S-adenosyl methionine   

GtoPdb Ligand ID: 4786

Synonyms: AdoMet | S-adenosyl-L-methionine | S-adenosylmethionine | SAM-e | SAMe
Comment: This compound is sold as a nutritional supplement in the US and Canada and is approved as a prescription drug in some EU countries (approval date not available), where it is used to treat depression, liver disorders, fibromyalia and osteoarthritis.
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 10
Hydrogen bond donors 5
Rotatable bonds 7
Topological polar surface area 182.63
Molecular weight 399.15
XLogP -2.99
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES C[S+](CC1OC(C(C1O)O)n1cnc2c1ncnc2N)CCC(C(=O)O)N
Isomeric SMILES C[S+](C[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1cnc2c1ncnc2N)CC[C@@H](C(=O)O)N
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
InChI Key MEFKEPWMEQBLKI-AIRLBKTGSA-O
Classification
Compound class Metabolite or derivative
IUPAC Name
[(3S)-3-amino-3-carboxypropyl]({[(2S,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl})methylsulfanium
International Nonproprietary Names
INN number INN
5479 ademetionine
Synonyms
AdoMet | S-adenosyl-L-methionine | S-adenosylmethionine | SAM-e | SAMe
Database Links
CAS Registry No. 29908-03-0 (source: Scifinder)
ChEBI CHEBI:15414
ChEMBL Ligand CHEMBL224120
DrugBank Ligand DB00118
GtoPdb PubChem SID 178101488
PubChem CID 34756
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Wikipedia S-Adenosylmethionine