1.0 2016-09-30 22:42:14 UTC 2020-05-21 16:28:30 UTC BMDB0001185 BMDB01185 S-Adenosylmethionine (3S)-5'-[(3-Amino-3-carboxypropyl)methylsulfonio]-5'-deoxyadenosine, inner salt [1-(Adenin-9-yl)-1,5-dideoxy-beta-D-ribofuranos-5-yl][(3S)-3-amino-3-carboxypropyl](methyl)sulfonium Acylcarnitine AdoMet S-(5'-Deoxyadenosin-5'-yl)-L-methionine SAM SAMe (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)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 (3S)-5'-[(3-Amino-3-carboxypropyl)methylsulfonio]-5'-deoxyadenosine 2-S-Adenosyl-L-methionine 5'-Deoxyadenosine-5'-L-methionine disulfate ditosylate 5'-Deoxyadenosine-5'-L-methionine disulphate ditosylate Active methionine Ademetionine Adenosylmethionine Donamet L-S-Adenosylmethionine S-(5'-Adenosyl)-L-methionine S-Adenosyl methionine S-Adenosyl-L-methionine S-Adenosyl-L-methionine disulfate tosylate S-Adenosyl-L-methionine disulphate tosylate S-Adenosyl-methionine ASTA medica brand OF ademetionine tosilate disulfate S Adenosylmethionine sulfate tosylate S-Adenosylmethionine sulfate tosylate Sulfate tosylate, S-adenosylmethionine Ademetionine europharma brand Amet, S Europharma brand OF ademetionine Gumbaral Knoll brand OF brand OF ademetionine tosilate disulfate S Adenosylmethionine S Amet Samyr Tosylate, S-adenosylmethionine sulfate S Adenosyl L methionine SAM-e C15H23N6O5S 399.445 399.145063566 [(3S)-3-amino-3-carboxypropyl]({[(2S,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl})methylsulfanium SAMe 485-80-3 C[S+](CC[C@H](N)C(O)=O)C[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=NC2=C1N=CN=C2N 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 MEFKEPWMEQBLKI-AIRLBKTGSA-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. Organic compounds Nucleosides, nucleotides, and analogues 5'-deoxyribonucleosides 5'-deoxy-5'-thionucleosides 5'-deoxy-5'-thionucleosides 1,2-diols 6-aminopurines Amino acids Aminopyrimidines and derivatives Azacyclic compounds Carbonyl compounds Carboxylic acids Glycosylamines Heteroaromatic compounds Hydrocarbon derivatives Hydroxy fatty acids Imidolactams L-alpha-amino acids Methionine and derivatives Monoalkylamines Monocarboxylic acids and derivatives N-substituted imidazoles Organic cations Organic oxides 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 Fatty acyl Glycosyl compound Heteroaromatic compound Hydrocarbon derivative Hydroxy fatty acid Imidazole Imidazopyrimidine Imidolactam L-alpha-amino acid Methionine or derivatives Monocarboxylic acid or derivatives Monosaccharide N-glycosyl compound N-substituted imidazole Organic cation Organic nitrogen compound Organic oxide Organic oxygen compound 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 Aromatic heteropolycyclic compounds organic cation sulfonium compound Solid logp -1.99 ALOGPS logs -2.56 ALOGPS logp -5.3 ChemAxon pka_strongest_acidic 1.7 ChemAxon pka_strongest_basic 9.41 ChemAxon iupac [(3S)-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 C[S+](CC[C@H](N)C(O)=O)C[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=NC2=C1N=CN=C2N 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?