CHEBI:140077 - 6-chloro-L-tryptophan

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ChEBI Name 6-chloro-L-tryptophan
ChEBI ID CHEBI:140077
ChEBI ASCII Name 6-chloro-L-tryptophan
Definition A non-proteinogenic L-α-amino acid that is L-tryptophan in which the hydrogen at position 6 on the indole ring has been replaced by a chlorine.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:47157
Supplier Information
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Formula C11H11ClN2O2
Net Charge 0
Average Mass 238.671
Monoisotopic Mass 238.05091
InChI InChI=1S/C11H11ClN2O2/c12-7-1-2-8-6(3-9(13)11(15)16)5-14-10(8)4-7/h1-2,4-5,9,14H,3,13H2,(H,15,16)/t9-/m0/s1
InChIKey FICLVQOYKYBXFN-VIFPVBQESA-N
SMILES C1(=CNC2=C1C=CC(=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 6-chloro-L-tryptophan (CHEBI:140077) is a L-tryptophan derivative (CHEBI:47994)
6-chloro-L-tryptophan (CHEBI:140077) is a non-proteinogenic L-α-amino acid (CHEBI:83822)
6-chloro-L-tryptophan (CHEBI:140077) is a organochlorine compound (CHEBI:36683)
6-chloro-L-tryptophan (CHEBI:140077) is tautomer of 6-chloro-L-tryptophan zwitterion (CHEBI:139335)
Incoming 6-chloro-L-tryptophan zwitterion (CHEBI:139335) is tautomer of 6-chloro-L-tryptophan (CHEBI:140077)
IUPAC Name
6-chloro-L-tryptophan
Synonyms Sources
(2S)-2-amino-3-(6-chloro-1H-indol-3-yl)propanoic acid PDBeChem
6-chlorotryptophan ChEBI
Manual Xrefs Databases
6CW PDBeChem
CPD-20612 MetaCyc
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Registry Number Type Source
9854848 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
16511824 PubMed citation Europe PMC
17685515 PubMed citation Europe PMC
19267375 PubMed citation Europe PMC
25624766 PubMed citation Europe PMC
29228061 PubMed citation Europe PMC
6893263 PubMed citation Europe PMC
7595510 PubMed citation Europe PMC
Last Modified
12 February 2018