CHEBI:16643 - L-methionine

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name L-methionine
ChEBI ID CHEBI:16643
ChEBI ASCII Name L-methionine
Definition The L-enantiomer of methionine.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:43990, CHEBI:6271, CHEBI:13141, CHEBI:21360
Supplier Information
Download Molfile XML SDF
Formula C5H11NO2S
Net Charge 0
Average Mass 149.21238
Monoisotopic Mass 149.05105
InChI InChI=1S/C5H11NO2S/c1-9-3-2-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8)/t4-/m0/s1
InChIKey FFEARJCKVFRZRR-BYPYZUCNSA-N
SMILES CSCC[C@H](N)C(O)=O
Metabolite of Species Details
Mus musculus (NCBI:txid10090) Source: BioModels - MODEL1507180067 See: PubMed
Saccharomyces cerevisiae (NCBI:txid4932) See: PubMed
Saccharomyces cerevisiae (NCBI:txid4932) Source: yeast.sf.net See: PubMed
Escherichia coli (NCBI:txid562) See: PubMed
Escherichia coli (NCBI:txid562) See: PubMed
Homo sapiens (NCBI:txid9606) See: DOI
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): 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).
micronutrient
Any nutrient required in small quantities by organisms throughout their life in order to orchestrate a range of physiological functions.
algal metabolite
Any eukaryotic metabolite produced during a metabolic reaction in algae including unicellular organisms like chlorella and diatoms to multicellular organisms like giant kelps and brown algae.
(via methionine )
Escherichia coli metabolite
Any bacterial metabolite produced during a metabolic reaction in Escherichia coli.
(via methionine )
Saccharomyces cerevisiae metabolite
Any fungal metabolite produced during a metabolic reaction in Baker's yeast (Saccharomyces cerevisiae ).
(via methionine )
plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
(via methionine )
Daphnia magna metabolite
A Daphnia metabolite produced by the species Daphnia magna.
(via methionine )
Application(s): nutraceutical
A product in capsule, tablet or liquid form that provide essential nutrients, such as a vitamin, an essential mineral, a protein, an herb, or similar nutritional substance.
antidote to paracetamol poisoning
A role borne by a molecule that acts to counteract or neutralize the deleterious effects of paracetamol (acetaminophen).
View more via ChEBI Ontology
ChEBI Ontology
Outgoing L-methionine (CHEBI:16643) has role antidote to paracetamol poisoning (CHEBI:74529)
L-methionine (CHEBI:16643) has role human metabolite (CHEBI:77746)
L-methionine (CHEBI:16643) has role micronutrient (CHEBI:27027)
L-methionine (CHEBI:16643) has role mouse metabolite (CHEBI:75771)
L-methionine (CHEBI:16643) has role nutraceutical (CHEBI:50733)
L-methionine (CHEBI:16643) is a L-α-amino acid (CHEBI:15705)
L-methionine (CHEBI:16643) is a aspartate family amino acid (CHEBI:22658)
L-methionine (CHEBI:16643) is a methionine (CHEBI:16811)
L-methionine (CHEBI:16643) is a proteinogenic amino acid (CHEBI:83813)
L-methionine (CHEBI:16643) is conjugate acid of L-methioninate (CHEBI:32631)
L-methionine (CHEBI:16643) is conjugate base of L-methioninium (CHEBI:32632)
L-methionine (CHEBI:16643) is enantiomer of D-methionine (CHEBI:16867)
L-methionine (CHEBI:16643) is tautomer of L-methionine zwitterion (CHEBI:57844)
Incoming γ-Glu-Met (CHEBI:82965) has functional parent L-methionine (CHEBI:16643)
(S)-5-[2-(methylthio)ethyl]hydantoin (CHEBI:137117) has functional parent L-methionine (CHEBI:16643)
4-methylthio-2-oxobutanoic acid (CHEBI:33574) has functional parent L-methionine (CHEBI:16643)
L-methionine derivative (CHEBI:84121) has functional parent L-methionine (CHEBI:16643)
Ala-Met-Asp-Tyr (CHEBI:176849) has functional parent L-methionine (CHEBI:16643)
Ala-Met-Gln-Gln (CHEBI:137239) has functional parent L-methionine (CHEBI:16643)
Ala-Met-Ser-Arg (CHEBI:73376) has functional parent L-methionine (CHEBI:16643)
Asn-Met (CHEBI:141423) has functional parent L-methionine (CHEBI:16643)
Asn-Met-Gln-Pro (CHEBI:138505) has functional parent L-methionine (CHEBI:16643)
Asn-Met-Thr-Thr (CHEBI:138506) has functional parent L-methionine (CHEBI:16643)
