDCYOADKBABEMIQ-OWMUPTOHSA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Myrica cerifera (ncbitaxon:3510) root (BTO:0001188) PubMed (21141876) Previous component: root bark; Toluene extract of raw-bayberry root-bark powder
Roles Classification
Biological Roles:
EC 1.14.13.39 (nitric oxide synthase) inhibitor  An EC 1.14.13.* (oxidoreductase acting on paired donors, incorporating 1 atom of oxygen, with NADH or NADPH as one donor) inhibitor that interferes with the action of nitric oxide synthase (EC 1.14.13.39).
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
EC 2.7.11.13 (protein kinase C) inhibitor  An EC 2.7.11.* (protein-serine/threonine kinase) inhibitor that interferes with the action of protein kinase C (EC 2.7.11.13).
Application:
anti-allergic agent  A drug used to treat allergic reactions.
ChEBI Ontology
Outgoing Relation(s)
myricitrin (CHEBI:70082) has functional parent myricetin (CHEBI:18152)
myricitrin (CHEBI:70082) has role anti-allergic agent (CHEBI:50857)
myricitrin (CHEBI:70082) has role EC 1.14.13.39 (nitric oxide synthase) inhibitor (CHEBI:61908)
myricitrin (CHEBI:70082) has role EC 2.7.11.13 (protein kinase C) inhibitor (CHEBI:37700)
myricitrin (CHEBI:70082) has role plant metabolite (CHEBI:76924)
myricitrin (CHEBI:70082) is a glycosyloxyflavone (CHEBI:50018)
myricitrin (CHEBI:70082) is a monosaccharide derivative (CHEBI:63367)
myricitrin (CHEBI:70082) is a pentahydroxyflavone (CHEBI:25883)
myricitrin (CHEBI:70082) is a α-L-rhamnoside (CHEBI:27848)
myricitrin (CHEBI:70082) is conjugate acid of myricitrin(1−) (CHEBI:144432)
Incoming Relation(s)
myricitrin-5-methyl ether (CHEBI:66423) has functional parent myricitrin (CHEBI:70082)
myricitrin(1−) (CHEBI:144432) is conjugate base of myricitrin (CHEBI:70082)
IUPAC Name 
5,7-dihydroxy-4-oxo-2-(3,4,5-trihydroxyphenyl)-4H-chromen-3-yl 6-deoxy-α-L-mannopyranoside
Synonyms  Source
MyricitrinKEGG COMPOUND
Myricetin 3-O-rhamnosideKEGG COMPOUND
MyricitrosideChemIDplus
myricetin 3-O-α-L-rhamnopyranosideChEBI
3-((6-deoxy-α-L-mannopyranosyl)oxy)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-benzopyran-4-oneChEBI
Manual XrefsDatabases
C10108KEGG COMPOUND
WO2010110334Patent
US2012015090Patent
LMPK12112436LIPID MAPS
MyricitrinWikipedia
HMDB0034360HMDB
C00005730KNApSAcK
Registry NumbersSources
Reaxys:69806Reaxys
CAS:17912-87-7KEGG COMPOUND
CAS:17912-87-7ChemIDplus
Citations