EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:75055 - 5-bromo-4-chloro-3-indolyl β-D-galactoside

ChEBI IDCHEBI:75055
ChEBI Name5-bromo-4-chloro-3-indolyl β-D-galactoside
Stars
ASCII Name5-bromo-4-chloro-3-indolyl beta-D-galactoside
DefinitionAn indolyl carbohydrate that is the β-D-galactoside of 3-hydroxy-1H-indole in which the indole moiety is substituted at positions 4 and 5 by chlorine and bromine, respectively. It is used to test for the presence of an enzyme, β-galactosidase, which cleaved the glycosidic bond to give 5-bromo-4-chloro-3-hydroxy-1H-indole, which immediately dimerises to give an intensely blue product.
Last Modified2 September 2013
SubmitterGareth Owen
DownloadsMolfile
FormulaC14H15BrClNO6
Net Charge0
Average Mass408.632
Monoisotopic Mass406.97713
SMILES[H][C@@]1(Oc2cnc3ccc(Br)c(Cl)c23)O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O
InChIInChI=1S/C14H15BrClNO6/c15-5-1-2-6-9(10(5)16)7(3-17-6)22-14-13(21)12(20)11(19)8(4-18)23-14/h1-3,8,11-14,17-21H,4H2/t8-,11+,12+,13-,14-/m1/s1
InChIKeyOPIFSICVWOWJMJ-AEOCFKNESA-N
Wikipedia
Roles Classification
Application:
chromogenic compound  Colourless, endogenous or exogenous pigment precursors that may be transformed by biological mechanisms into coloured compounds. They are used in biochemical assays and in diagnosis as indicators, particularly in the form of enzyme substrates.
ChEBI Ontology
Outgoing Relation(s)
5-bromo-4-chloro-3-indolyl β-D-galactoside (CHEBI:75055) has role chromogenic compound (CHEBI:75050)
5-bromo-4-chloro-3-indolyl β-D-galactoside (CHEBI:75055) is a D-aldohexose derivative (CHEBI:63387)
5-bromo-4-chloro-3-indolyl β-D-galactoside (CHEBI:75055) is a indolyl carbohydrate (CHEBI:24821)
5-bromo-4-chloro-3-indolyl β-D-galactoside (CHEBI:75055) is a organobromine compound (CHEBI:37141)
5-bromo-4-chloro-3-indolyl β-D-galactoside (CHEBI:75055) is a organochlorine compound (CHEBI:36683)
5-bromo-4-chloro-3-indolyl β-D-galactoside (CHEBI:75055) is a β-D-galactoside (CHEBI:28034)
IUPAC Name 
5-bromo-4-chloro-1H-indol-3-yl β-D-galactopyranoside
Synonyms  Source
5-bromo-4-chloro-3-indolyl β-galactosideChemIDplus
5-bromo-4-chloroindol-3-yl-β-D-galactopyranosideChemIDplus
BCIGChEBI
X-galChEBI
X-GalChEBI
Indoxyl-GalChEBI
Manual XrefsDatabases
X-galWikipedia
Registry NumbersSources
Reaxys:1552604Reaxys
CAS:7240-90-6ChemIDplus
Citations