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ChEBI
> Main
CHEBI:28171 - 5-hydroxytryptophan
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ChEBI Ontology
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ChEBI Name
5-hydroxytryptophan
ChEBI ID
CHEBI:28171
Definition
A tryptophan derivative that is tryptophan substituted by a hydroxy group at position 5.
Stars
This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs
CHEBI:2081, CHEBI:20595
Supplier Information
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Formula
C11H12N2O3
Net Charge
0
Average Mass
220.22466
Monoisotopic Mass
220.08479
InChI
InChI=1S/C11H12N2O3/c12-9(11(15)16)3-6-5-13-10-2-1-7(14)4-8(6)10/h1-2,4-5,9,13-14H,3,12H2,(H,15,16)
InChIKey
LDCYZAJDBXYCGN-UHFFFAOYSA-N
SMILES
NC(Cc1c[nH]c2ccc(O)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
)
Biological Role
(s):
human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (
Homo sapiens
).
neurotransmitter
An endogenous compound that is used to transmit information across the synapse between a neuron and another cell.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing
5-hydroxytryptophan (
CHEBI:28171
)
has role
human metabolite (
CHEBI:77746
)
5-hydroxytryptophan (
CHEBI:28171
)
has role
neurotransmitter (
CHEBI:25512
)
5-hydroxytryptophan (
CHEBI:28171
)
is a
hydroxytryptophan (
CHEBI:84194
)
Incoming
5-hydroxy-
D
-tryptophan (
CHEBI:43186
)
is a
5-hydroxytryptophan (
CHEBI:28171
)
5-hydroxy-
L
-tryptophan (
CHEBI:17780
)
is a
5-hydroxytryptophan (
CHEBI:28171
)
IUPAC Names
2-amino-3-(5-hydroxy-1
H
-indol-3-yl)propanoic acid
5-hydroxytryptophan
Synonyms
Sources
(±)-5-hydroxytryptophan
ChemIDplus
5-HTP
KEGG COMPOUND
5-hydroxy-
D
L
-tryptophan
ChemIDplus
5-Hydroxytryptophan
KEGG COMPOUND
5-hydroxytryptophan
D
L
-form
ChemIDplus
D
L
-5-HTP
ChemIDplus
D
L
-5-hydroxytryptophan
ChemIDplus
Manual Xrefs
Databases
5-Hydroxytryptophan
Wikipedia
C00001371
KNApSAcK
C01017
KEGG COMPOUND
View more database links
Registry Numbers
Types
Sources
114-03-4
CAS Registry Number
ChemIDplus
56-69-9
CAS Registry Number
ChemIDplus
88199
Reaxys Registry Number
Reaxys
88199
Beilstein Registry Number
Beilstein
Citations
Types
Sources
14563478
PubMed citation
Europe PMC
15617538
PubMed citation
Europe PMC
Last Modified
08 January 2015