1.0 2016-09-30 22:49:52 UTC 2020-05-21 16:28:28 UTC BMDB0002009 BMDB02009 Crotonoyl-CoA Crotonoyl-CoA, also known as crotonyl-CoA or 2-butenoyl-CoA, belongs to the class of organic compounds known as 2-enoyl coas. These are organic compounds containing a coenzyme A substructure linked to a 2-enoyl chain. Crotonoyl-CoA is possibly soluble (in water) and a strong basic compound (based on its pKa). Crotonoyl-CoA exists in all living species, ranging from bacteria to humans. In cattle, crotonoyl-CoA is involved in the metabolic pathway called the mitochondrial Beta-oxidation OF short chain saturated fatty acids pathway. Crotonyl-CoA trans-But-2-enoyl-CoA trans-Butyr-2-enoyl-CoA 2-Butenoyl-CoA But-2-enoyl-CoA (2E)-But-2-enoyl-CoA Crotonyl-coenzyme A (e)-But-2-enoyl-CoA Crotonoyl-CoA Crotonoyl-coenzyme A Crotonyl coenzyme A trans-2-Butenoyl-CoA trans-2-Butenoyl-coenzyme A trans-Crotonoyl-CoA trans-Crotonoyl-coenzyme A trans-Crotonyl CoA C25H40N7O17P3S 835.608 835.141423115 (2R)-4-({[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)-N-[2-({2-[(2E)-but-2-enoylsulfanyl]ethyl}-C-hydroxycarbonimidoyl)ethyl]-2-hydroxy-3,3-dimethylbutanimidic acid (2R)-4-[({[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxy]-N-[2-({2-[(2E)-but-2-enoylsulfanyl]ethyl}-C-hydroxycarbonimidoyl)ethyl]-2-hydroxy-3,3-dimethylbutanimidic acid 992-67-6 C\C=C\C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(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 InChI=1S/C25H40N7O17P3S/c1-4-5-16(34)53-9-8-27-15(33)6-7-28-23(37)20(36)25(2,3)11-46-52(43,44)49-51(41,42)45-10-14-19(48-50(38,39)40)18(35)24(47-14)32-13-31-17-21(26)29-12-30-22(17)32/h4-5,12-14,18-20,24,35-36H,6-11H2,1-3H3,(H,27,33)(H,28,37)(H,41,42)(H,43,44)(H2,26,29,30)(H2,38,39,40)/b5-4+/t14-,18-,19-,20+,24-/m1/s1 KFWWCMJSYSSPSK-PAXLJYGASA-N belongs to the class of organic compounds known as 2-enoyl coas. These are organic compounds containing a coenzyme A substructure linked to a 2-enoyl chain. Organic compounds Lipids and lipid-like molecules Fatty Acyls Fatty acyl thioesters 2-enoyl CoAs 6-aminopurines Acyl CoAs Aminopyrimidines and derivatives Azacyclic compounds Beta amino acids and derivatives Carbonyl compounds Carbothioic S-esters Coenzyme A and derivatives Glycosylamines Heteroaromatic compounds Hydrocarbon derivatives Imidolactams Monoalkyl phosphates Monosaccharide phosphates N-acyl amines N-substituted imidazoles Organic oxides Organic pyrophosphates Organopnictogen compounds Oxacyclic compounds Pentose phosphates Primary amines Purine ribonucleoside diphosphates Ribonucleoside 3'-phosphates Secondary alcohols Secondary carboxylic acid amides Sulfenyl compounds Tetrahydrofurans Thioesters 6-aminopurine Alcohol Alkyl phosphate Amine Amino acid or derivatives Aminopyrimidine Aromatic heteropolycyclic compound Azacycle Azole Beta amino acid or derivatives Carbonyl group Carbothioic s-ester Carboxamide group Carboxylic acid derivative Coenzyme a or derivatives Fatty amide Glycosyl