CHEBI:15414 - S-adenosyl-L-methionine

ChEBI IDCHEBI:15414
ChEBI NameS-adenosyl-L-methionine
Stars
ASCII NameS-adenosyl-L-methionine
DefinitionA sulfonium compound that is the S-adenosyl derivative of L-methionine. It is an intermediate in the metabolic pathway of methionine.
Secondary ChEBI IDsCHEBI:8946, CHEBI:10786, CHEBI:10833, CHEBI:12742, CHEBI:12757, CHEBI:12760, CHEBI:22036, CHEBI:45607, CHEBI:527887
Last Modified26 July 2019
SubmitterMarcus Ennis
DownloadsMolfile
FormulaC15H23N6O5S
Net Charge+1
Average Mass399.453
Monoisotopic Mass399.14452
SMILESC[S+](CC[C@H](N)C(=O)O)C[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1O
InChIInChI=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
InChIKeyMEFKEPWMEQBLKI-AIRLBKTGSA-O
Wikipedia
Species of MetaboliteComponentSourceComments
Homo sapiens (ncbitaxon:9606) - DOI (10.1038/nbt.2488)
Saccharomyces cerevisiae (ncbitaxon:4932) - PubMed (24678285) Source: yeast.sf.net
Mycoplasma genitalium (ncbitaxon:2097) - PubMed (22817898)
Roles Classification
Biological Roles:
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).
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.
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.
coenzyme  A low-molecular-weight, non-protein organic compound participating in enzymatic reactions as dissociable acceptor or donor of chemical groups or electrons.
Application:
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.
ChEBI Ontology
Outgoing Relation(s)
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 tautomer of S-adenosyl-L-methionine zwitterion (CHEBI:59789)
Incoming Relation(s)
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-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  Source
S-Adenosyl-L-methionineKEGG COMPOUND
S-AdenosylmethionineKEGG COMPOUND
AcylcarnitineKEGG COMPOUND
S-(5'-deoxyadenosin-5'-yl)-L-methionineJCBN
AdoMetJCBN
SAMJCBN
Manual XrefsDatabases
C00019KEGG COMPOUND
C00019KEGG COMPOUND
S-Adenosyl_methionineWikipedia
S-ADENOSYLMETHIONINEMetaCyc
DB00118DrugBank
HMDB0001185HMDB
C00007347KNApSAcK
Registry NumbersSources
Beilstein:3576439Beilstein
Reaxys:3919754Reaxys
CAS:29908-03-0KEGG COMPOUND
CAS:29908-03-0ChemIDplus
Citations