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CHEBI:66589 - locoracemoside C

Default Structure
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:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
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).
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