/m0/s1 ChemAxon inchikey MEFKEPWMEQBLKI-AIRLBKTGSA-O ChemAxon polar_surface_area 182.63 ChemAxon refractivity 96.23 ChemAxon polarizability 40.37 ChemAxon rotatable_bond_count 7 ChemAxon acceptor_count 10 ChemAxon donor_count 5 ChemAxon physiological_charge 1 ChemAxon formal_charge 1 ChemAxon number_of_rings 3 ChemAxon bioavailability 1 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon Specdb::CMs 17861 Specdb::CMs 37964 Specdb::CMs 148643 Specdb::NmrOneD 146690 Specdb::NmrOneD 146691 Specdb::NmrOneD 146692 Specdb::NmrOneD 146693 Specdb::NmrOneD 146694 Specdb::NmrOneD 146695 Specdb::NmrOneD 146696 Specdb::NmrOneD 146697 Specdb::NmrOneD 146698 Specdb::NmrOneD 146699 Specdb::NmrOneD 146700 Specdb::NmrOneD 146701 Specdb::NmrOneD 146702 Specdb::NmrOneD 146703 Specdb::NmrOneD 146704 Specdb::NmrOneD 146705 Specdb::NmrOneD 146706 Specdb::NmrOneD 146707 Specdb::NmrOneD 146708 Specdb::NmrOneD 146709 Specdb::MsMs 305554 Specdb::MsMs 305555 Specdb::MsMs 305556 Specdb::MsMs 445541 Specdb::MsMs 445542 Specdb::MsMs 445543 Specdb::MsMs 445544 Specdb::MsMs 445545 Specdb::MsMs 447191 Specdb::MsMs 2973573 Specdb::MsMs 2973574 Specdb::MsMs 2973575 Epidermis Wishart DS, Feunang YD, Marcu A, Guo AC, Liang K, Vazquez-Fresno R, Sajed T, Johnson D, Li C, Karu N, Sayeeda Z, Lo E, Assempour N, Berjanskii M, Singhal S, Arndt D, Liang Y, Badran H, Grant J, Serra-Cayuela A, Liu Y, Mandal R, Neveu V, Pon A, Knox C, Wilson M, Manach C, Scalbert A: HMDB 4.0: the human metabolome database for 2018. Nucleic Acids Res. 2018 Jan 4;46(D1):D608-D617. doi: 10.1093/nar/gkx1089. 29140435 Eye Lens Wishart DS, Feunang YD, Marcu A, Guo AC, Liang K, Vazquez-Fresno R, Sajed T, Johnson D, Li C, Karu N, Sayeeda Z, Lo E, Assempour N, Berjanskii M, Singhal S, Arndt D, Liang Y, Badran H, Grant J, Serra-Cayuela A, Liu Y, Mandal R, Neveu V, Pon A, Knox C, Wilson M, Manach C, Scalbert A: HMDB 4.0: the human metabolome database for 2018. Nucleic Acids Res. 2018 Jan 4;46(D1):D608-D617. doi: 10.1093/nar/gkx1089. 29140435 Fibroblasts Wishart DS, Feunang YD, Marcu A, Guo AC, Liang K, Vazquez-Fresno R, Sajed T, Johnson D, Li C, Karu N, Sayeeda Z, Lo E, Assempour N, Berjanskii M, Singhal S, Arndt D, Liang Y, Badran H, Grant J, Serra-Cayuela A, Liu Y, Mandal R, Neveu V, Pon A, Knox C, Wilson M, Manach C, Scalbert A: HMDB 4.0: the human metabolome database for 2018. Nucleic Acids Res. 2018 Jan 4;46(D1):D608-D617. doi: 10.1093/nar/gkx1089. 29140435 Intestine Wishart DS, Feunang YD, Marcu A, Guo AC, Liang K, Vazquez-Fresno R, Sajed T, Johnson D, Li C, Karu N, Sayeeda Z, Lo E, Assempour N, Berjanskii M, Singhal S, Arndt D, Liang Y, Badran H, Grant J, Serra-Cayuela A, Liu Y, Mandal R, Neveu V, Pon A, Knox C, Wilson M, Manach C, Scalbert A: HMDB 4.0: the human metabolome database for 2018. Nucleic Acids Res. 2018 Jan 4;46(D1):D608-D617. doi: 10.1093/nar/gkx1089. 