Drug Details

General Information of the Drug (ID: DR1725)
Name
S-adenosylmethionine
Synonyms
S-adenosyl-L-methionine; S-adenosylmethionine; Ademetionine; AdoMet; 29908-03-0; SAM-e; SAMe; Donamet; L-S-Adenosylmethionine; Methioninyladenylate; S Amet; adenosylmethionine; Active methionine; L-Methionine, S-adenosyl-; CCRIS 7130; S-adenosyl-L-methioninate; (R)-ademetionine; (S)-ademetionine; UNII-6EZ5466ZUX; UNII-K093C397UL; Methionine, S-adenosyl-; (2S)-2-Amino-4-((((2S,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl)(methyl)sulfonio)butanoate; SAM; 6EZ5466ZUX; CHEBI:67040; UNII-7LP2MPO46S; K093C397UL; Adenosine, 5'-((3-amino-3-carboxypropyl)methylsulfonio)-5'-deoxy-, inner salt, (3S)-; (3S)-5'-((3-Amino-3-carboxylatopropyl)methylsulphonio)-5'-deoxyadenosine; S-adenosyl-L-methioninate (deprotonated carboxy group); 2-S-adenosyl-L-methionine; 7LP2MPO46S; (3S)-5'-[(3-amino-3-carboxylatopropyl)methylsulphonio]-5'-deoxyadenosine; 17176-17-9; Adenosine, 5'-(((3S)-3-amino-3-carboxypropyl)methylsulfonio)-5'-deoxy-, inner salt; S-Adenosyl-L-Methtonine; Ademetionine, (R)-; R,S-adenosylmethionine; S,S-Adenosylmethionine; Adenosine, 5'-((L-3-amino-3-carboxypropyl)methylsulfonio)-5'-deoxy-, hydroxide, inner salt; EINECS 249-946-8; (R,S)-S-Adenosyl-L-methionine; (S,S)-S-Adenosyl-L-methionine; S-adenosylmethione; Adenosine, 5'-[[(3S)-3-amino-3-carboxypropyl)methylsulfonio]-5'-deoxy-, inner salt; S. Amet; [14COOH]AdoMet; 24346-00-7; S-Adenosyl-L-methionine HCl; SCHEMBL1300198; CHEMBL1088977; DTXSID6032019; BDBM28422; MSI-195; HY-B0617; AKOS015963176; S-adenosyl-L-[carboxy-14C]methionine; CCG-268635; DB00118; Adenosine, 5'-((R)-((3S)-3-amino-3-carboxypropyl)methylsulfonio)-5'-deoxy-, inner salt; Adenosine, 5'-((S)-((3S)-3-amino-3-carboxypropyl)methylsulfonio)-5'-deoxy-, inner salt; NCGC00485915-01; S-(5'desoxyadenosin-5'yl)-L-methionine; 91279-78-6; AC-19717; AS-57895; C00019; Methionine, S-adenosyl- (6CI) Active methionine; Q27135598; Q27264758; Q27281766; S-Adenosyl-L-methionine;S-Adenosyl methionine;SAMe;AdoMet; UNII-7LP2MPO46S component MEFKEPWMEQBLKI-FCKMPRQPSA-N; UNII-7LP2MPO46S component MEFKEPWMEQBLKI-TYYLHDHTSA-N; (3S)-5'-[(3-amino-3-carboxylatopropyl)methylsulphonio]-5'-deoxyadenosine inner salt; [(3S)-3-amino-3-carboxylatopropyl](5'-deoxyadenosin-5'-yl)(methyl)sulfonioacetate; (2S)-2-amino-4-({[(2S,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl}(methyl)sulfaniumyl)butanoate; (2S)-2-amino-4-({[(2S,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl}(methyl)sulfanylium)butanoate; (2S)-2-amino-4-[{[(2S,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl}(methyl)sulfonio]butanoate (non-preferred name); [(3S)-3-amino-4-hydroxy-4-oxo-butyl]-[[(2S,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methyl]-methyl-sulfonium; Adenosine, 5'-[(3-amino-3-carboxypropyl)methylsulfonio]-5'-deoxy-, hydroxide, inner salt, (3S)-; Adenosine, 5'-[(L-3-amino-3-carboxypropyl)methylsulfonio]-5'-deoxy-, hydroxide, inner salt (8CI)
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Molecular Type
Small molecule
Disease Hepatic fibrosis/cirrhosis [ICD-11: DB93] Approved [1]
Structure
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2D MOL

3D MOL

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Formula
C15H22N6O5S
PubChem CID
34755
Canonical SMILES
C[S+](CCC(C(=O)[O-])N)CC1C(C(C(O1)N2C=NC3=C(N=CN=C32)N)O)O
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)/t7-,8+,10+,11+,14+,27?/m0/s1
InChIKey
MEFKEPWMEQBLKI-AIRLBKTGSA-N
CAS Number
CAS 29908-03-0
ChEBI ID
CHEBI:67040
TTD Drug ID
D0U3YU
DrugBank ID
DB00118
Combinatorial Therapeutic Effect(s) Validated Clinically or Experimentally
    α. A List of Natural Product(s) Able to Decrease the Adverse Effect of This Drug
          Vitamin C + Vitamin E     Click to Show/Hide the Molecular Data of This NP
                 Decreasing Adverse Drug Reaction     Click to Show/Hide
                    Representative Experiment Reporting the Effect of This Combination [2]
                    Detail(s)  Combination Info  click to show the detail info of this combination
                    In-vivo Model Male C57BL/6 mice between 8-10 weeks were injected with DMSO, 15 mg/kg doxorubicin, or doxorubicin plus 25 mg/kg visnagin or 10 mg/kg diphenylurea intraperitoneally (n=4-5 each).
                    Experimental
                    Result(s)		 There are synergistic antioxidative effects among the antioxidants, SAMe and vitamins C and E, that protect the liver from TAA-induced HDIR, suggesting that antioxidant treatment may best be done using a balanced "cocktail.".
Target and Pathway
Target(s) Transferase unspecific (TF)  Molecule Info  [1]
References
Reference 1 Drugs@FDA. U.S. Food and Drug Administration. U.S. Department of Health Human Services. 2013
Reference 2 Synergistic protection by S-adenosylmethionine with vitamins C and E on liver injury induced by thioacetamide in rats. Free Radic Biol Med. 2006 Feb 15;40(4):617-24.
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