compound Heteroaromatic compound Hydrocarbon derivative Imidazole Imidazopyrimidine Imidolactam Monoalkyl phosphate Monosaccharide Monosaccharide phosphate N-acyl-amine N-glycosyl compound N-substituted imidazole 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 Purine Purine ribonucleoside 3',5'-bisphosphate Purine ribonucleoside bisphosphate Purine ribonucleoside diphosphate Pyrimidine Ribonucleoside 3'-phosphate Secondary alcohol Secondary carboxylic acid amide Sulfenyl compound Tetrahydrofuran Thiocarboxylic acid ester Thiocarboxylic acid or derivatives Aromatic heteropolycyclic compounds but-2-enoyl-CoA Solid logp 0.03 ALOGPS logs -2.17 ALOGPS logp -4.2 ChemAxon pka_strongest_acidic 0.82 ChemAxon pka_strongest_basic 6.43 ChemAxon iupac (2R)-4-({[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)-N-[2-({2-[(2E)-but-2-enoylsulfanyl]ethyl}-C-hydroxycarbonimidoyl)ethyl]-2-hydroxy-3,3-dimethylbutanimidic acid ChemAxon average_mass 835.608 ChemAxon mono_mass 835.141423115 ChemAxon smiles C\C=C\C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(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 ChemAxon formula C25H40N7O17P3S ChemAxon inchi InChI=1S/C25H40N7O17P3S/c1-4-5-16(34)53-9-8-27-15(33)6-7-28-23(37)20(36)25(2,3)11-46-52(43,44)49-51(41,42)45-10-14-19(48-50(38,39)40)18(35)24(47-14)32-13-31-17-21(26)29-12-30-22(17)32/h4-5,12-14,18-20,24,35-36H,6-11H2,1-3H3,(H,27,33)(H,28,37)(H,41,42)(H,43,44)(H2,26,29,30)(H2,38,39,40)/b5-4+/t14-,18-,19-,20+,24-/m1/s1 ChemAxon inchikey KFWWCMJSYSSPSK-PAXLJYGASA-N ChemAxon polar_surface_area 370.61 ChemAxon refractivity 183.57 ChemAxon polarizability 75.89 ChemAxon rotatable_bond_count 21 ChemAxon acceptor_count 19 ChemAxon donor_count 9 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 Butyrate Metabolism SMP0087185 Fatty Acid Metabolism SMP0087172 Lysine Degradation SMP0087203 Mitochondrial Beta-Oxidation of Short Chain Saturated Fatty Acids SMP0087265 Specdb::MsMs 920284 Specdb::MsMs 920285 Specdb::MsMs 920286 Specdb::MsMs 969898 Specdb::MsMs 969899 Specdb::MsMs 969900 Specdb::MsMs 2727823 Specdb::MsMs 2727824 Specdb::MsMs 2727825 Specdb::MsMs 2978543 Specdb::MsMs 2978544 Specdb::MsMs 2978545 Specdb::NmrOneD 148700 Specdb::NmrOneD 148701 Specdb::NmrOneD 148702 Specdb::NmrOneD 148703 Specdb::NmrOneD 148704 Specdb::NmrOneD 148705 Specdb::NmrOneD 148706 Specdb::NmrOneD 148707 Specdb::NmrOneD 148708 Specdb::NmrOneD 148709 Specdb::NmrOneD 148710 Specdb::NmrOneD 148711 Specdb::NmrOneD 148712 Specdb::NmrOneD 148713 Specdb::NmrOneD 148714 Specdb::NmrOneD 148715 Specdb::NmrOneD 148716 Specdb::NmrOneD 148717 Specdb::NmrOneD 148718 Specdb::NmrOneD 148719 Liver 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 4593713 5497143 C00877 15473 FDB022792 CROTONYL-COA BMDBP00121 Glutaryl-CoA dehydrogenase, mitochondrial Q2KHZ9 GCDH Enzyme BMDBP00788 Short-chain specific acyl-CoA dehydrogenase, mitochondrial Q3ZBF6 ACADS Enzyme BMDBP03182 Enoyl-CoA hydratase, mitochondrial Q58DM8 ECHS1 Enzyme