29140435 Kidney Wishart DS, Feunang YD, Marcu A, Guo AC, Liang K, Vazquez-Fresno R, Sajed T, Johnson D, Li C, Karu N, Sayeeda Z, Lo E, Assempour N, Berjanskii M, Singhal S, Arndt D, Liang Y, Badran H, Grant J, Serra-Cayuela A, Liu Y, Mandal R, Neveu V, Pon A, Knox C, Wilson M, Manach C, Scalbert A: HMDB 4.0: the human metabolome database for 2018. Nucleic Acids Res. 2018 Jan 4;46(D1):D608-D617. doi: 10.1093/nar/gkx1089. 29140435 Neuron Wishart DS, Feunang YD, Marcu A, Guo AC, Liang K, Vazquez-Fresno R, Sajed T, Johnson D, Li C, Karu N, Sayeeda Z, Lo E, Assempour N, Berjanskii M, Singhal S, Arndt D, Liang Y, Badran H, Grant J, Serra-Cayuela A, Liu Y, Mandal R, Neveu V, Pon A, Knox C, Wilson M, Manach C, Scalbert A: HMDB 4.0: the human metabolome database for 2018. Nucleic Acids Res. 2018 Jan 4;46(D1):D608-D617. doi: 10.1093/nar/gkx1089. 29140435 Ovary Wishart DS, Feunang YD, Marcu A, Guo AC, Liang K, Vazquez-Fresno R, Sajed T, Johnson D, Li C, Karu N, Sayeeda Z, Lo E, Assempour N, Berjanskii M, Singhal S, Arndt D, Liang Y, Badran H, Grant J, Serra-Cayuela A, Liu Y, Mandal R, Neveu V, Pon A, Knox C, Wilson M, Manach C, Scalbert A: HMDB 4.0: the human metabolome database for 2018. Nucleic Acids Res. 2018 Jan 4;46(D1):D608-D617. doi: 10.1093/nar/gkx1089. 29140435 Placenta Wishart DS, Feunang YD, Marcu A, Guo AC, Liang K, Vazquez-Fresno R, Sajed T, Johnson D, Li C, Karu N, Sayeeda Z, Lo E, Assempour N, Berjanskii M, Singhal S, Arndt D, Liang Y, Badran H, Grant J, Serra-Cayuela A, Liu Y, Mandal R, Neveu V, Pon A, Knox C, Wilson M, Manach C, Scalbert A: HMDB 4.0: the human metabolome database for 2018. Nucleic Acids Res. 2018 Jan 4;46(D1):D608-D617. doi: 10.1093/nar/gkx1089. 29140435 Prostate Tissue Wishart DS, Feunang YD, Marcu A, Guo AC, Liang K, Vazquez-Fresno R, Sajed T, Johnson D, Li C, Karu N, Sayeeda Z, Lo E, Assempour N, Berjanskii M, Singhal S, Arndt D, Liang Y, Badran H, Grant J, Serra-Cayuela A, Liu Y, Mandal R, Neveu V, Pon A, Knox C, Wilson M, Manach C, Scalbert A: HMDB 4.0: the human metabolome database for 2018. Nucleic Acids Res. 2018 Jan 4;46(D1):D608-D617. doi: 10.1093/nar/gkx1089. 29140435 Skeletal Muscle Wishart DS, Feunang YD, Marcu A, Guo AC, Liang K, Vazquez-Fresno R, Sajed T, Johnson D, Li C, Karu N, Sayeeda Z, Lo E, Assempour N, Berjanskii M, Singhal S, Arndt D, Liang Y, Badran H, Grant J, Serra-Cayuela A, Liu Y, Mandal R, Neveu V, Pon A, Knox C, Wilson M, Manach C, Scalbert A: HMDB 4.0: the human metabolome database for 2018. Nucleic Acids Res. 2018 Jan 4;46(D1):D608-D617. doi: 10.1093/nar/gkx1089. 29140435 Testis Wishart DS, Feunang YD, Marcu A, Guo AC, Liang K, Vazquez-Fresno R, Sajed T, Johnson D, Li C, Karu N, Sayeeda Z, Lo E, Assempour N, Berjanskii M, Singhal S, Arndt D, Liang Y, Badran H, Grant J, Serra-Cayuela A, Liu Y, Mandal R, Neveu V, Pon A, Knox C, Wilson M, Manach C, Scalbert A: HMDB 4.0: the human metabolome database for 2018. Nucleic Acids Res. 2018 Jan 4;46(D1):D608-D617. doi: 10.1093/nar/gkx1089. 