N-[(S)-lactoyl]-L-phenylalanine (CHEBI:174217)

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ChEBI Name	N-[(S)-lactoyl]-L-phenylalanine

ChEBI ID	CHEBI:174217

ChEBI ASCII Name	N-[(S)-lactoyl]-L-phenylalanine

Definition	A L-phenylalanine derivative that is L-phenylalanine in which the amino group is replaced by a [(2S)-2-hydroxypropanoyl]amino group. It is a metabolite produced as a result of exercise in mice, racehorses, and humans which suppresses feeding and obesity.

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

Submitter	MetaboLights

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Formula

C12H15NO4

Net Charge

Average Mass

237.255

Monoisotopic Mass

237.10011

InChI

InChI=1S/C12H15NO4/c1-8(14)11(15)13-10(12(16)17)7-9-5-3-2-4-6-9/h2-6,8,10,14H,7H2,1H3,(H,13,15)(H,16,17)/t8-,10-/m0/s1

InChIKey

IIRJJZHHNGABMQ-WPRPVWTQSA-N

SMILES

CC(O)C(=O)NC(CC1=CC=CC=C1)C(O)=O

Metabolite of Species	Details
Mus musculus (NCBI:txid10090)	Found in blood plasma (BTO:0000118). See: PubMed
Homo sapiens (NCBI:txid9606)	Found in blood plasma (BTO:0000118). See: PubMed
Equus caballus (NCBI:txid9796)	Found in blood plasma (BTO:0000118). See: PubMed

Roles Classification
Chemical Role(s):	Bronsted acid A molecular entity capable of donating a hydron to an acceptor (Bronsted base). (via oxoacid )

Biological Role(s):	mammalian metabolite Any animal metabolite produced during a metabolic reaction in mammals. anti-obesity agent Any substance which is used to reduce or control weight. human metabolite Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens). mouse metabolite Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).

ChEBI Ontology
Outgoing	N-[(S)-lactoyl]-L-phenylalanine (CHEBI:174217) has role anti-obesity agent (CHEBI:74518) N-[(S)-lactoyl]-L-phenylalanine (CHEBI:174217) has role human metabolite (CHEBI:77746) N-[(S)-lactoyl]-L-phenylalanine (CHEBI:174217) has role mammalian metabolite (CHEBI:75768) N-[(S)-lactoyl]-L-phenylalanine (CHEBI:174217) has role mouse metabolite (CHEBI:75771) N-[(S)-lactoyl]-L-phenylalanine (CHEBI:174217) is a N-acyl-L-amino acid (CHEBI:21644) N-[(S)-lactoyl]-L-phenylalanine (CHEBI:174217) is a L-phenylalanine derivative (CHEBI:84144) N-[(S)-lactoyl]-L-phenylalanine (CHEBI:174217) is conjugate acid of N-[(S)-lactoyl]-L-phenylalaninate (CHEBI:167456)

Incoming	N-[(S)-lactoyl]-L-phenylalaninate (CHEBI:167456) is conjugate base of N-[(S)-lactoyl]-L-phenylalanine (CHEBI:174217)

IUPAC Name

N-[(2S)-2-hydroxypropanoyl]-L-phenylalanine

Synonyms	Sources
(2S)-2-[(2S)-2-hydroxypropanamido]-3-phenylpropanoic acid	ChEBI
(2S)-2-[[(2S)-2-hydroxypropanoyl]amino]-3-phenylpropanoic acid	IUPAC
(2S)-2-{[(2S)-2-hydroxypropanoyl]amino}-3-phenylpropanoic acid	IUPAC
(S)-2-hydroxypropanoyl-L-phenylalanine	ChEBI
Lac-Phe	ChEBI
N-[(2S)-2-hydroxy-1-oxopropyl]-L-phenylalanine	ChEBI
N-L-lac-L-Phe	ChEBI
N-lactoyl-phenylalanine	ChEBI
N-lactoylphenylalanine	ChEBI

Registry Number	Type	Source
183241-73-8	CAS Registry Number	HMDB

Last Modified

17 August 2022