1.0 2011-09-21 01:38:24 UTC 2015-07-21 06:59:23 UTC FDB028351 2-Methylhexanoyl-CoA 2-Methylhexanoyl-CoA is a coenzyme, notable for its role in the synthesis and oxidation of fatty acids, and the oxidation of pyruvate in the citric acid cycle. It is adapted from cysteamine, pantothenate, and adenosine triphosphate. This compound is formed by 2-Methylhexanoic acid reacting with thiol group of CoA molecules. [HMDB] 2-methylcaproyl-CoA 2-methylcaproyl-Coenzyme A 2-Methylhexanoyl-CoEnzyme A alpha-methylcaproyl-CoA alpha-methylcaproyl-Coenzyme A C28H48N7O17P3S 879.704 879.204023371 {[(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-methylhexanoyl)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-methylhexanoyl)sulfanyl]ethyl}carbamoyl)ethyl]carbamoyl}propoxy)phosphoryl]oxyphosphoryl}oxy)methyl]oxolan-3-yl]oxyphosphonic acid CCCCC(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/C28H48N7O17P3S/c1-5-6-7-16(2)27(40)56-11-10-30-18(36)8-9-31-25(39)22(38)28(3,4)13-49-55(46,47)52-54(44,45)48-12-17-21(51-53(41,42)43)20(37)26(50-17)35-15-34-19-23(29)32-14-33-24(19)35/h14-17,20-22,26,37-38H,5-13H2,1-4H3,(H,30,36)(H,31,39)(H,44,45)(H,46,47)(H2,29,32,33)(H2,41,42,43)/t16?,17-,20-,21-,22?,26-/m1/s1 QZBBWKARTWOCMU-BEMBNQBDSA-N belongs to the class of organic compounds known as 2,3,4-saturated fatty acyl coas. These are acyl-CoAs carrying a 2,3,4-saturated fatty acyl chain. 2,3,4-saturated fatty acyl CoAs Organic compounds Lipids and lipid-like molecules Fatty Acyls Fatty acyl thioesters Aromatic heteropolycyclic compounds 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 Medium-chain fatty acyl CoAs 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 Solid logp 0.21 ALOGPS logs -2.39 ALOGPS solubility 3.61e+00 g/l ALOGPS logp -4.4 ChemAxon pka_strongest_acidic 0.83 ChemAxon pka_strongest_basic 4.95 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-methylhexanoyl)sulfanyl]ethyl}carbamoyl)ethyl]carbamoyl}propoxy)phosphoryl]oxy})phosphoryl]oxy}methyl)oxolan-3-yl]oxy}phosphonic acid ChemAxon average_mass 879.704 ChemAxon mono_mass 879.204023371 ChemAxon smiles CCCCC(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 C28H48N7O17P3S ChemAxon inchi InChI=1S/C28H48N7O17P3S/c1-5-6-7-16(2)27(40)56-11-10-30-18(36)8-9-31-25(39)22(38)28(3,4)13-49-55(46,47)52-54(44,45)48-12-17-21(51-53(41,42)43)20(37)26(50-17)35-15-34-19-23(29)32-14-33-24(19)35/h14-17,20-22,26,37-38H,5-13H2,1-4H3,(H,30,36)(H,31,39)(H,44,45)(H,46,47)(H2,29,32,33)(H2,41,42,43)/t16?,17-,20-,21-,22?,26-/m1/s1 ChemAxon inchikey QZBBWKARTWOCMU-BEMBNQBDSA-N ChemAxon polar_surface_area 363.63 ChemAxon refractivity 195.21 ChemAxon polarizability 80.56 ChemAxon rotatable_bond_count 24 ChemAxon acceptor_count 17 ChemAxon donor_count 9 ChemAxon physiological_charge -4 ChemAxon