1.0 2016-09-30 22:45:44 UTC 2020-05-21 16:29:07 UTC BMDB0001423 BMDB01423 Coenzyme A 3'-Phosphoadenosine-(5')diphospho(4')pantatheine [(2R,3S,4R,5R)-5-(6-Amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)tetrahydrofuran-2-yl]methyl (3R)-3-hydroxy-4-({3-oxo-3-[(2-sulfanylethyl)amino]propyl}amino)-2,2-dimethyl-4-oxobutyl dihydrogen diphosphate CoA CoA-SH CoASH Coenzym a HSCoA Koenzym a [(2R,3S,4R,5R)-5-(6-Amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)tetrahydrofuran-2-yl]methyl (3R)-3-hydroxy-4-({3-oxo-3-[(2-sulfanylethyl)amino]propyl}amino)-2,2-dimethyl-4-oxobutyl dihydrogen diphosphoric acid [(2R,3S,4R,5R)-5-(6-Amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)tetrahydrofuran-2-yl]methyl (3R)-3-hydroxy-4-({3-oxo-3-[(2-sulphanylethyl)amino]propyl}amino)-2,2-dimethyl-4-oxobutyl dihydrogen diphosphate [(2R,3S,4R,5R)-5-(6-Amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)tetrahydrofuran-2-yl]methyl (3R)-3-hydroxy-4-({3-oxo-3-[(2-sulphanylethyl)amino]propyl}amino)-2,2-dimethyl-4-oxobutyl dihydrogen diphosphoric acid a, Coenzyme 18-CoA-18-oxo-Dinor-LTB4 Acetoacetyl coenzyme A sodium salt CoA Hydrate coenzyme A Hydrate coenzyme A-SH coenzyme ASH Depot-zeel Propionyl CoA Propionyl coenzyme A S-Propanoate S-Propanoate CoA S-Propanoate coenzyme A S-Propanoic acid S-Propionate CoA S-Propionate coenzyme A Zeel Coenzyme A C21H36N7O16P3S 767.534 767.115208365 {[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-2-({[hydroxy({hydroxy[(3R)-3-hydroxy-2,2-dimethyl-3-({2-[(2-sulfanylethyl)carbamoyl]ethyl}carbamoyl)propoxy]phosphoryl}oxy)phosphoryl]oxy}methyl)oxolan-3-yl]oxy}phosphonic acid coenzyme A 85-61-0 CC(C)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N)[C@@H](O)C(=O)NCCC(=O)NCCS InChI=1S/C21H36N7O16P3S/c1-21(2,16(31)19(32)24-4-3-12(29)23-5-6-48)8-41-47(38,39)44-46(36,37)40-7-11-15(43-45(33,34)35)14(30)20(42-11)28-10-27-13-17(22)25-9-26-18(13)28/h9-11,14-16,20,30-31,48H,3-8H2,1-2H3,(H,23,29)(H,24,32)(H,36,37)(H,38,39)(H2,22,25,26)(H2,33,34,35)/t11-,14-,15-,16+,20-/m1/s1 RGJOEKWQDUBAIZ-IBOSZNHHSA-N belongs to the class of organic compounds known as coenzyme a and derivatives. These are derivative of vitamin B5 containing a 4'-phosphopantetheine moiety attached to a diphospho-adenosine. Organic compounds Nucleosides, nucleotides, and analogues Purine nucleotides Purine ribonucleotides Coenzyme A and derivatives 6-aminopurines Alkylthiols Aminopyrimidines and derivatives Azacyclic compounds Carboximidic acids Glycosylamines Heteroaromatic compounds Hydrocarbon derivatives Imidolactams Monoalkyl phosphates Monosaccharide phosphates N-substituted imidazoles Organic oxides Organic pyrophosphates Organopnictogen compounds Oxacyclic compounds Pentose phosphates Primary amines Propargyl-type 1,3-dipolar organic compounds Purine ribonucleoside diphosphates Ribonucleoside 3'-phosphates Secondary alcohols Tetrahydrofurans 6-aminopurine Alcohol Alkyl phosphate Alkylthiol Amine Aminopyrimidine Aromatic heteropolycyclic compound Azacycle Azole Carboximidic acid Carboximidic acid derivative Coenzyme a or derivatives Glycosyl compound Heteroaromatic compound Hydrocarbon derivative Imidazole Imidazopyrimidine Imidolactam Monoalkyl phosphate Monosaccharide Monosaccharide phosphate N-glycosyl compound N-substituted imidazole Organic 1,3-dipolar compound Organic nitrogen compound Organic oxide Organic oxygen compound Organic phosphoric acid derivative Organic pyrophosphate Organoheterocyclic compound Organonitrogen compound Organooxygen compound Organopnictogen compound Organosulfur compound