Chemicals and Drugs

S-Adenosylmethionine

Physiologic methyl radical donor involved in enzymatic transmethylation reactions and present in all living organisms. It possesses anti-inflammatory activity and has been used in treatment of chronic liver disease. (From Merck, 11th ed)

National Library of MedicineMedical Subject Headings2026

Structured Summary

Abstract

Physiologic methyl radical donor involved in enzymatic transmethylation reactions and present in all living organisms. It possesses anti-inflammatory activity and has been used in treatment of chronic liver disease. (From Merck, 11th ed)

Chemical Identity

Chemical Information

Molecular Formula
C15H22N6O5S
Molecular Weight
398.4 g/mol
CAS Registry No.
29908-03-0
IUPAC Name
(2S)-2-amino-4-[[(2S,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl-methylsulfonio]butanoate
InChIKey
MEFKEPWMEQBLKI-AIRLBKTGSA-N
SMILES
C[S+](CC[C@@H](C(=O)[O-])N)C[C@@H]1[C@H]([C@H]([C@@H](O1)N2C=NC3=C(N=CN=C32)N)O)O
MeSH Unique ID
D012436
Source
PubChem CID 34755

MeSH Record

Classification

Broader headings

Related Concepts

Knowledge Graph

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MeSH Record

Synonyms

14 entry terms
  • Ademetionine
  • AdoMet
  • S-Adenosyl-L-Methionine
  • SAM-e
  • S Adenosyl L Methionine
  • S Adenosylmethionine
  • FO-1561
  • Gumbaral
  • S Amet
  • S-Adenosylmethionine Sulfate Tosylate
  • Samyr
  • FO 1561
  • FO1561
  • S Adenosylmethionine Sulfate Tosylate

MeSH Record

Aspects Covered

25 allowable subheadings

Indexed with the subheadings administration & dosage, adverse effects, agonists, analogs & derivatives, analysis, antagonists & inhibitors, blood, cerebrospinal fluid, chemical synthesis, chemistry, classification, economics, history, immunology, isolation & purification, metabolism, pharmacokinetics, pharmacology, poisoning, radiation effects, standards, supply & distribution, therapeutic use, toxicity, urine.

MeSH Record

History Note

73(71)

MeSH Record

Previous Indexing

  • Adenosine (1966-1970)
  • Methionine (1966-1970)

MeSH Hierarchy

Tree Numbers

  1. D02w.886w.030w.676.180w
  2. D03w.633.100.759.590.138w.264w
  3. D12.125w.166w.676.180w
  4. D13.570w.583.138w.264w
  5. D13.570w.800w.096w.264w

MeSH Record

NLM Classification

QU 57

AMA Style

References

  1. National Library of Medicine. S-Adenosylmethionine. Medical Subject Headings (MeSH). 2026. Unique ID D012436. http://id.nlm.nih.gov/mesh/2026/D012436
  2. S-Adenosylmethionine. In: Wikipedia. https://en.wikipedia.org/wiki/S-Adenosyl_methionine
  3. S-Adenosylmethionine. In: Wikidata. https://www.wikidata.org/wiki/Q27135598
  4. S-Adenosylmethionine. In: PubChem Compound. CID 34755. https://pubchem.ncbi.nlm.nih.gov/compound/34755