29140435 FDB031152 21169292 C00019 15414 34756 C00007347 S-ADENOSYLMETHIONINE 33530 S-Adenosyl_methionine 6064 Lin, Jian-Ping; Tian, Jun; You, Jian-Feng; Jin, Zhi-Hua; Xu, Zhi-Nan; Cen, Pei-Lin. An effective strategy for the co-production of S-adenosyl-L-methionine and glutathione by fed-batch fermentation. Biochemical Engineering Journal (2004), 21(1), 19-25. BMDBP00100 Phenylethanolamine N-methyltransferase P10938 PNMT Enzyme BMDBP00122 Histamine N-methyltransferase Q58DV7 HNMT Enzyme BMDBP00174 S-adenosylmethionine synthase A7E3T7 MAT2A Enzyme BMDBP00361 Elongator complex protein 3 Q2KJ61 ELP3 Enzyme BMDBP00394 tRNA (adenine(58)-N(1))-methyltransferase catalytic subunit TRMT61A A6H791 TRMT61A Enzyme BMDBP00395 Histone-lysine N-methyltransferase SUV39H2 Q32PH7 SUV39H2 Enzyme BMDBP00396 Lipoyl synthase, mitochondrial Q5BIP7 LIAS Enzyme BMDBP00397 Protein-L-isoaspartate(D-aspartate) O-methyltransferase P15246 PCMT1 Enzyme BMDBP00398 N-lysine methyltransferase KMT5A Q2YDJ8 KMT5A Enzyme BMDBP00399 Diphthine methyl ester synthase Q5E982 DPH5 Enzyme BMDBP00400 Putative histone-lysine N-methyltransferase PRDM6 A6QPM3 PRDM6 Enzyme BMDBP00401 tRNA (cytosine-5-)-methyltransferase Q7YS61 TRDMT1 Enzyme BMDBP00402 EHMT1 protein A5PK11 EHMT1 Enzyme BMDBP00403 S-adenosylmethionine synthase isoform type-1 Q2KJC6 MAT1A Enzyme BMDBP00404 tRNA (guanine(37)-N1)-methyltransferase Q3MHN8 TRMT5 Enzyme BMDBP00405 2-methoxy-6-polyprenyl-1,4-benzoquinol methylase, mitochondrial Q0P5A2 COQ5 Enzyme BMDBP00406 Protein arginine N-methyltransferase 7 A6QQV6 PRMT7 Enzyme BMDBP00407 DNA (cytosine-5)-methyltransferase 1 Q24K09 DNMT1 Enzyme BMDBP00408 DNA methyltransferase b B1P383 Dnmt1 Enzyme BMDBP00409 Thiopurine S-methyltransferase Q17QQ2 TPMT Enzyme BMDBP00410 Acetylserotonin O-methyltransferase P10950 ASMT Enzyme BMDBP00411 Protein arginine N-methyltransferase 5 A7YW45 PRMT5 Enzyme BMDBP00412 Guanidinoacetate N-methyltransferase Q2TBQ3 GAMT Enzyme BMDBP00413 Ubiquinone biosynthesis O-methyltransferase, mitochondrial Q3T131 COQ3 Enzyme BMDBP00414 Methionine synthase Q4JIJ3 MTR Enzyme BMDBP00415 S-adenosylmethionine decarboxylase proenzyme P50243 AMD1 Enzyme BMDBP00416 Protein arginine N-methyltransferase 6 Q5E9L5 PRMT6 Enzyme BMDBP00417 Histone-lysine N-methyltransferase SUV39H1 Q2NL30 SUV39H1 Enzyme BMDBP00418 Histone-lysine N-methyltransferase EZH1 A7E2Z2 EZH1 Enzyme BMDBP00419 Histone-lysine N-methyltransferase KMT5B Q29RP8 KMT5B Enzyme BMDBP00420 Phosphatidylethanolamine N-methyltransferase Q7YRH6 PEMT Enzyme BMDBP00421 Catechol O-methyltransferase A7MBI7 COMT Enzyme BMDBP00422 Histone-lysine N-methyltransferase SETMAR Q0VD24 SETMAR Enzyme BMDBP00423 tRNA (guanine-N(7)-)-methyltransferase Q2YDF1 METTL1 Enzyme BMDBP01582 Radical S-adenosyl methionine domain-containing protein 2 Q2HJF9 RSAD2 Enzyme BMDBP01583 Molybdenum cofactor biosynthesis protein 1 Q1JQD7 MOCS1 Enzyme BMDBP01584 Radical S-adenosyl methionine domain-containing protein 1, mitochondrial A5D7B1 RSAD1 Enzyme BMDBP01585 S-adenosylmethionine mitochondrial carrier protein A6QR09 SLC25A26 Enzyme BMDBP02843 Methionine adenosyltransferase 2 subunit beta Q29RI9 MAT2B Enzyme BMDBP02880 Histone-lysine N-methyltransferase SETD7 F1MUT0 SETD7 Enzyme