EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

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

ChEBI IDCHEBI:174217
ChEBI NameN-[(S)-lactoyl]-L-phenylalanine
Stars
ASCII NameN-[(S)-lactoyl]-L-phenylalanine
DefinitionA 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.
Last Modified17 August 2022
SubmitterMetaboLights
DownloadsMolfile
FormulaC12H15NO4
Net Charge0
Average Mass237.255
Monoisotopic Mass237.10011
SMILESC[C@H](O)C(=O)N[C@@H](Cc1ccccc1)C(=O)O
InChIInChI=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
InChIKeyIIRJJZHHNGABMQ-WPRPVWTQSA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Mus musculus (ncbitaxon:10090) blood plasma (BTO:0000118) PubMed (35705806)
Equus caballus (ncbitaxon:9796) blood plasma (BTO:0000118) PubMed (35705806)
Homo sapiens (ncbitaxon:9606) blood plasma (BTO:0000118) PubMed (35705806)
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
human metabolite  Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
anti-obesity agent  Any substance which is used to reduce or control weight.
mouse metabolite  Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
mammalian metabolite  Any animal metabolite produced during a metabolic reaction in mammals.
ChEBI Ontology
Outgoing Relation(s)
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 Relation(s)
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  Source
(2S)-2-[[(2S)-2-hydroxypropanoyl]amino]-3-phenylpropanoic acidIUPAC
(2S)-2-{[(2S)-2-hydroxypropanoyl]amino}-3-phenylpropanoic acidIUPAC
Lac-PheChEBI
N-lactoylphenylalanineChEBI
N-lactoyl-phenylalanineChEBI
N-L-lac-L-PheChEBI
Manual XrefsDatabases
9250603ChemSpider
HMDB0062175HMDB
Lac-PheWikipedia
Registry NumbersSources
CAS:183241-73-8HMDB
Citations