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CHEBI:66588 - locoracemoside B

ChEBI IDCHEBI:66588
ChEBI Namelocoracemoside B
Stars
DefinitionAn O-acyl carbohydrate consisting of 6-O-β-D-glucopyranuronosyl-β-D-glucopyranose attached to a 4-methoxybenzyl and a benzoyl group at positions 1 and 3 respectively. Isolated from Symplocos racemosa, it exhibits inhibitory activity against chymotrypsin.
Last Modified25 March 2013
DownloadsMolfile
FormulaC27H32O14
Net Charge0
Average Mass580.539
Monoisotopic Mass580.17921
SMILESCOc1ccc(CO[C@@H]2O[C@H](CO[C@@H]3O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]3O)[C@@H](O)[C@H](OC(=O)c3ccccc3)[C@H]2O)cc1
InChIInChI=1S/C27H32O14/c1-36-15-9-7-13(8-10-15)11-37-27-21(32)22(40-25(35)14-5-3-2-4-6-14)17(28)16(39-27)12-38-26-20(31)18(29)19(30)23(41-26)24(33)34/h2-10,16-23,26-32H,11-12H2,1H3,(H,33,34)/t16-,17-,18+,19+,20-,21-,22+,23+,26-,27-/m1/s1
InChIKeyVHIOJRIABYFBNA-LRYVTLDSSA-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 B (CHEBI:66588) has role EC 3.4.21.1 (chymotrypsin) inhibitor (CHEBI:64943)
locoracemoside B (CHEBI:66588) has role metabolite (CHEBI:25212)
locoracemoside B (CHEBI:66588) is a O-acyl carbohydrate (CHEBI:52782)
locoracemoside B (CHEBI:66588) is a benzoate ester (CHEBI:36054)
locoracemoside B (CHEBI:66588) is a disaccharide derivative (CHEBI:63353)
locoracemoside B (CHEBI:66588) is a monomethoxybenzene (CHEBI:25235)
IUPAC Name 
4-methoxybenzyl 3-O-benzoyl-6-O-β-D-glucopyranuronosyl-β-D-glucopyranoside
Synonym  Source
3'-O-benzoyl-6'-O-β-glucuronopyranosyl- 1'-O-p-methoxybenzyl-β-D-glucopyranosideChEBI