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CHEBI:66421 - myrciacitrin V

ChEBI IDCHEBI:66421
ChEBI Namemyrciacitrin V
Stars
DefinitionA 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.
Last Modified22 July 2014
DownloadsMolfile
FormulaC30H30O13
Net Charge0
Average Mass598.557
Monoisotopic Mass598.16864
SMILESCc1c(O)c2c(c(C)c1O[C@@H]1O[C@H](COC(=O)c3ccc(O)cc3)[C@@H](O)[C@H](O)[C@H]1O)O[C@H](c1cc(O)ccc1O)CC2=O
InChIInChI=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
InChIKeyUNSZUCUHDNOPMN-FJPKCJJDSA-N
Species of MetaboliteComponentSourceComments
Myrcia multiflora (ncbitaxon:375255) leaf (BTO:0000713) PubMed (11911215)
Roles Classification
Biological Roles:
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.
ChEBI Ontology
Outgoing Relation(s)
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 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)
myrciacitrin V (CHEBI:66421) is a β-D-glucoside (CHEBI:22798)
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-glucopyranosideChEBI
Registry NumbersSources
Reaxys:9178375Reaxys
Citations