5-bromo-4-chloro-3-indolyl phosphate (CHEBI:75508)

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

CHEBI:75508 - 5-bromo-4-chloro-3-indolyl phosphate

ChEBI ID	CHEBI:75508
ChEBI Name	5-bromo-4-chloro-3-indolyl phosphate
Stars
Definition	An aryl phosphate that is indoxyl phopshate 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, alkaline phosphatase, which cleaves the phosphate group to give 5-bromo-4-chloroindoxyl, which immediately dimerises to give an intensely blue product.
Last Modified	6 September 2013
Submitter	Steve
Downloads	Molfile

Formula	C8H6BrClNO4P
Net Charge	0
Average Mass	326.470
Monoisotopic Mass	324.89063
SMILES	O=P(O)(O)Oc1cnc2ccc(Br)c(Cl)c12
InChI	InChI=1S/C8H6BrClNO4P/c9-4-1-2-5-7(8(4)10)6(3-11-5)15-16(12,13)14/h1-3,11H,(H2,12,13,14)
InChIKey	QRXMUCSWCMTJGU-UHFFFAOYSA-N

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 phosphate (CHEBI:75508) has functional parent indoxyl (CHEBI:17840)
	5-bromo-4-chloro-3-indolyl phosphate (CHEBI:75508) has role chromogenic compound (CHEBI:75050)
	5-bromo-4-chloro-3-indolyl phosphate (CHEBI:75508) is a aryl phosphate (CHEBI:36943)
	5-bromo-4-chloro-3-indolyl phosphate (CHEBI:75508) is a indoles (CHEBI:24828)
	5-bromo-4-chloro-3-indolyl phosphate (CHEBI:75508) is a organobromine compound (CHEBI:37141)
	5-bromo-4-chloro-3-indolyl phosphate (CHEBI:75508) is a organochlorine compound (CHEBI:36683)

IUPAC Name
5-bromo-4-chloro-1H-indol-3-yl dihydrogen phosphate

Synonyms	Source
5-bromo-4-chloroindoxyl phosphate	ChEBI
X-Phos	ChEBI
BCIP	ChEBI
5-Bcip	ChemIDplus
5-Bromo-4-chloro-3-indoxyl phosphate	ChemIDplus

Registry Numbers	Sources
Reaxys:1483570	Reaxys
CAS:38404-93-2	ChemIDplus

Citations