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CHEBI:133686 - 5-bromotryptophan

ChEBI IDCHEBI:133686
ChEBI Name5-bromotryptophan
Stars
DefinitionA non-proteinogenic α-amino acid that is tryptophan in which the hydrogen at position 5 on the indole ring is replaced by a bromo group.
Last Modified7 October 2016
SubmitterSteve
DownloadsMolfile
FormulaC11H11BrN2O2
Net Charge0
Average Mass283.125
Monoisotopic Mass282.00039
SMILESNC(Cc1cnc2ccc(Br)cc12)C(=O)O
InChIInChI=1S/C11H11BrN2O2/c12-7-1-2-10-8(4-7)6(5-14-10)3-9(13)11(15)16/h1-2,4-5,9,14H,3,13H2,(H,15,16)
InChIKeyKZDNJQUJBMDHJW-UHFFFAOYSA-N
Roles Classification
Chemical Roles:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
ChEBI Ontology
Outgoing Relation(s)
5-bromotryptophan (CHEBI:133686) is a bromoamino acid (CHEBI:22930)
5-bromotryptophan (CHEBI:133686) is a bromoindole (CHEBI:52514)
5-bromotryptophan (CHEBI:133686) is a non-proteinogenic α-amino acid (CHEBI:83925)
5-bromotryptophan (CHEBI:133686) is a tryptophan derivative (CHEBI:27164)
5-bromotryptophan (CHEBI:133686) is tautomer of 5-bromotryptophan zwitterion (CHEBI:133688)
Incoming Relation(s)
5-bromotryptophan zwitterion (CHEBI:133688) is tautomer of 5-bromotryptophan (CHEBI:133686)
IUPAC Name 
5-bromotryptophan
Synonym  Source
2-amino-3-(5-bromo-1H-indol-3-yl)propanoic acidIUPAC
Registry NumbersSources
Reaxys:5280904Reaxys
CAS:6548-09-0ChemIDplus