formal_charge 0 ChemAxon Specdb::NmrOneD 150850 Specdb::NmrOneD 150851 Specdb::NmrOneD 150852 Specdb::NmrOneD 150853 Specdb::NmrOneD 150854 Specdb::NmrOneD 150855 Specdb::NmrOneD 150856 Specdb::NmrOneD 150857 Specdb::NmrOneD 150858 Specdb::NmrOneD 150859 Specdb::NmrOneD 150860 Specdb::NmrOneD 150861 Specdb::NmrOneD 150862 Specdb::NmrOneD 150863 Specdb::NmrOneD 150864 Specdb::NmrOneD 150865 Specdb::NmrOneD 150866 Specdb::NmrOneD 150867 Specdb::NmrOneD 150868 Specdb::NmrOneD 150869 Specdb::MsMs 311044 Specdb::MsMs 311045 Specdb::MsMs 311046 Specdb::MsMs 355930 Specdb::MsMs 355931 Specdb::MsMs 355932 Specdb::MsMs 2297821 Specdb::MsMs 2297822 Specdb::MsMs 2297823 Specdb::MsMs 2638330 Specdb::MsMs 2638331 Specdb::MsMs 2638332 HMDB11660 Anatidae Type 1 specific Anatidae 8830 Beefalo Type 1 specific Bos taurus X Bison bison 297284 Bison Type 1 specific Bison bison 9901 Buffalo Type 1 specific Bubalus bubalis 89462 Cattle (Beef, Veal) Type 1 specific Bos taurus 9913 Chicken Type 1 specific Gallus gallus 9031 Columbidae (Dove, Pigeon) Type 1 specific Columbidae 8930 Deer Type 1 specific Cervidae 9850 Domestic goat Type 1 specific Capra aegagrus hircus 9925 Domestic pig Type 1 specific Sus scrofa domestica 9825 Elk Type 1 specific Cervus canadensis 1574408 Emu Type 1 specific Dromaius novaehollandiae 8790 European rabbit Type 1 specific Oryctolagus 9984 Greylag goose Type 1 specific Anser anser 8843 Guinea hen Type 1 specific Numida meleagris 8996 Horse Type 1 specific Equus caballus 9796 Mallard duck Type 1 specific Anas platyrhynchos 8839 Mountain hare Type 1 specific Lepus timidus 62621 Mule deer Type 1 specific Odocoileus 9871 Ostrich Type 1 specific Struthio camelus 8801 Pheasant Type 1 specific Phasianus colchicus 9054 Quail Type 1 specific Phasianidae 9005 Rabbit Type 1 specific Leporidae 9979 Rock ptarmigan Type 1 specific Lagopus muta 64668 Sheep (Mutton, Lamb) Type 1 specific Ovis aries 9940 Squab Type 1 specific Columba 8931 Turkey Type 1 specific Meleagris gallopavo 9103 Velvet duck Type 1 specific Melanitta fusca 371864 Wild boar Type 1 specific Sus scrofa 9823 1-acyl-sn-glycerol-3-phosphate acyltransferase alpha Q99943 AGPAT1 1-acyl-sn-glycerol-3-phosphate acyltransferase beta O15120 AGPAT2 1-acyl-sn-glycerol-3-phosphate acyltransferase delta Q9NRZ5 AGPAT4 1-acyl-sn-glycerol-3-phosphate acyltransferase epsilon Q9NUQ2 AGPAT5 1-acyl-sn-glycerol-3-phosphate acyltransferase gamma Q9NRZ7 AGPAT3 2-acylglycerol O-acyltransferase 1 Q96PD6 MOGAT1 2-acylglycerol O-acyltransferase 2 Q3SYC2 MOGAT2 2-acylglycerol O-acyltransferase 3 Q86VF5 MOGAT3 2-oxoisovalerate dehydrogenase subunit beta, mitochondrial P21953 BCKDHB 3-ketoacyl-CoA thiolase, mitochondrial P42765 ACAA2 3-ketoacyl-CoA thiolase, peroxisomal P09110 ACAA1 Acyl-CoA dehydrogenase family