Asn-Met-Trp-Asn (CHEBI:73412) has functional parent L-methionine (CHEBI:16643)
Asp-Met (CHEBI:141426) has functional parent L-methionine (CHEBI:16643)
Asp-Met-Met-Cys (CHEBI:176848) has functional parent L-methionine (CHEBI:16643)
Asp-Met-Thr-Pro (CHEBI:73436) has functional parent L-methionine (CHEBI:16643)
Cys-Met-Gln (CHEBI:144427) has functional parent L-methionine (CHEBI:16643)
Cys-Met-Met-Met (CHEBI:73457) has functional parent L-methionine (CHEBI:16643)
Cys-Met-Phe-His (CHEBI:138508) has functional parent L-methionine (CHEBI:16643)
Cys-Met-Thr-Tyr (CHEBI:73459) has functional parent L-methionine (CHEBI:16643)
Glu-Arg-Gly-Met (CHEBI:191942) has functional parent L-methionine (CHEBI:16643)
Glu-Arg-Gly-Met-Thr (CHEBI:191943) has functional parent L-methionine (CHEBI:16643)
Glu-Met (CHEBI:73507) has functional parent L-methionine (CHEBI:16643)
Leu-Met (CHEBI:73584) has functional parent L-methionine (CHEBI:16643)
Lys-Met-Met-Met (CHEBI:73595) has functional parent L-methionine (CHEBI:16643)
Met-Ala (CHEBI:73610) has functional parent L-methionine (CHEBI:16643)
Met-Ala-Asp (CHEBI:73609) has functional parent L-methionine (CHEBI:16643)
Met-Ala-Met (CHEBI:140747) has functional parent L-methionine (CHEBI:16643)
Met-Asn (CHEBI:141442) has functional parent L-methionine (CHEBI:16643)
Met-enkephalin (CHEBI:6618) has functional parent L-methionine (CHEBI:16643)
Met-FMDP (CHEBI:74356) has functional parent L-methionine (CHEBI:16643)
Met-Gly (CHEBI:73611) has functional parent L-methionine (CHEBI:16643)
Met-Met (CHEBI:74707) has functional parent L-methionine (CHEBI:16643)
Met-Phe-Met (CHEBI:160990) has functional parent L-methionine (CHEBI:16643)
Met-Pro (CHEBI:73612) has functional parent L-methionine (CHEBI:16643)
Met-Ser (CHEBI:73613) has functional parent L-methionine (CHEBI:16643)
Met-Thr (CHEBI:73614) has functional parent L-methionine (CHEBI:16643)
Met-Tyr (CHEBI:73615) has functional parent L-methionine (CHEBI:16643)
Met-Val (CHEBI:73616) has functional parent L-methionine (CHEBI:16643)
Pro-Met (CHEBI:141444) has functional parent L-methionine (CHEBI:16643)
L-methionine-d3 (CHEBI:192080) is a L-methionine (CHEBI:16643)
L-methioninium (CHEBI:32632) is conjugate acid of L-methionine (CHEBI:16643)
L-methioninate (CHEBI:32631) is conjugate base of L-methionine (CHEBI:16643)
D-methionine (CHEBI:16867) is enantiomer of L-methionine (CHEBI:16643)
L-methionine residue (CHEBI:16044) is substituent group from L-methionine (CHEBI:16643)
L-methionino group (CHEBI:49037) is substituent group from L-methionine (CHEBI:16643)
L-methionyl group (CHEBI:49038) is substituent group from L-methionine (CHEBI:16643)
L-methionine zwitterion (CHEBI:57844) is tautomer of L-methionine (CHEBI:16643)
IUPAC Name
L-methionine
Synonyms Sources
(2S)-2-amino-4-(methylsulfanyl)butanoic acid IUPAC
(S)-2-amino-4-(methylthio)butanoic acid ChemIDplus
(S)-2-amino-4-(methylthio)butyric acid ChemIDplus
(S)-methionine ChEBI
L-(−)-methionine NIST Chemistry WebBook
L-α-amino-γ-methylmercaptobutyric acid NIST Chemistry WebBook
L-Methionin ChEBI
L-Methionine KEGG COMPOUND
M ChEBI
Met ChEBI
METHIONINE PDBeChem
Methionine KEGG COMPOUND
Methionine KEGG DRUG
Manual Xrefs Databases
3347 DrugCentral
C00001379 KNApSAcK
C00073 KEGG COMPOUND
D00019 KEGG DRUG
DB00134 DrugBank
ECMDB00696 ECMDB
HMDB0000696 HMDB
MET MetaCyc
MET_LFOH PDBeChem
YMDB00318 YMDB
View more database links
Registry Numbers Types Sources
1722294 Reaxys Registry Number Reaxys
26935 Gmelin Registry Number Gmelin
63-68-3 CAS Registry Number KEGG COMPOUND
63-68-3 CAS Registry Number ChemIDplus
63-68-3 CAS Registry Number NIST Chemistry WebBook
Citations Waiting for Citations Types Sources
16575097 PubMed citation Europe PMC
21683740 PubMed citation Europe PMC
21946918 PubMed citation Europe PMC
22200379 PubMed citation Europe PMC
22370952 PubMed citation Europe PMC
22448874 PubMed citation Europe PMC
22517898 PubMed citation Europe PMC
24126240 PubMed citation Europe PMC
24939187 PubMed citation Europe PMC
5764336 PubMed citation Europe PMC
Last Modified
18 May 2022