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CHEBI:66589 - locoracemoside C

ChEBI IDCHEBI:66589
ChEBI Namelocoracemoside C
Stars
DefinitionAn O-acyl carbohydrate consisting of 6-O-β-D-glucopyranosyl-β-D-glucopyranose attached to a 3,4,5-trimethoxybenzyl and a galloyl group at positions 1 and 3 respectively. Isolated from Symplocos racemosa, it exhibits inhibitory activity against chymotrypsin.
Last Modified25 March 2013
DownloadsMolfile
FormulaC29H38O18
Net Charge0
Average Mass674.605
Monoisotopic Mass674.20581
SMILESCOc1cc(CO[C@@H]2O[C@H](CO[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)[C@@H](O)[C@H](OC(=O)c3cc(O)c(O)c(O)c3)[C@H]2O)cc(OC)c1OC
InChIInChI=1S/C29H38O18/c1-40-15-4-11(5-16(41-2)25(15)42-3)9-43-29-24(38)26(47-27(39)12-6-13(31)19(33)14(32)7-12)21(35)18(46-29)10-44-28-23(37)22(36)20(34)17(8-30)45-28/h4-7,17-18,20-24,26,28-38H,8-10H2,1-3H3/t17-,18-,20-,21-,22+,23-,24-,26+,28-,29-/m1/s1
InChIKeyMJPDNEFPKGWFBA-AWMQXIHQSA-N
Species of MetaboliteComponentSourceComments
Symplocos racemosa (IPNI:827267-1) stem (BTO:0001300) DOI (10.1016/j.phytol.2008.02.001) Previous component: stem bark;
Roles Classification
Biological Roles:
EC 3.4.21.1 (chymotrypsin) inhibitor  An EC 3.4.21.* (serine endopeptidase) inhibitor that interferes with the action of chymotrypsin (EC 3.4.21.1).
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
ChEBI Ontology
Outgoing Relation(s)
locoracemoside C (CHEBI:66589) has role EC 3.4.21.1 (chymotrypsin) inhibitor (CHEBI:64943)
locoracemoside C (CHEBI:66589) has role metabolite (CHEBI:25212)
locoracemoside C (CHEBI:66589) is a O-acyl carbohydrate (CHEBI:52782)
locoracemoside C (CHEBI:66589) is a disaccharide derivative (CHEBI:63353)
locoracemoside C (CHEBI:66589) is a gallate ester (CHEBI:37576)
locoracemoside C (CHEBI:66589) is a methoxybenzenes (CHEBI:51683)
IUPAC Name 
3,4,5-trimethoxybenzyl 6-O-β-D-glucopyranosyl-3-O-(3,4,5-trihydroxybenzoyl)-β-D-glucopyranoside
Synonym  Source
3'-O-galloyl-6'-O-β-D-glucopyranosyl-1'-O-(3,4,5-trimethoxybenzyl)-β-D-glucopyranosideChEBI