CHEBI:28171 - 5-hydroxytryptophan

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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
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Formula C11H12N2O3
Net Charge 0
Average Mass 220.22466
Monoisotopic Mass 220.085
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 (Bronsted acid).
(via organic amino compound )
Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted 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.
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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-1H-indol-3-yl)propanoic acid
5-hydroxytryptophan
Synonyms Sources
(±)-5-hydroxytryptophan ChemIDplus
5-HTP KEGG COMPOUND
5-hydroxy-DL-tryptophan ChemIDplus
5-Hydroxytryptophan KEGG COMPOUND
5-hydroxytryptophan DL-form ChemIDplus
DL-5-HTP ChemIDplus
DL-5-hydroxytryptophan ChemIDplus
Manual Xrefs Databases
5-Hydroxytryptophan Wikipedia
C00001371 KNApSAcK
C01017 KEGG COMPOUND
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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 Waiting for Citations Types Sources
14563478 PubMed citation Europe PMC
15617538 PubMed citation Europe PMC
Last Modified
08 January 2015