5-hydroxy-L-tryptophan (CHEBI:17780)

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ChEBI Name	5-hydroxy-L-tryptophan

ChEBI ID	CHEBI:17780

ChEBI ASCII Name	5-hydroxy-L-tryptophan

Definition	The L-enantiomer of 5-hydroxytryptophan.

Stars	This entity has been manually annotated by the ChEBI Team.

Secondary ChEBI IDs	CHEBI:12133, CHEBI:2064, CHEBI:20577

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Formula

C11H12N2O3

Net Charge

Average Mass

220.228

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)/t9-/m0/s1

InChIKey

LDCYZAJDBXYCGN-VIFPVBQESA-N

SMILES

N[C@H](C(=O)O)CC=1C2=C(NC1)C=CC(=C2)O

Metabolite of Species	Details
Mus musculus (NCBI:txid10090)	Source: BioModels - MODEL1507180067 See: PubMed
Homo sapiens (NCBI:txid9606)	See: DOI

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):	mouse metabolite Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus). human metabolite Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens). (via 5-hydroxytryptophan ) plant metabolite Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms. neurotransmitter An endogenous compound that is used to transmit information across the synapse between a neuron and another cell. (via 5-hydroxytryptophan )

ChEBI Ontology
Outgoing	5-hydroxy-L-tryptophan (CHEBI:17780) has role human metabolite (CHEBI:77746) 5-hydroxy-L-tryptophan (CHEBI:17780) has role mouse metabolite (CHEBI:75771) 5-hydroxy-L-tryptophan (CHEBI:17780) has role plant metabolite (CHEBI:76924) 5-hydroxy-L-tryptophan (CHEBI:17780) is a 5-hydroxytryptophan (CHEBI:28171) 5-hydroxy-L-tryptophan (CHEBI:17780) is a hydroxy-L-tryptophan (CHEBI:47995) 5-hydroxy-L-tryptophan (CHEBI:17780) is a non-proteinogenic L-α-amino acid (CHEBI:83822) 5-hydroxy-L-tryptophan (CHEBI:17780) is enantiomer of 5-hydroxy-D-tryptophan (CHEBI:43186) 5-hydroxy-L-tryptophan (CHEBI:17780) is tautomer of 5-hydroxy-L-tryptophan zwitterion (CHEBI:58266)

Incoming	5-hydroxy-D-tryptophan (CHEBI:43186) is enantiomer of 5-hydroxy-L-tryptophan (CHEBI:17780) 5-hydroxy-L-tryptophan zwitterion (CHEBI:58266) is tautomer of 5-hydroxy-L-tryptophan (CHEBI:17780)

IUPAC Names

(2S)-2-amino-3-(5-hydroxy-1H-indol-3-yl)propanoic acid

5-hydroxy-L-tryptophan

Last Modified

21 November 2019