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> Main
CHEBI:77837 - 5-fluorotryptophan
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ChEBI Ontology
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ChEBI Name
5-fluorotryptophan
ChEBI ID
CHEBI:77837
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 fluoro group.
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This entity has been manually annotated by the ChEBI Team.
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Formula
C11H11FN2O2
Net Charge
0
Average Mass
222.21560
Monoisotopic Mass
222.08046
InChI
InChI=1S/C11H11FN2O2/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
INPQIVHQSQUEAJ-UHFFFAOYSA-N
SMILES
NC(Cc1c[nH]c2ccc(F)cc12)C(O)=O
Roles Classification
Chemical Role
(s):
Bronsted base
A molecular entity capable of accepting a hydron from a donor (Br
o
nsted acid).
(via
organic amino compound
)
Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Br
o
nsted base).
(via
oxoacid
)
View more via ChEBI Ontology
ChEBI Ontology
Outgoing
5-fluorotryptophan (
CHEBI:77837
)
is a
non-proteinogenic α-amino acid (
CHEBI:83925
)
5-fluorotryptophan (
CHEBI:77837
)
is a
organofluorine compound (
CHEBI:37143
)
5-fluorotryptophan (
CHEBI:77837
)
is a
tryptophan derivative (
CHEBI:27164
)
IUPAC Name
5-fluorotryptophan
Synonyms
Sources
2-amino-3-(5-fluoro-1
H
-indol-3-yl)propanoic acid
IUPAC
5-fluoro-
D
L
-tryptophan
ChEBI
DL-5-Fluorotryptophan
ChemIDplus
Manual Xref
Database
DL-5-FLUOROTRYPTOPHAN
MetaCyc
View more database links
Registry Numbers
Types
Sources
154-08-5
CAS Registry Number
ChemIDplus
22753
Beilstein Registry Number
ChemIDplus
22753
Reaxys Registry Number
Reaxys
Citations
Types
Sources
17475524
PubMed citation
Europe PMC
21574591
PubMed citation
Europe PMC
Last Modified
18 December 2014