CHEBI:15414 - S-adenosyl-L-methionine

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ChEBI Name S-adenosyl-L-methionine
ChEBI ID CHEBI:15414
ChEBI ASCII Name S-adenosyl-L-methionine
Definition A sulfonium compound that is the S-adenosyl derivative of L-methionine. It is an intermediate in the metabolic pathway of methionine.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:45607, CHEBI:10833, CHEBI:12742, CHEBI:12760, CHEBI:12757, CHEBI:22036, CHEBI:10786, CHEBI:8946, CHEBI:527887
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Formula C15H23N6O5S
Net Charge +1
Average Mass 399.44500
InChI InChI=1S/C15H22N6O5S/c1-27(3-2-7(16)15(24)25)4-8-10(22)11(23)14(26-8)21-6-20-9-12(17)18-5-19-13(9)21/h5-8,10-11,14,22-23H,2-4,16H2,1H3,(H2-,17,18,19,24,25)/p+1/t7-,8+,10+,11+,14+,27?/m0/s1
InChIKey MEFKEPWMEQBLKI-AIRLBKTGSA-O
SMILES C[S+](CC[C@H](N)C(O)=O)C[C@H]1O[C@H]([C@H](O)[C@@H]1O)n1cnc2c(N)ncnc12
Metabolite of Species Details
Mycoplasma genitalium (NCBI:2097) See: PubMed
Saccharomyces cerevisiae (NCBI:4932) Source: yeast.sf.net See: PubMed
Homo sapiens (NCBI:9606) See: DOI
Roles Classification
Biological Role(s): coenzyme
A low-molecular-weight, non-protein organic compound participating in enzymatic reactions as dissociable acceptor or donor of chemical groups or electrons.
Saccharomyces cerevisiae metabolite
Any fungal metabolite produced during a metabolic reaction in Baker's yeast (Saccharomyces cerevisiae ).
micronutrient

human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
Mycoplasma genitalium metabolite
Any bacterial metabolite produced during a metabolic reaction in Mycoplasma genitalium.
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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing S-adenosyl-L-methionine (CHEBI:15414) has role Mycoplasma genitalium metabolite (CHEBI:131604)
S-adenosyl-L-methionine (CHEBI:15414) has role Saccharomyces cerevisiae metabolite (CHEBI:75772)
S-adenosyl-L-methionine (CHEBI:15414) has role coenzyme (CHEBI:23354)
S-adenosyl-L-methionine (CHEBI:15414) has role human metabolite (CHEBI:77746)
S-adenosyl-L-methionine (CHEBI:15414) has role micronutrient (CHEBI:27027)
S-adenosyl-L-methionine (CHEBI:15414) has role nutraceutical (CHEBI:50733)
S-adenosyl-L-methionine (CHEBI:15414) is a sulfonium compound (CHEBI:26830)
S-adenosyl-L-methionine (CHEBI:15414) is conjugate acid of S-adenosyl-L-methioninate (CHEBI:67040)
S-adenosyl-L-methionine (CHEBI:15414) is tautomer of S-adenosyl-L-methionine zwitterion (CHEBI:59789)
Incoming (R)-S-adenosyl-L-methionine (CHEBI:33440) is a S-adenosyl-L-methionine (CHEBI:15414)
(S)-S-adenosyl-L-methionine (CHEBI:33442) is a S-adenosyl-L-methionine (CHEBI:15414)
S-adenosyl-L-methioninate (CHEBI:67040) is conjugate base of S-adenosyl-L-methionine (CHEBI:15414)
S-adenosyl-L-methionine zwitterion (CHEBI:59789) is tautomer of S-adenosyl-L-methionine (CHEBI:15414)
IUPAC Name
[(3S)-3-amino-3-carboxypropyl](5'-deoxyadenosin-5'-yl)(methyl)sulfonium
Synonyms Sources
(3S)-5'-[(3-amino-3-carboxypropyl)methylsulfonio]-5'-deoxyadenosine, inner salt ChemIDplus
[1-(adenin-9-yl)-1,5-dideoxy-β-D-ribofuranos-5-yl][(3S)-3-amino-3-carboxypropyl](methyl)sulfonium IUPAC
Acylcarnitine KEGG COMPOUND
AdoMet JCBN
S-(5'-deoxyadenosin-5'-yl)-L-methionine JCBN
S-Adenosyl-L-methionine KEGG COMPOUND
S-adenosyl-L-methionine ChEBI
S-Adenosylmethionine KEGG COMPOUND
S-adenosylmethionine ChEBI
SAM JCBN
SAMe ChemIDplus
Database Links Databases
C00007347 KNApSAcK
C00019 KEGG COMPOUND
DB00118 DrugBank
HMDB01185 HMDB
MOL000172 COMe
S-Adenosyl_methionine Wikipedia
S-ADENOSYLMETHIONINE MetaCyc
View more database links
Registry Numbers Types Sources
29908-03-0 CAS Registry Number KEGG COMPOUND
29908-03-0 CAS Registry Number ChemIDplus
3576439 Beilstein Registry Number Beilstein
3919754 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
11017945 PubMed citation CiteXplore
17439666 PubMed citation CiteXplore
Last Modified
04 April 2016