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
Supplier Information No supplier information found for this compound.
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Formula C15H23N6O5S
Net Charge +1
Average Mass 399.44500
Monoisotopic Mass 399.14452
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:txid2097) See: PubMed
Saccharomyces cerevisiae (NCBI:txid4932) Source: yeast.sf.net See: PubMed
Homo sapiens (NCBI:txid9606) 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
Any nutrient required in small quantities by organisms throughout their life in order to orchestrate a range of physiological functions.
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.
cofactor
An organic molecule or ion (usually a metal ion) that is required by an enzyme for its activity. It may be attached either loosely (coenzyme) or tightly (prosthetic group).
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 cofactor (CHEBI:23357)
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 enantiomer of S-adenosyl-D-methionine (CHEBI:156255)
S-adenosyl-L-methionine (CHEBI:15414) is tautomer of S-adenosyl-L-methionine zwitterion (CHEBI:59789)
Incoming S-adenosyl-S-carboxymethyl-L-homocysteine (CHEBI:136699) has functional parent S-adenosyl-L-methionine (CHEBI:15414)
(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-D-methionine (CHEBI:156255) is enantiomer 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
Manual Xrefs Databases
C00007347 KNApSAcK
C00019 KEGG COMPOUND
DB00118 DrugBank
HMDB0001185 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
Last Modified
26 July 2019