1.0 2016-09-30 22:43:29 UTC 2020-05-21 16:29:03 UTC BMDB0001275 BMDB01275 Propionyl-CoA Propionyl-CoA, also known as propionyl-coa, 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. Propionyl-CoA is possibly soluble (in water) and a strong basic compound (based on its pKa). Propionyl-CoA participates in a number of enzymatic reactions, within cattle. In particular, Propionyl-CoA and L-carnitine can be converted into propionylcarnitine through the action of the enzyme carnitine O-acetyltransferase. In addition, Propionyl-CoA and L-carnitine can be converted into propionylcarnitine through the action of the enzyme carnitine O-acetyltransferase. In cattle, propionyl-CoA is involved in the metabolic pathway called the oxidation OF branched-chain fatty acids pathway. Propionyl-CoA is a potentially toxic compound. 2-Methylacetyl-CoA 2-Methylacetyl-coenzyme A alpha-Methylacetyl-CoA alpha-Methylacetyl-coenzyme A Propanoyl-CoA Propanoyl-coenzyme A Propionyl-coenzyme A C24H40N7O17P3S 823.597 823.141423115 {[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-2-({[hydroxy({[hydroxy({3-hydroxy-2,2-dimethyl-3-[(2-{[2-(propanoylsulfanyl)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-(propanoylsulfanyl)ethyl]carbamoyl}ethyl)carbamoyl]propoxy)phosphoryl]oxy)phosphoryl]oxy}methyl)oxolan-3-yl]oxyphosphonic acid 317-66-8 CCC(=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/C24H40N7O17P3S/c1-4-15(33)52-8-7-26-14(32)5-6-27-22(36)19(35)24(2,3)10-45-51(42,43)48-50(40,41)44-9-13-18(47-49(37,38)39)17(34)23(46-13)31-12-30-16-20(25)28-11-29-21(16)31/h11-13,17-19,23,34-35H,4-10H2,1-3H3,(H,26,32)(H,27,36)(H,40,41)(H,42,43)(H2,25,28,29)(H2,37,38,39)/t13-,17-,18-,19?,23-/m1/s1 QAQREVBBADEHPA-UXYNFSPESA-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 -0.20 ALOGPS logs -2.16 ALOGPS logp -5.2 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-(propanoylsulfanyl)ethyl]carbamoyl}ethyl)carbamoyl]propoxy})phosphoryl]oxy})phosphoryl]oxy}methyl)oxolan-3-yl]oxy}phosphonic acid ChemAxon average_mass 823.597 ChemAxon mono_mass 823.141423115 ChemAxon smiles CCC(=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 C24H40N7O17P3S ChemAxon inchi InChI=1S/C24H40N7O17P3S/c1-4-15(33)52-8-7-26-14(32)5-6-27-22(36)19(35)24(2,3)10-45-51(42,43)48-50(40,41)44-9-13-18(47-49(37,38)39)17(34)23(46-13)31-12-30-16-20(25)28-11-29-21(16)31/h11-13,17-19,23,34-35H,4-10H2,1-3H3,(H,26,32)(H,27,36)(H,40,41)(H,42,43)(H2,25,28,29)(H2,37,38,39)/t13-,17-,18-,19?,23-/m1/s1 ChemAxon inchikey QAQREVBBADEHPA-UXYNFSPESA-N ChemAxon polar_surface_area 363.63 ChemAxon refractivity 176.83 ChemAxon polarizability 72.52 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 Bile Acid Biosynthesis SMP0087236 Oxidation of Branched-Chain Fatty Acids SMP0087255 Phytanic Acid Peroxisomal Oxidation SMP0087217 Propanoate Metabolism SMP0087248 Threonine and 2-Oxobutanoate Degradation SMP0087262 Valine, Leucine, and Isoleucine Degradation SMP0087234 Specdb::CMs 1087687 Specdb::MsMs 105042 Specdb::MsMs 105043 Specdb::MsMs 105044 Specdb::MsMs 171447 Specdb::MsMs 171448 Specdb::MsMs 171449 Specdb::NmrOneD 265508 Specdb::NmrOneD 265509 Specdb::NmrOneD 265510 Specdb::NmrOneD 265511 Specdb::NmrOneD 265512 Specdb::NmrOneD 265513 Specdb::NmrOneD 265514 Specdb::NmrOneD 265515 Specdb::NmrOneD 265516 Specdb::NmrOneD 265517 Specdb::NmrOneD 265518 Specdb::NmrOneD 265519 Specdb::NmrOneD 265520 Specdb::NmrOneD 265521 Specdb::NmrOneD 265522 Specdb::NmrOneD 265523 Specdb::NmrOneD 265524 Specdb::NmrOneD 265525 Specdb::NmrOneD 265526 Specdb::NmrOneD 265527 C00100 FDB022529 388310 439164 15539 33852 Propionyl-CoA 6130 Sokatch, John R.; Sanders, Lois E.; Marshall, Vincent P. Oxidation of methylmalonate semialdehyde to propionyl coenzyme A in Pseudomonas aeruginosa grown on valine. Journal of Biological Chemistry (1968), 243(10), 2500-6. BMDBP00253 Propionyl-CoA carboxylase beta chain, mitochondrial Q2TBR0 PCCB Enzyme BMDBP00260 Methylmalonate-semialdehyde dehydrogenase [acylating], mitochondrial Q07536 ALDH6A1 Enzyme BMDBP00367 Acyl-CoA synthetase short-chain family member 3, mitochondrial A7MB45 ACSS3 Enzyme BMDBP00369 3-ketoacyl-CoA thiolase, mitochondrial Q3T0R7 ACAA2 Enzyme BMDBP00530 Non-specific lipid-transfer protein P07857 SCP2 Enzyme BMDBP00615 Pyruvate carboxylase, mitochondrial Q29RK2 PC Enzyme BMDBP00637 2-oxoisovalerate dehydrogenase subunit alpha, mitochondrial P11178 BCKDHA Enzyme BMDBP00638 2-oxoisovalerate dehydrogenase subunit beta, mitochondrial P21839 BCKDHB Enzyme BMDBP00786 Lipoamide acyltransferase component of branched-chain alpha-keto acid dehydrogenase complex, mitochondrial P11181 DBT Enzyme BMDBP00871 Medium-chain specific acyl-CoA dehydrogenase, mitochondrial Q3SZB4 ACADM Enzyme BMDBP02870 Dihydrolipoyl dehydrogenase F1N206 DLD Enzyme BMDBP02978 Acetyl-coenzyme A synthetase Q9BEA3 AceCS2 Enzyme