1.0 2011-09-21 00:27:11 UTC 2015-07-21 06:57:36 UTC FDB023267 Decenoyl-CoA (2E)-Decenoyl-CoA is a beta-oxidation intermediate, the substrate of the enzyme peroxisomal acyl-CoA thioesterase 2 (PTE-2, 3.1.2.2), which is localized in the peroxisome. The peroxisomal beta-oxidation system contains two sets of enzymes, one of which is involved in the oxidation of branched chain fatty acids and intermediates in the hepatic bile acid biosynthetic pathway and consists of one or two branched-chain acyl-CoA oxidase(s), a D-specific bifunctional protein and the sterol carrier-like protein x (SCPx). Peroxisomes are cellular organelles present in all eukaryotic cells. They play an indispensable role in the metabolism of a variety of lipids including very long-chain fatty acids, dicarboxylic fatty acids, bile acids, prostaglandins, leukotrienes, thromboxanes, pristanic acid, and xenobiotic fatty acids. (PMID: 11673457) [HMDB] (E)-S-2-decenoate (E)-S-2-decenoate CoA (E)-S-2-decenoate Coenzyme A (E)-S-2-decenoic acid 2-trans-Decenoyl-CoA 2-trans-Decenoyl-Coenzyme A Decenoyl-CoA S-(2E)-2-decenoate S-(2E)-2-decenoate CoA S-(2E)-2-decenoate Coenzyme A S-(2E)-2-decenoic acid trans-2-Decenoylcoenzyme A trans-D2,3-Decenoyl-CoA trans-D2,3-Decenoyl-Coenzyme A trans-Dec-2-enoyl-CoA trans-Dec-2-enoyl-Coenzyme A C31H52N7O17P3S 919.768 919.235323499 {[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-2-{[({[(3-{[2-({2-[(2E)-dec-2-enoylsulfanyl]ethyl}carbamoyl)ethyl]carbamoyl}-3-hydroxy-2,2-dimethylpropoxy)(hydroxy)phosphoryl]oxy}(hydroxy)phosphoryl)oxy]methyl}-4-hydroxyoxolan-3-yl]oxy}phosphonic acid [(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-2-({[(3-{[2-({2-[(2E)-dec-2-enoylsulfanyl]ethyl}carbamoyl)ethyl]carbamoyl}-3-hydroxy-2,2-dimethylpropoxy(hydroxy)phosphoryl)oxy(hydroxy)phosphoryl]oxy}methyl)-4-hydroxyoxolan-3-yl]oxyphosphonic acid 10018-95-8 CCCCCCC\C=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=C(N)N=CN=C12 InChI=1S/C31H52N7O17P3S/c1-4-5-6-7-8-9-10-11-22(40)59-15-14-33-21(39)12-13-34-29(43)26(42)31(2,3)17-52-58(49,50)55-57(47,48)51-16-20-25(54-56(44,45)46)24(41)30(53-20)38-19-37-23-27(32)35-18-36-28(23)38/h10-11,18-20,24-26,30,41-42H,4-9,12-17H2,1-3H3,(H,33,39)(H,34,43)(H,47,48)(H,49,50)(H2,32,35,36)(H2,44,45,46)/b11-10+/t20-,24-,25-,26?,30-/m1/s1 MGNBGCRQQFMNBM-VHTAIFHGSA-N belongs to the class of organic compounds known as medium-chain 2-enoyl coas. These are organic compounds containing a coenzyme A substructure linked to a medium-chain 2-enoyl chain of 5 to 12 carbon atoms. Medium-chain 2-enoyl CoAs Organic compounds Lipids and lipid-like molecules Fatty Acyls Fatty acyl thioesters Aromatic heteropolycyclic compounds 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 Fatty acyl CoAs Solid logp 0.92 ALOGPS logs -2.53 ALOGPS solubility 2.71e+00 g/l ALOGPS logp -2.9 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)-2-{[({[(3-{[2-({2-[(2E)-dec-2-enoylsulfanyl]ethyl}carbamoyl)ethyl]carbamoyl}-3-hydroxy-2,2-dimethylpropoxy)(hydroxy)phosphoryl]oxy}(hydroxy)phosphoryl)oxy]methyl}-4-hydroxyoxolan-3-yl]oxy}phosphonic acid ChemAxon average_mass 919.768 ChemAxon mono_mass 919.235323499 ChemAxon smiles CCCCCCC\C=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=C(N)N=CN=C12 ChemAxon formula C31H52N7O17P3S ChemAxon inchi InChI=1S/C31H52N7O17P3S/c1-4-5-6-7-8-9-10-11-22(40)59-15-14-33-21(39)12-13-34-29(43)26(42)31(2,3)17-52-58(49,50)55-57(47,48)51-16-20-25(54-56(44,45)46)24(41)30(53-20)38-19-37-23-27(32)35-18-36-28(23)38/h10-11,18-20,24-26,30,41-42H,4-9,12-17H2,1-3H3,(H,33,39)(H,34,43)(H,47,48)(H,49,50)(H2,32,35,36)(H2,44,45,46)/b11-10+/t20-,24-,25-,26?,30-/m1/s1 ChemAxon inchikey MGNBGCRQQFMNBM-VHTAIFHGSA-N ChemAxon polar_surface_area 363.63 ChemAxon refractivity 210.14 ChemAxon polarizability 87.08 ChemAxon rotatable_bond_count 27 ChemAxon acceptor_count 17 ChemAxon donor_count 9 ChemAxon physiological_charge -4 ChemAxon formal_charge 0 ChemAxon Fatty Acid Elongation In Mitochondria SMP00054 map00062 Fatty acid Metabolism SMP00051 map00071 Specdb::EiMs 2055 Specdb::MsMs 28238 Specdb::MsMs 28239 Specdb::MsMs 28240 Specdb::MsMs 34796 Specdb::MsMs 34797 Specdb::MsMs 34798 Specdb::MsMs 2707742 Specdb::MsMs 2707743 Specdb::MsMs 2707744 Specdb::MsMs 3000511 Specdb::MsMs 3000512 Specdb::MsMs 3000513 Specdb::NmrOneD 35142 Specdb::NmrOneD 35143 Specdb::NmrOneD 35144 Specdb::NmrOneD 35145 Specdb::NmrOneD 35146 Specdb::NmrOneD 35147 Specdb::NmrOneD 35148 Specdb::NmrOneD 35149 Specdb::NmrOneD 35150 Specdb::NmrOneD 35151 Specdb::NmrOneD 35152 Specdb::NmrOneD 35153 Specdb::NmrOneD 35154 Specdb::NmrOneD 35155 Specdb::NmrOneD 35156 Specdb::NmrOneD 35157 Specdb::NmrOneD 35158 Specdb::NmrOneD 35159 Specdb::NmrOneD 35160 Specdb::NmrOneD 35161 HMDB03948 10723 #<Reference:0x000055ce30b55938> 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 Enoyl-CoA hydratase, mitochondrial P30084 ECHS1 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