1.0 2011-09-21 00:14:35 UTC 2015-07-21 06:57:14 UTC FDB022473 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) [HMDB] (3S)-5'-[(3-amino-3-carboxypropyl)methylsulfonio]-5'-deoxyadenosine (3S)-5'-[(3-amino-3-Carboxypropyl)methylsulfonio]-5'-deoxyadenosine, inner salt (3S)-5'-[(3-amino-3-Carboxypropyl)methylsulphonio]-5'-deoxyadenosine, inner salt [1-(Adenin-9-yl)-1,5-dideoxy-b-D-ribofuranos-5-yl][(3S)-3-amino-3-carboxypropyl](methyl)sulfonium [1-(Adenin-9-yl)-1,5-dideoxy-b-D-ribofuranos-5-yl][(3S)-3-amino-3-carboxypropyl](methyl)sulphonium [1-(Adenin-9-yl)-1,5-dideoxy-beta-D-ribofuranos-5-yl][(3S)-3-amino-3-carboxypropyl](methyl)sulfonium [1-(Adenin-9-yl)-1,5-dideoxy-beta-D-ribofuranos-5-yl][(3S)-3-amino-3-carboxypropyl](methyl)sulphonium [1-(Adenin-9-yl)-1,5-dideoxy-β-D-ribofuranos-5-yl][(3S)-3-amino-3-carboxypropyl](methyl)sulfonium [1-(Adenin-9-yl)-1,5-dideoxy-β-D-ribofuranos-5-yl][(3S)-3-amino-3-carboxypropyl](methyl)sulphonium 2-S-adenosyl-L-methionine 5'-Deoxyadenosine-5'-L-methionine disulfate ditosylate 5'-Deoxyadenosine-5'-L-methionine disulphate ditosylate Active methionine Acylcarnitine Ademetionine adenosylmethionine AdoMet Donamet L-S-Adenosylmethionine S-(5'-Adenosyl)-L-methionine S-(5'-deoxyadenosin-5'-yl)-L-methionine S-adenosyl methionine S-Adenosyl-L-methionine S-Adenosyl-L-Methionine Disulfate Tosylate S-Adenosyl-L-methionine disulphate tosylate S-adenosyl-methionine S-Adenosylmethionine SAM C15H23N6O5S 399.445 399.145063566 [(3R)-3-amino-3-carboxypropyl]({[(2S,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl})methylsulfanium [(3R)-3-amino-3-carboxypropyl]({[(2S,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl})methylsulfanium 29908-03-0 [H][C@@](N)(CC[S+](C)C[C@@]1([H])O[C@@]([H])(N2C=NC3=C2N=CN=C3N)[C@]([H])(O)[C@]1([H])O)C(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)/p+1/t7-,8-,10-,11-,14-,27?/m1/s1 MEFKEPWMEQBLKI-XCPQSEKJSA-O belongs to the class of organic compounds known as 5'-deoxy-5'-thionucleosides. These are 5'-deoxyribonucleosides in which the ribose is thio-substituted at the 5'position by a S-alkyl group. 5'-deoxy-5'-thionucleosides Organic compounds Nucleosides, nucleotides, and analogues 5'-deoxyribonucleosides 5'-deoxy-5'-thionucleosides Aromatic heteropolycyclic compounds 1,2-diols 6-aminopurines Amino acids Aminopyrimidines and derivatives Azacyclic compounds Carbonyl compounds Carboxylic acid salts Carboxylic acids D-alpha-amino acids Glycosylamines Heteroaromatic compounds Hydrocarbon derivatives Hydroxy fatty acids Imidolactams Methionine and derivatives Monoalkylamines Monocarboxylic acids and derivatives N-substituted imidazoles Organic cations Organic oxides Organic salts Organopnictogen compounds Organosulfur compounds Oxacyclic compounds Pentoses Secondary alcohols Tetrahydrofurans Thia fatty acids 1,2-diol 5'-deoxy-5'-thionucleoside 6-aminopurine