CHEBI:139481 - 5-chloro-L-tryptophan

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ChEBI Name 5-chloro-L-tryptophan
ChEBI ID CHEBI:139481
ChEBI ASCII Name 5-chloro-L-tryptophan
Definition A non-proteinogenic L-α-amino acid that is L-tryptophan in which the hydrogen at position 5 of the indole ring has been replaced by a chlorine.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C11H11ClN2O2
Net Charge 0
Average Mass 238.671
Monoisotopic Mass 238.05091
InChI InChI=1S/C11H11ClN2O2/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)/t9-/m0/s1
InChIKey TUKKZLIDCNWKIN-VIFPVBQESA-N
SMILES C1(=CNC2=C1C=C(C=C2)Cl)C[C@@H](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-chloro-L-tryptophan (CHEBI:139481) is a L-tryptophan derivative (CHEBI:47994)
5-chloro-L-tryptophan (CHEBI:139481) is a non-proteinogenic L-α-amino acid (CHEBI:83822)
5-chloro-L-tryptophan (CHEBI:139481) is a organochlorine compound (CHEBI:36683)
5-chloro-L-tryptophan (CHEBI:139481) is tautomer of 5-chloro-L-tryptophan zwitterion (CHEBI:139332)
Incoming 5-chloro-L-tryptophan zwitterion (CHEBI:139332) is tautomer of 5-chloro-L-tryptophan (CHEBI:139481)
IUPAC Name
5-chloro-L-tryptophan
Synonyms Sources
(2S)-2-azanyl-3-(5-chloranyl-1H-indol-3-yl)propanoic acid PDBeChem
5'-chloro-L-tryptophan ChEBI
Manual Xrefs Databases
5CW PDBeChem
CPD-12078 MetaCyc
View more database links
Registry Number Type Source
10552137 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
27307311 PubMed citation Europe PMC
28032983 PubMed citation Europe PMC
29083895 PubMed citation Europe PMC
29112406 PubMed citation Europe PMC
Last Modified
12 February 2018