CHEBI:70082 - myricitrin

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ChEBI Name myricitrin
ChEBI ID CHEBI:70082
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:7054
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Formula C21H20O12
Net Charge 0
Average Mass 464.37630
Monoisotopic Mass 464.095
InChI InChI=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
InChIKey DCYOADKBABEMIQ-OWMUPTOHSA-N
SMILES C[C@@H]1O[C@@H](Oc2c(oc3cc(O)cc(O)c3c2=O)-c2cc(O)c(O)c(O)c2)[C@H](O)[C@H](O)[C@H]1O
Metabolite of Species Details
Myrica cerifera (NCBI:txid3510) Found in root (BTO:0001188). Previous component: root bark; Toluene extract of raw-bayberry root-bark powder See: PubMed
Roles Classification
Biological Role(s): 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).
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.
Application(s): anti-allergic agent
A drug used to treat allergic reactions.
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ChEBI Ontology
Outgoing 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 α-L-rhamnoside (CHEBI:27848)
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)
Incoming myricitrin-5-methyl ether (CHEBI:66423) has functional parent 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 Sources
3-((6-deoxy-α-L-mannopyranosyl)oxy)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-benzopyran-4-one ChEBI
myricetin 3-O-α-L-rhamnopyranoside ChEBI
Myricetin 3-O-rhamnoside KEGG COMPOUND
Myricitrin KEGG COMPOUND
Myricitroside ChemIDplus
Manual Xrefs Databases
C00005730 KNApSAcK
C10108 KEGG COMPOUND
HMDB0034360 HMDB
LMPK12112436 LIPID MAPS
Myricitrin Wikipedia
US2012015090 Patent
WO2010110334 Patent
View more database links
Registry Numbers Types Sources
17912-87-7 CAS Registry Number KEGG COMPOUND
17912-87-7 CAS Registry Number ChemIDplus
69806 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
21141876 PubMed citation Europe PMC
21315136 PubMed citation Europe PMC
21328132 PubMed citation Europe PMC
21689712 PubMed citation Europe PMC
23123269 PubMed citation Europe PMC
23265454 PubMed citation Europe PMC
Last Modified
14 April 2015