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CHEBI:71493 - (R)-rosmarinate

ChEBI IDCHEBI:71493
ChEBI Name(R)-rosmarinate
Stars
ASCII Name(R)-rosmarinate
DefinitionA stereoisomer of rosmarinate having (R)-configuration.
Last Modified17 June 2014
SubmitterKAX
DownloadsMolfile
FormulaC18H15O8
Net Charge-1
Average Mass359.310
Monoisotopic Mass359.07724
SMILESO=C(/C=C/c1ccc(O)c(O)c1)O[C@H](Cc1ccc(O)c(O)c1)C(=O)[O-]
InChIInChI=1S/C18H16O8/c19-12-4-1-10(7-14(12)21)3-6-17(23)26-16(18(24)25)9-11-2-5-13(20)15(22)8-11/h1-8,16,19-22H,9H2,(H,24,25)/p-1/b6-3+/t16-/m1/s1
InChIKeyDOUMFZQKYFQNTF-WUTVXBCWSA-M
Roles Classification
Biological Role:
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)
(R)-rosmarinate (CHEBI:71493) has role plant metabolite (CHEBI:76924)
(R)-rosmarinate (CHEBI:71493) is a rosmarinate (CHEBI:58062)
(R)-rosmarinate (CHEBI:71493) is conjugate base of (R)-rosmarinic acid (CHEBI:50371)
Incoming Relation(s)
(R)-rosmarinic acid (CHEBI:50371) is conjugate acid of (R)-rosmarinate (CHEBI:71493)
IUPAC Name 
(2R)-3-(3,4-dihydroxyphenyl)-2-{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}propanoate
Synonym  Source
(2R)-O-caffeoyl-3-(3,4-dihydroxyphenyl)lactateChEBI
UniProt Name  Source
(R)-rosmarinateUniProt
Manual XrefsDatabases
CPD-6981MetaCyc
Citations