CHEBI:15414 - S-adenosyl-L-methionine

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name S-adenosyl-L-methionine
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
Download Molfile XML SDF
more structures >>
Wikipedia License
Waiting for wikipedia content
Read full article at Wikipedia
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
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: 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 ).
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.
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)
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
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
SAMe ChemIDplus
Manual Xrefs Databases
C00007347 KNApSAcK
DB00118 DrugBank
HMDB0001185 HMDB
MOL000172 COMe
S-Adenosyl_methionine Wikipedia
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 Europe PMC
17439666 PubMed citation Europe PMC
Last Modified
26 July 2019