Oxacycle Pentose monosaccharide Pentose phosphate Pentose-5-phosphate Phosphoric acid ester Primary amine Propargyl-type 1,3-dipolar organic compound Purine Purine ribonucleoside diphosphate Pyrimidine Ribonucleoside 3'-phosphate Secondary alcohol Tetrahydrofuran Aromatic heteropolycyclic compounds adenosine 3',5'-bisphosphate Solid logp -0.61 ALOGPS logs -2.22 ALOGPS logp -5.7 ChemAxon pka_strongest_acidic 0.82 ChemAxon pka_strongest_basic 4.01 ChemAxon iupac {[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-2-({[hydroxy({hydroxy[(3R)-3-hydroxy-2,2-dimethyl-3-({2-[(2-sulfanylethyl)carbamoyl]ethyl}carbamoyl)propoxy]phosphoryl}oxy)phosphoryl]oxy}methyl)oxolan-3-yl]oxy}phosphonic acid ChemAxon average_mass 767.534 ChemAxon mono_mass 767.115208365 ChemAxon smiles CC(C)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N)[C@@H](O)C(=O)NCCC(=O)NCCS ChemAxon formula C21H36N7O16P3S ChemAxon inchi InChI=1S/C21H36N7O16P3S/c1-21(2,16(31)19(32)24-4-3-12(29)23-5-6-48)8-41-47(38,39)44-46(36,37)40-7-11-15(43-45(33,34)35)14(30)20(42-11)28-10-27-13-17(22)25-9-26-18(13)28/h9-11,14-16,20,30-31,48H,3-8H2,1-2H3,(H,23,29)(H,24,32)(H,36,37)(H,38,39)(H2,22,25,26)(H2,33,34,35)/t11-,14-,15-,16+,20-/m1/s1 ChemAxon inchikey RGJOEKWQDUBAIZ-IBOSZNHHSA-N ChemAxon polar_surface_area 346.56 ChemAxon refractivity 162.74 ChemAxon polarizability 68.21 ChemAxon rotatable_bond_count 18 ChemAxon acceptor_count 16 ChemAxon donor_count 10 ChemAxon physiological_charge -4 ChemAxon formal_charge 0 ChemAxon number_of_rings 3 ChemAxon bioavailability 0 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon Specdb::NmrTwoD 2010 Specdb::MsMs 262158 Specdb::MsMs 262159 Specdb::MsMs 262160 Specdb::MsMs 282090 Specdb::MsMs 282091 Specdb::MsMs 282092 Specdb::MsMs 1218124 Specdb::MsMs 1218125 Specdb::MsMs 1218126 Specdb::MsMs 2236457 Specdb::MsMs 2236933 Specdb::MsMs 2244897 Specdb::MsMs 2245203 Specdb::MsMs 2246968 Specdb::MsMs 2247339 Specdb::MsMs 2248904 Specdb::MsMs 2248939 Specdb::MsMs 2249435 Specdb::MsMs 2250929 Specdb::MsMs 2251015 Specdb::MsMs 2251411 Specdb::MsMs 2251459 Specdb::MsMs 2819721 Specdb::MsMs 2819722 Specdb::MsMs 2819723 Specdb::NmrOneD 5176 Specdb::NmrOneD 9282 Specdb::NmrOneD 9283 Specdb::NmrOneD 9284 Specdb::NmrOneD 9285 Specdb::NmrOneD 9286 Specdb::NmrOneD 9287 Specdb::NmrOneD 9288 Specdb::NmrOneD 9289 Specdb::NmrOneD 9290 Specdb::NmrOneD 9291 Specdb::NmrOneD 9292 Specdb::NmrOneD 9293 Specdb::NmrOneD 9294 Specdb::NmrOneD 9295 Specdb::NmrOneD 9296 Specdb::NmrOneD 9297 Specdb::NmrOneD 9298 Specdb::NmrOneD 9299 Specdb::NmrOneD 9300 Specdb::NmrOneD 9301 Specdb::CMs 72687 Specdb::CMs 782311 Specdb::CMs 782312 Specdb::CMs 782313 Specdb::CMs 782314 Specdb::CMs 782315 Specdb::CMs 782316 Specdb::CMs 782317 Specdb::CMs 782318 Specdb::CMs 782319 Specdb::CMs 782320 Specdb::CMs 782321 Specdb::CMs 782322 Specdb::CMs 782323 Specdb::CMs 782324 Specdb::CMs 782325 Specdb::CMs 782326 Specdb::CMs 782327 Specdb::CMs 782328 Adipose 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 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 Liver Metabolomics analysis was performed using GC-MS/LC-MS in multiparous Holstein dairy cows Shahzad K, Lopreiato V, Liang Y, Trevisi E, Osorio JS, Xu C, Loor JJ: Hepatic metabolomics and transcriptomics to study susceptibility to ketosis in response to prepartal nutritional management. J Anim Sci Biotechnol. 2019 Dec 18;10:96. doi: 10.1186/s40104-019-0404-z. eCollection 2019. 