N-formyl-L-methionine (CHEBI:16552)

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ChEBI Name	N-formyl-L-methionine

ChEBI ID	CHEBI:16552

ChEBI ASCII Name	N-formyl-L-methionine

Definition	A L-methionine derivative in which one of the hydrogens attached to the nitrogen is replaced by a formyl group.

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

Secondary ChEBI IDs	CHEBI:21714, CHEBI:7279, CHEBI:5153, CHEBI:12506

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Formula

C6H11NO3S

Net Charge

Average Mass

177.22248

Monoisotopic Mass

177.04596

InChI

InChI=1S/C6H11NO3S/c1-11-3-2-5(6(9)10)7-4-8/h4-5H,2-3H2,1H3,(H,7,8)(H,9,10)/t5-/m0/s1

InChIKey

PYUSHNKNPOHWEZ-YFKPBYRVSA-N

SMILES

[H]C(=O)N[C@@H](CCSC)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):	metabolite Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.

ChEBI Ontology
Outgoing	N-formyl-L-methionine (CHEBI:16552) has role metabolite (CHEBI:25212) N-formyl-L-methionine (CHEBI:16552) is a N-formyl amino acid (CHEBI:50759) N-formyl-L-methionine (CHEBI:16552) is a L-methionine derivative (CHEBI:84121) N-formyl-L-methionine (CHEBI:16552) is a proteinogenic amino acid (CHEBI:83813) N-formyl-L-methionine (CHEBI:16552) is conjugate acid of N-formyl-L-methioninate (CHEBI:57809)

Incoming	3'-(N-formyl-L-methionyl)-AMP (CHEBI:131556) has functional parent N-formyl-L-methionine (CHEBI:16552) N-formyl-L-methionyl-L-leucyl-L-phenylalanine (CHEBI:53490) has functional parent N-formyl-L-methionine (CHEBI:16552) N-formyl-L-methioninate (CHEBI:57809) is conjugate base of N-formyl-L-methionine (CHEBI:16552) N-formyl-L-methionyl group (CHEBI:49298) is substituent group from N-formyl-L-methionine (CHEBI:16552)

IUPAC Names

(2S)-2-formamido-4-(methylsulfanyl)butanoic acid

N-formyl-L-methionine

Synonyms	Sources
(2S)-2-(formylamino)-4-(methylthio)butanoic acid	ChEBI
Formyl-methionine	KEGG COMPOUND
N-Formyl-L-methionine	KEGG COMPOUND
N-formylmethionine	ChemIDplus

Citation	Type	Source
22770225	PubMed citation	Europe PMC

Last Modified

13 March 2023