S-adenosyl-L-methionine (CHEBI:15414)

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CHEBI:15414 - S-adenosyl-L-methionine

ChEBI ID	CHEBI:15414
ChEBI Name	S-adenosyl-L-methionine
Stars
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.
Secondary ChEBI IDs	CHEBI:8946, CHEBI:10786, CHEBI:10833, CHEBI:12742, CHEBI:12757, CHEBI:12760, CHEBI:22036, CHEBI:45607, CHEBI:527887
Last Modified	26 July 2019
Submitter	Marcus Ennis
Downloads	Molfile

Formula	C15H23N6O5S
Net Charge	+1
Average Mass	399.453
Monoisotopic Mass	399.14452
SMILES	C[S+](CC[C@H](N)C(=O)O)C[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1O
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

Wikipedia

Species of Metabolite	Component	Source	Comments
Homo sapiens (ncbitaxon:9606)	-	DOI (10.1038/nbt.2488)
Mycoplasma genitalium (ncbitaxon:2097)	-	PubMed (22817898)
Saccharomyces cerevisiae (ncbitaxon:4932)	-	PubMed (24678285)	Source: yeast.sf.net

Roles Classification

Biological Roles:

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).

Saccharomyces cerevisiae metabolite Any fungal metabolite produced during a metabolic reaction in Baker's yeast (Saccharomyces cerevisiae ).

human metabolite Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).

coenzyme A low-molecular-weight, non-protein organic compound participating in enzymatic reactions as dissociable acceptor or donor of chemical groups or electrons.

micronutrient Any nutrient required in small quantities by organisms throughout their life in order to orchestrate a range of physiological functions.

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
[1-(adenin-9-yl)-1,5-dideoxy-β-D-ribofuranos-5-yl][(3S)-3-amino-3-carboxypropyl](methyl)sulfonium	IUPAC
(3S)-5'-[(3-amino-3-carboxypropyl)methylsulfonio]-5'-deoxyadenosine, inner salt	ChemIDplus
Acylcarnitine	KEGG COMPOUND
AdoMet	JCBN
S-(5'-deoxyadenosin-5'-yl)-L-methionine	JCBN
S-adenosyl-L-methionine	ChEBI

Manual Xrefs	Databases
C00007347	KNApSAcK
C00019	KEGG COMPOUND
C00019	KEGG COMPOUND
DB00118	DrugBank
HMDB0001185	HMDB
S-Adenosyl_methionine	Wikipedia
S-ADENOSYLMETHIONINE	MetaCyc

Registry Numbers	Sources
Beilstein:3576439	Beilstein
Reaxys:3919754	Reaxys
CAS:29908-03-0	KEGG COMPOUND
CAS:29908-03-0	ChemIDplus

Citations