CHEBI:66421 - myrciacitrin V

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ChEBI Name myrciacitrin V
ChEBI ID CHEBI:66421
Definition A flavanone glycoside that is (2S)-flavanone substituted by hydroxy groups at positions 5, 2' and 5', methyl groups at positions 6 and 8 and a (6''-O-p-hydroxybenzoyl)-β-D-glucopyranosyloxy residue at position 7. Isolated from the leaves of Myrcia multiflora, it exhibits inhibitory activity against aldose reductase.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C30H30O13
Net Charge 0
Average Mass 598.55140
Monoisotopic Mass 598.16864
InChI InChI=1S/C30H30O13/c1-12-23(35)22-19(34)10-20(17-9-16(32)7-8-18(17)33)41-28(22)13(2)27(12)43-30-26(38)25(37)24(36)21(42-30)11-40-29(39)14-3-5-15(31)6-4-14/h3-9,20-21,24-26,30-33,35-38H,10-11H2,1-2H3/t20-,21+,24+,25-,26+,30-/m0/s1
InChIKey UNSZUCUHDNOPMN-FJPKCJJDSA-N
SMILES Cc1c(O)c2C(=O)C[C@H](Oc2c(C)c1O[C@@H]1O[C@H](COC(=O)c2ccc(O)cc2)[C@@H](O)[C@H](O)[C@H]1O)c1cc(O)ccc1O
Metabolite of Species Details
Myrcia multiflora (NCBI:txid375255) Found in leaf (BTO:0000713). See: PubMed
Roles Classification
Biological Role(s): EC 1.1.1.21 (aldehyde reductase) inhibitor
An EC 1.1.1.* (oxidoreductase acting on donor CH-OH group, NAD+ or NADP+ acceptor) inhibitor that interferes with the action of aldehyde reductase (EC 1.1.1.21).
plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing myrciacitrin V (CHEBI:66421) has role EC 1.1.1.21 (aldehyde reductase) inhibitor (CHEBI:48550)
myrciacitrin V (CHEBI:66421) has role plant metabolite (CHEBI:76924)
myrciacitrin V (CHEBI:66421) is a β-D-glucoside (CHEBI:22798)
myrciacitrin V (CHEBI:66421) is a 4-hydroxybenzoate ester (CHEBI:79323)
myrciacitrin V (CHEBI:66421) is a flavanone glycoside (CHEBI:72730)
myrciacitrin V (CHEBI:66421) is a monosaccharide derivative (CHEBI:63367)
myrciacitrin V (CHEBI:66421) is a trihydroxyflavanone (CHEBI:38739)
IUPAC Name
(2S)-2-(2,5-dihydroxyphenyl)-5-hydroxy-6,8-dimethyl-4-oxo-3,4-dihydro-2H-chromen-7-yl 6-O-(4-hydroxybenzoyl)-β-D-glucopyranoside
Synonym Source
(2S)-6,8-dimethyl-5,7,2',5'-tetrahydroxyflavanone7-O-(6''-O-p-hydroxybenzoyl)-β-D-glucopyranoside ChEBI
Registry Number Type Source
9178375 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
11911215 PubMed citation Europe PMC
Last Modified
22 July 2014