EMBL-EBI | Chemical Biology | ChEBI

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

CHEBI:85968 - BNPS-skatole

ChEBI IDCHEBI:85968
ChEBI NameBNPS-skatole
Stars
DefinitionA bromoindole that is 3H-indole in which the hydrogen at position 2 has been replaced by an (o-nitrophenyl)sulfanyl group and in which the hydrogens at position 3 have been replaced by a bromine and a methyl group. It is used particularly for the selective cleavage of tryptophanyl peptide bonds (cleavage occurs at peptide bonds after amino acids with available Cγ=Cδ double bonds such as tryptophan, tyrosine, and histidine).
Last Modified10 June 2015
SubmitterMargaret Duesbury
DownloadsMolfile
FormulaC15H11BrN2O2S
Net Charge0
Average Mass363.236
Monoisotopic Mass361.97246
SMILESCC1(Br)C(Sc2ccccc2[N+](=O)[O-])=Nc2ccccc21
InChIInChI=1S/C15H11BrN2O2S/c1-15(16)10-6-2-3-7-11(10)17-14(15)21-13-9-5-4-8-12(13)18(19)20/h2-9H,1H3
InChIKeyBXTVQNYQYUTQAZ-UHFFFAOYSA-N
Roles Classification
Application:
reagent  A substance used in a chemical reaction to detect, measure, examine, or produce other substances.
ChEBI Ontology
Outgoing Relation(s)
BNPS-skatole (CHEBI:85968) has role reagent (CHEBI:33893)
BNPS-skatole (CHEBI:85968) is a C-nitro compound (CHEBI:35716)
BNPS-skatole (CHEBI:85968) is a aryl sulfide (CHEBI:35683)
BNPS-skatole (CHEBI:85968) is a bromoindole (CHEBI:52514)
IUPAC Name 
3-bromo-3-methyl-2-[(2-nitrophenyl)sulfanyl]-3H-indole
Synonyms  Source
3-bromo-3-methyl-2-(2-nitrophenyl)sulfanylindoleIUPAC
Bnps-skatoleChemIDplus
2-(2-nitrophenyl)-3-methyl-3-bromoindolenineChEBI
3-bromo-3-methyl-2-(2-nitrophenylthio)-3H-indoleChEBI
Registry NumbersSources
Reaxys:1491457Reaxys
CAS:27933-36-4ChemIDplus
Citations