1.0 2016-09-30 22:39:52 UTC 2020-05-21 16:28:45 UTC BMDB0001011 BMDB01011 Methacrylyl-CoA 2-Methylprop-2-enoyl-CoA 2-Methylprop-2-enoyl-coenzyme A Methacrylyl CoA Methacrylyl coenzyme A Methacrylyl-coenzyme A Methylacrylyl-CoA Methylacrylyl-coenzyme A S-(2-Methyl-2-propenoate S-(2-Methyl-2-propenoate) CoA S-(2-Methyl-2-propenoate) coenzyme A S-(2-Methyl-2-propenoic acid C25H40N7O17P3S 835.608 835.141423115 {[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-2-({[hydroxy({[hydroxy(3-hydroxy-2,2-dimethyl-3-{[2-({2-[(2-methylprop-2-enoyl)sulfanyl]ethyl}carbamoyl)ethyl]carbamoyl}propoxy)phosphoryl]oxy})phosphoryl]oxy}methyl)oxolan-3-yl]oxy}phosphonic acid [(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-2-({[hydroxy([hydroxy(3-hydroxy-2,2-dimethyl-3-{[2-({2-[(2-methylprop-2-enoyl)sulfanyl]ethyl}carbamoyl)ethyl]carbamoyl}propoxy)phosphoryl]oxy)phosphoryl]oxy}methyl)oxolan-3-yl]oxyphosphonic acid 6008-91-9 CC(=C)C(=O)SCCNC(=O)CCNC(=O)C(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/c1-13(2)24(37)53-8-7-27-15(33)5-6-28-22(36)19(35)25(3,4)10-46-52(43,44)49-51(41,42)45-9-14-18(48-50(38,39)40)17(34)23(47-14)32-12-31-16-20(26)29-11-30-21(16)32/h11-12,14,17-19,23,34-35H,1,5-10H2,2-4H3,(H,27,33)(H,28,36)(H,41,42)(H,43,44)(H2,26,29,30)(H2,38,39,40)/t14-,17-,18-,19?,23-/m1/s1 NPALUEYCDZWBOV-NNYIDDMCSA-N belongs to the class of organic compounds known as acyl coas. These are organic compounds containing a coenzyme A substructure linked to an acyl chain. Organic compounds Lipids and lipid-like molecules Fatty Acyls Fatty acyl thioesters Acyl CoAs 6-aminopurines 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 Solid logp -0.23 ALOGPS logs -2.16 ALOGPS logp -4.5 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(3-hydroxy-2,2-dimethyl-3-{[2-({2-[(2-methylprop-2-enoyl)sulfanyl]ethyl}carbamoyl)ethyl]carbamoyl}propoxy)phosphoryl]oxy})phosphoryl]oxy}methyl)oxolan-3-yl]oxy}phosphonic acid ChemAxon average_mass 835.608 ChemAxon mono_mass 835.141423115 ChemAxon smiles CC(=C)C(=O)SCCNC(=O)CCNC(=O)C(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/c1-13(2)24(37)53-8-7-27-15(33)5-6-28-22(36)19(35)25(3,4)10-46-52(43,44)49-51(41,42)45-9-14-18(48-50(38,39)40)17(34)23(47-14)32-12-31-16-20(26)29-11-30-21(16)32/h11-12,14,17-19,23,34-35H,1,5-10H2,2-4H3,(H,27,33)(H,28,36)(H,41,42)(H,43,44)(H2,26,29,30)(H2,38,39,40)/t14-,17-,18-,19?,23-/m1/s1 ChemAxon inchikey NPALUEYCDZWBOV-NNYIDDMCSA-N ChemAxon polar_surface_area 363.63 ChemAxon refractivity 181.21 ChemAxon polarizability 73.72 ChemAxon rotatable_bond_count 21 ChemAxon acceptor_count 17 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 Valine, Leucine, and Isoleucine Degradation SMP0087234 Specdb::NmrOneD 330682 Specdb::NmrOneD 330683 Specdb::NmrOneD 330684 Specdb::NmrOneD 330685 Specdb::NmrOneD 330686 Specdb::NmrOneD 330687 Specdb::NmrOneD 330688 Specdb::NmrOneD 330689 Specdb::NmrOneD 330690 Specdb::NmrOneD 330691 Specdb::NmrOneD 330692 Specdb::NmrOneD 330693 Specdb::NmrOneD 330694 Specdb::NmrOneD 330695 Specdb::NmrOneD 330696 Specdb::NmrOneD 330697 Specdb::NmrOneD 330698 Specdb::NmrOneD 330699 Specdb::NmrOneD 330700 Specdb::NmrOneD 330701 Specdb::MsMs 23813 Specdb::MsMs 23814 Specdb::MsMs 23815 Specdb::MsMs 30611 Specdb::MsMs 30612 Specdb::MsMs 30613 389035 FDB022369 440021 C03460 27754 41895 Methacrylyl-CoA 5941 Hawes, John W.; Harper, Edwin T. Synthesis of methacrylyl-CoA and (R)- and (S)-3-hydroxyisobutyryl-CoA. Methods in Enzymology (2 BMDBP00788 Short-chain specific acyl-CoA dehydrogenase, mitochondrial Q3ZBF6 ACADS Enzyme BMDBP00888 Short/branched chain specific acyl-CoA dehydrogenase, mitochondrial Q5EAD4 ACADSB Enzyme BMDBP00894 Isobutyryl-CoA dehydrogenase, mitochondrial Q0NXR6 ACAD8 Enzyme BMDBP03182 Enoyl-CoA hydratase, mitochondrial Q58DM8 ECHS1 Enzyme