31867104 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 FDB022614 C00010 79067 DB01992 87642 15346 C00007258 Coenzyme_A CO-A BMDBP00175 ATP-citrate synthase Q32PF2 ACLY Enzyme BMDBP00212 Dihydroxyacetone phosphate acyltransferase A4IF87 GNPAT Enzyme BMDBP00244 Peroxisomal carnitine O-octanoyltransferase O19094 CROT Enzyme BMDBP00245 Carnitine O-palmitoyltransferase 1, muscle isoform Q58DK1 CPT1B Enzyme BMDBP00246 Carnitine O-palmitoyltransferase 2, mitochondrial Q2KJB7 CPT2 Enzyme BMDBP00260 Methylmalonate-semialdehyde dehydrogenase [acylating], mitochondrial Q07536 ALDH6A1 Enzyme BMDBP00358 Serotonin N-acetyltransferase O02785 AANAT Enzyme BMDBP00359 Hydroxymethylglutaryl-CoA synthase, mitochondrial Q2KIE6 HMGCS2 Enzyme BMDBP00360 Arylamine N-acetyltransferase 1 Q1JPA6 NAT1 Enzyme BMDBP00362 Citrate synthase, mitochondrial Q29RK1 CS Enzyme BMDBP00366 2-amino-3-ketobutyrate coenzyme A ligase, mitochondrial Q0P5L8 GCAT Enzyme BMDBP00367 Acyl-CoA synthetase short-chain family member 3, mitochondrial A7MB45 ACSS3 Enzyme BMDBP00368 Fatty acid synthase Q71SP7 FASN Enzyme BMDBP00369 3-ketoacyl-CoA thiolase, mitochondrial Q3T0R7 ACAA2 Enzyme BMDBP00371 Acetyl-CoA acetyltransferase, mitochondrial Q29RZ0 ACAT1 Enzyme BMDBP00509 Acyl-coenzyme A synthetase ACSM1, mitochondrial Q9BEA2 ACSM1 Enzyme BMDBP00535 Diacylglycerol O-acyltransferase 2 Q70VZ8 DGAT2 Enzyme BMDBP00549 3-hydroxyisobutyryl-CoA hydrolase, mitochondrial Q2HJ73 HIBCH Enzyme BMDBP00624 5-aminolevulinate synthase, nonspecific, mitochondrial A6QLI6 ALAS1 Enzyme BMDBP00626 Succinate--CoA ligase [ADP/GDP-forming] subunit alpha, mitochondrial Q58DR8 SUCLG1 Enzyme BMDBP00627 Succinate--CoA ligase [GDP-forming] subunit beta, mitochondrial Q3MHX5 SUCLG2 Enzyme BMDBP00628 Dihydrolipoyllysine-residue succinyltransferase component of 2-oxoglutarate dehydrogenase complex, mitochondrial P11179 DLST Enzyme BMDBP00637 2-oxoisovalerate dehydrogenase subunit alpha, mitochondrial P11178 BCKDHA Enzyme BMDBP00638 2-oxoisovalerate dehydrogenase subunit beta, mitochondrial P21839 BCKDHB Enzyme BMDBP00785 Pyruvate dehydrogenase protein X component P22439 PDHX Enzyme BMDBP00786 Lipoamide acyltransferase component of branched-chain alpha-keto acid dehydrogenase complex, mitochondrial P11181 DBT Enzyme BMDBP00800 D-2-hydroxyglutarate dehydrogenase, mitochondrial Q1JPD3 D2HGDH Enzyme BMDBP00934 Glycerol-3-phosphate acyltransferase 1, mitochondrial Q5GJ77 GPAM Enzyme BMDBP00956 Glycine N-acyltransferase Q2KIR7 GLYAT Enzyme BMDBP01073 2-oxoglutarate dehydrogenase, mitochondrial Q148N0 OGDH Enzyme BMDBP01074 Pyruvate dehydrogenase E1 component subunit alpha, somatic form, mitochondrial A7MB35 PDHA1 Enzyme BMDBP01076 Pyruvate dehydrogenase E1 component subunit beta, mitochondrial P11966 PDHB Enzyme BMDBP01120 Long-chain-fatty-acid--CoA ligase ACSBG1 Q2KHW5 ACSBG1 Enzyme BMDBP01138 Palmitoyl-protein thioesterase 1 P45478 PPT1 Enzyme BMDBP02249 3-hydroxy-3-methylglutaryl-coenzyme A reductase A7Z064 HMGCR Enzyme BMDBP02834 Diacylglycerol O-acyltransferase 1 Q8MK44 DGAT1 Enzyme BMDBP02835 1-acyl-sn-glycerol-3-phosphate acyltransferase alpha Q95JH2 AGPAT1 Enzyme BMDBP02837 1-acyl-sn-glycerol-3-phosphate acyltransferase delta Q5E9R2 AGPAT4 Enzyme BMDBP02870 Dihydrolipoyl dehydrogenase F1N206 DLD Enzyme BMDBP02881 ACSS2 protein A7YWF1 ACSS2 Enzyme BMDBP02892 Dephospho-CoA kinase domain-containing protein Q3ZBS0 DCAKD Enzyme BMDBP02919 Acyl-CoA thioesterase 12 E1BNW7 ACOT12 Enzyme BMDBP02978 Acetyl-coenzyme A synthetase Q9BEA3 AceCS2 Enzyme BMDBP03122 Long-chain fatty acid transport protein 1 Q3ZKN0 SLC27A1 Enzyme BMDBP03181 Glucosamine 6-phosphate N-acetyltransferase Q08DV2 GNPNAT1 Enzyme