Alcohol Alpha-amino acid Alpha-amino acid or derivatives Amine Amino acid Amino acid or derivatives Aminopyrimidine Aromatic heteropolycyclic compound Azacycle Azole Carbonyl group Carboxylic acid Carboxylic acid derivative Carboxylic acid salt D-alpha-amino acid Fatty acyl Glycosyl compound Heteroaromatic compound Hydrocarbon derivative Hydroxy fatty acid Imidazole Imidazopyrimidine Imidolactam Methionine or derivatives Monocarboxylic acid or derivatives Monosaccharide N-glycosyl compound N-substituted imidazole Organic cation Organic nitrogen compound Organic oxide Organic oxygen compound Organic salt Organoheterocyclic compound Organonitrogen compound Organooxygen compound Organopnictogen compound Organosulfur compound Oxacycle Pentose monosaccharide Primary aliphatic amine Primary amine Purine Pyrimidine Secondary alcohol Tetrahydrofuran Thia fatty acid Solid logp -1.99 ALOGPS logs -2.56 ALOGPS solubility 1.19e+00 g/l ALOGPS logp -5.3 ChemAxon pka_strongest_acidic 1.7 ChemAxon pka_strongest_basic 9.41 ChemAxon iupac [(3R)-3-amino-3-carboxypropyl]({[(2S,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl})methylsulfanium ChemAxon average_mass 399.445 ChemAxon mono_mass 399.145063566 ChemAxon smiles [H][C@@](N)(CC[S+](C)C[C@@]1([H])O[C@@]([H])(N2C=NC3=C2N=CN=C3N)[C@]([H])(O)[C@]1([H])O)C(O)=O ChemAxon formula C15H23N6O5S ChemAxon 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?/m1/s1 ChemAxon inchikey MEFKEPWMEQBLKI-XCPQSEKJSA-O ChemAxon polar_surface_area 182.63 ChemAxon refractivity 96.23 ChemAxon polarizability 39.85 ChemAxon rotatable_bond_count 7 ChemAxon acceptor_count 10 ChemAxon donor_count 5 ChemAxon physiological_charge 1 ChemAxon formal_charge 1 ChemAxon Betaine Metabolism SMP00123 map00260 Carnitine Synthesis SMP00465 Catecholamine Biosynthesis SMP00012 map00350 Glycine and Serine Metabolism SMP00004 map00260 Methionine Metabolism SMP00033 map00270 Spermidine and Spermine Biosynthesis SMP00445 HMDB01185 15414 1CMC #<Reference:0x000055ce3066a568> #<Reference:0x000055ce3066a3b0> #<Reference:0x000055ce3066a1f8> #<Reference:0x000055ce3066a040> #<Reference:0x000055ce30669e88> #<Reference:0x000055ce30669cd0> #<Reference:0x000055ce30669b18> #<Reference:0x000055ce30669960> #<Reference:0x000055ce306697a8> #<Reference:0x000055ce306695f0> #<Reference:0x000055ce30669438> #<Reference:0x000055ce30669280> #<Reference:0x000055ce306690c8> #<Reference:0x000055ce30668f10> #<Reference:0x000055ce30668d58> #<Reference:0x000055ce30668ba0> DNA (cytosine-5)-methyltransferase 3-like Q9UJW3 DNMT3L Histone-lysine N-methyltransferase EZH1 Q92800 EZH1 Leucine carboxyl methyltransferase 1 Q9UIC8 LCMT1 Mitochondrial tRNA-specific 2-thiouridylase 1 O75648 TRMU S-adenosylmethionine mitochondrial carrier protein Q70HW3 SLC25A26 Transmembrane O-methyltransferase Q8WZ04 LRTOMT tRNA (uracil(54)-C(5))-methyltransferase homolog Q96GJ1 TRMT2B