member 10 Q6JQN1 ACAD10 Acyl-CoA dehydrogenase family member 11 Q709F0 ACAD11 Acyl-CoA synthetase family member 2, mitochondrial Q96CM8 ACSF2 Acyl-CoA synthetase family member 3, mitochondrial Q4G176 ACSF3 Acyl-CoA synthetase family member 4 Q4L235 AASDH Acyl-CoA wax alcohol acyltransferase 1 Q58HT5 AWAT1 Acyl-CoA wax alcohol acyltransferase 2 Q6E213 AWAT2 Acyl-CoA-binding protein P07108 DBI Acyl-coenzyme A thioesterase 1 Q86TX2 ACOT1 Acyl-coenzyme A thioesterase 11 Q8WXI4 ACOT11 Acyl-coenzyme A thioesterase 2, mitochondrial P49753 ACOT2 Acyl-coenzyme A thioesterase 4 Q8N9L9 ACOT4 Acyl-coenzyme A thioesterase 8 O14734 ACOT8 Acyl-coenzyme A thioesterase 9, mitochondrial Q9Y305 ACOT9 Bile acid-CoA:amino acid N-acyltransferase Q14032 BAAT Bile acyl-CoA synthetase Q9Y2P5 SLC27A5 Cytosolic acyl coenzyme A thioester hydrolase O00154 ACOT7 Cytosolic acyl coenzyme A thioester hydrolase-like Q6ZUV0 ACOT7L Diacylglycerol O-acyltransferase 1 O75907 DGAT1 Diacylglycerol O-acyltransferase 2 Q96PD7 DGAT2 Diacylglycerol O-acyltransferase 2-like protein 6 Q6ZPD8 DGAT2L6 Dihydroxyacetone phosphate acyltransferase O15228 GNPAT Enoyl-CoA delta isomerase 2, mitochondrial O75521 ECI2 Fatty acid-binding protein, heart P05413 FABP3 Fatty acyl-CoA reductase 1 Q8WVX9 FAR1 Fatty acyl-CoA reductase 2 Q96K12 FAR2 Glycerol-3-phosphate acyltransferase 1, mitochondrial Q9HCL2 GPAM Glycerol-3-phosphate acyltransferase 2, mitochondrial Q6NUI2 GPAT2 Glycerol-3-phosphate acyltransferase 3 Q53EU6 AGPAT9 Glycerol-3-phosphate acyltransferase 4 Q86UL3 AGPAT6 Glycine N-acyltransferase Q6IB77 GLYAT Glycine N-acyltransferase-like protein 1 Q969I3 GLYATL1 Glycine N-acyltransferase-like protein 2 Q8WU03 GLYATL2 Hepatic triacylglycerol lipase P11150 LIPC Lipoamide acyltransferase component of branched-chain alpha-keto acid dehydrogenase complex, mitochondrial P11182 DBT Long-chain fatty acid transport protein 3 Q5K4L6 SLC27A3 Long-chain fatty acid transport protein 4 Q6P1M0 SLC27A4 Long-chain-fatty-acid--CoA ligase ACSBG1 Q96GR2 ACSBG1 Long-chain-fatty-acid--CoA ligase ACSBG2 Q5FVE4 ACSBG2 Lysocardiolipin acyltransferase 1 Q6UWP7 LCLAT1 Lysophospholipid acyltransferase 5 Q6P1A2 LPCAT3 Lysophospholipid acyltransferase LPCAT4 Q643R3 LPCAT4 Nef-associated protein 1 Q9BU70 C9orf156 Peroxisomal trans-2-enoyl-CoA reductase Q9BY49 PECR Peroxisome proliferator-activated receptor alpha Q07869 PPARA Peroxisome proliferator-activated receptor delta Q03181 PPARD Peroxisome proliferator-activated receptor gamma P37231 PPARG Putative diacylglycerol O-acyltransferase 2-like protein 7 Q6IED9 DGAT2L7 Sterol O-acyltransferase 1 P35610 SOAT1 Sterol O-acyltransferase 2 O75908 SOAT2 Trifunctional enzyme subunit beta, mitochondrial P55084 HADHB Very long-chain acyl-CoA synthetase O14975 SLC27A2