Structure via PubChem · Public domain (PubChem)
S-adenosylmethionine
Sign in to saveAlso known as [1-(adenin-9-yl)-1,5-dideoxy-beta-D-ribofuranos-5-yl][(3S)-3-amino-3-carboxypropyl](methyl)sulfonium, AdoMet, S-adenosyl-L-methionine, Ademetionine, acylcarnitine, SAMe, S-(5'-deoxyadenosin-5'-yl)-L-methionine
chemical compound found in all domains of life with largely unexplored effects
Chemical data
- Formula
- C15H22N6O5S
- Molecular weight
- 398.4 g/mol
- IUPAC name
- (2S)-2-amino-4-[[(2S,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl-methylsulfonio]butanoate
- 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
- InChIKey
- MEFKEPWMEQBLKI-AIRLBKTGSA-N
- XLogP
- -2.8
- Polar surface area
- 186 Ų
- H-bond donors
- 4
- H-bond acceptors
- 10
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Phase 3
- Molecule type
- Small molecule
- Indications
- primary biliary cirrhosis, non-alcoholic fatty liver disease, major depressive disorder, intrahepatic cholestasis
via ChEMBL · EBI
Research
11,166 papers- S-Adenosylmethionine.The international journal of biochemistry & cell biology · 2000
- S-adenosylmethionine tRNA modification: unexpected/unsuspected implications of former/new players.International journal of biological sciences · 2020
- S-Adenosylmethionine (SAMe) for Liver Health: A Systematic Review.Nutrients · 2024
- SAMe (S-adenosylmethionine).Harvard review of psychiatry · 2000
- S-adenosylmethionine radical enzymes.Bioorganic chemistry · 2004
via PubMed
Wikidata facts
- Subclass of
- alkaloid
- Has part
- carbon
- Mass
- 398.13723880400005
- Has use
- medication
Show 5 more facts
- chemical formula
- C₁₅H₂₂N₆O₅S
- isomeric SMILES
- C[S+](CC[C@@H](C(=O)[O-])N)C[C@@H]1[C@H]([C@H]([C@@H](O1)N2C=NC3=C2N=CN=C3N)O)O
- canonical SMILES
- C[S+](CCC(C(=O)[O-])N)CC1C(C(C(O1)N2C=NC3=C2N=CN=C3N)O)O
- found in taxon
- Pisum sativum
- Commons category
- S-Adenosyl methionine
via Wikidata · CC0