CHEBI:16552 - N-formyl-L-methionine

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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
Supplier Information ZINC000004096696
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Formula C6H11NO3S
Net Charge 0
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.
View more via ChEBI Ontology
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
Manual Xrefs Databases
C03145 KEGG COMPOUND
DB04464 DrugBank
FME PDBeChem
Formylmethionine Wikipedia
HMDB0001015 HMDB
N-FORMYLMETHIONINE MetaCyc
View more database links
Registry Numbers Types Sources
1725218 Reaxys Registry Number Reaxys
4289-98-9 CAS Registry Number KEGG COMPOUND
4289-98-9 CAS Registry Number ChemIDplus
Citation Waiting for Citations Type Source
22770225 PubMed citation Europe PMC
Last Modified
13 March 2023