CHEBI:133686 - 5-bromotryptophan

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ChEBI Name 5-bromotryptophan
ChEBI ID CHEBI:133686
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C11H11BrN2O2
Net Charge 0
Average Mass 283.121
Monoisotopic Mass 282.00039
InChI InChI=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)
InChIKey KZDNJQUJBMDHJW-UHFFFAOYSA-N
SMILES C1(=CNC2=C1C=C(C=C2)Br)CC(C(O)=O)N
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 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 acid IUPAC
Registry Numbers Types Sources
5280904 Reaxys Registry Number Reaxys
6548-09-0 CAS Registry Number ChemIDplus
Last Modified
07 October 2016