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

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ChEBI Name 5-bromo-4-chloro-3-indolyl phosphate
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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C8H6BrClNO4P
Net Charge 0
Average Mass 326.46800
Monoisotopic Mass 324.89063
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)
SMILES OP(O)(=O)Oc1c[nH]c2ccc(Br)c(Cl)c12
Roles Classification
Application(s): 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.
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ChEBI Ontology
Outgoing 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)
5-bromo-4-chloro-1H-indol-3-yl dihydrogen phosphate
Synonyms Sources
5-Bcip ChemIDplus
5-Bromo-4-chloro-3-indoxyl phosphate ChemIDplus
5-bromo-4-chloroindoxyl phosphate ChEBI
X-Phos ChEBI
Registry Numbers Types Sources
1483570 Reaxys Registry Number Reaxys
38404-93-2 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
19768610 PubMed citation Europe PMC
20575745 PubMed citation Europe PMC
21153926 PubMed citation Europe PMC
21222487 PubMed citation Europe PMC
22676437 PubMed citation Europe PMC
23486763 PubMed citation Europe PMC
Last Modified
06 September 2013