1.0 2011-09-21 00:37:08 UTC 2015-07-21 06:57:57 UTC FDB023941 Heptadecanoyl-CoA Heptadecanoyl CoA is an intermediate in lipid metabolism. The protein carnitine palmitoyltransferase II (mitochondrial) irreversibly transports heptadecanoate into the mitochondria. In the mitochondria, the enzyme acyl-CoA dehydrogenase [EC:1.3.99.3] catalyzes the irreversible catabolism of this metabolite to acetyl-CoA and propanoyl-CoA. In the cytosol, the enzyme carnitine O-palmitoyltransferase [EC:2.3.1.21] catalyzes the irreversible conversion of this metabolite to heptadecanoyl carnitine and the enzyme long-chain-fatty-acid-CoA ligase [EC:6.2.1.3] reversibly catalyzes the production of this metabolite from heptadecanoate. (BiGG database) [HMDB] Heptadecanoic acid coa Heptadecanoyl coenzyme A Heptadecanoyl-coA Heptadecanoyl-coenzyme a Heptadecyl-coA Heptadecyl-coenzyme a Margaric acid coa Margaroyl coenzyme A n-Heptadecanoic acid coenzyme a s-heptadecanoate S-heptadecanoate coenzyme A s-heptadecanoate-coenzyme a s-heptadecanoic acid S-Heptadecanoyl CoA s-Heptadecanoyl coenzyme A C38H68N7O17P3S 1019.97 1019.360524011 {[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-2-({[({[(3R)-3-[(2-{[2-(heptadecanoylsulfanyl)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-[({[(3R)-3-[(2-{[2-(heptadecanoylsulfanyl)ethyl]carbamoyl}ethyl)carbamoyl]-3-hydroxy-2,2-dimethylpropoxy(hydroxy)phosphoryl]oxy(hydroxy)phosphoryl}oxy)methyl]-4-hydroxyoxolan-3-yl]oxyphosphonic acid 3546-17-6 CCCCCCCCCCCCCCCCC(=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=C(N)N=CN=C12 InChI=1S/C38H68N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-29(47)66-22-21-40-28(46)19-20-41-36(50)33(49)38(2,3)24-59-65(56,57)62-64(54,55)58-23-27-32(61-63(51,52)53)31(48)37(60-27)45-26-44-30-34(39)42-25-43-35(30)45/h25-27,31-33,37,48-49H,4-24H2,1-3H3,(H,40,46)(H,41,50)(H,54,55)(H,56,57)(H2,39,42,43)(H2,51,52,53)/t27-,31-,32-,33+,37-/m1/s1 DRABUZIHHACUPI-DUPKZGIXSA-N belongs to the class of organic compounds known as long-chain fatty acyl coas. These are acyl CoAs where the group acylated to the coenzyme A moiety is a long aliphatic chain of 13 to 21 carbon atoms. Long-chain fatty acyl CoAs Organic compounds Lipids and lipid-like molecules Fatty Acyls Fatty acyl thioesters Aromatic heteropolycyclic compounds 2,3,4-saturated fatty 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 11,12-saturated fatty acyl-CoA long-chain fatty acyl-CoA Solid logp 2.61 ALOGPS logs -2.92 ALOGPS solubility 1.23e+00 g/l ALOGPS logp -0.051 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-({[({[(3R)-3-[(2-{[2-(heptadecanoylsulfanyl)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 1019.97 ChemAxon mono_mass 1019.360524011 ChemAxon smiles CCCCCCCCCCCCCCCCC(=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=C(N)N=CN=C12 ChemAxon formula C38H68N7O17P3S ChemAxon inchi InChI=1S/C38H68N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-29(47)66-22-21-40-28(46)19-20-41-36(50)33(49)38(2,3)24-59-65(56,57)62-64(54,55)58-23-27-32(61-63(51,52)53)31(48)37(60-27)45-26-44-30-34(39)42-25-43-35(30)45/h25-27,31-33,37,48-49H,4-24H2,1-3H3,(H,40,46)(H,41,50)(H,54,55)(H,56,57)(H2,39,42,43)(H2,51,52,53)/t27-,31-,32-,33+,37-/m1/s1 ChemAxon inchikey DRABUZIHHACUPI-DUPKZGIXSA-N ChemAxon polar_surface_area 363.63 ChemAxon refractivity 241.25 ChemAxon polarizability 102.54 ChemAxon rotatable_bond_count 35 ChemAxon acceptor_count 17 ChemAxon donor_count 9 ChemAxon physiological_charge -4 ChemAxon formal_charge 0 ChemAxon Specdb::NmrOneD 74612 Specdb::NmrOneD 74613 Specdb::NmrOneD 74614 Specdb::NmrOneD 74615 Specdb::NmrOneD 74616 Specdb::NmrOneD 74617 Specdb::NmrOneD 74618 Specdb::NmrOneD 74619 Specdb::NmrOneD 74620 Specdb::NmrOneD 74621 Specdb::NmrOneD 74622 Specdb::NmrOneD 74623 Specdb::NmrOneD 74624 Specdb::NmrOneD 74625 Specdb::NmrOneD 74626 Specdb::NmrOneD 74627 Specdb::NmrOneD 74628 Specdb::NmrOneD 74629 Specdb::NmrOneD 74630 Specdb::NmrOneD 74631 Specdb::MsMs 319309 Specdb::MsMs 319310 Specdb::MsMs 319311 Specdb::MsMs 366370 Specdb::MsMs 366371 Specdb::MsMs 366372 Specdb::MsMs 2796389 Specdb::MsMs 2796390 Specdb::MsMs 2796391 Specdb::MsMs 2886161 Specdb::MsMs 2886162 Specdb::MsMs 2886163 HMDB06497 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 60 kDa lysophospholipase Q86U10 ASPG Acid ceramidase Q13510 ASAH1 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 Acylphosphatase-1 P07311 ACYP1 Acylphosphatase-2 P14621 ACYP2 Alkaline ceramidase 1 Q8TDN7 ACER1 Alkaline ceramidase 2 Q5QJU3 ACER2 Aspartoacylase P45381 ASPA Aspartoacylase-2 Q96HD9 ACY3 Bile acid-CoA:amino acid N-acyltransferase Q14032 BAAT Bile acyl-CoA synthetase Q9Y2P5 SLC27A5 Carboxylesterase 3 Q6UWW8 CES3 Carboxylesterase 5A Q6NT32 CES5A Cholinesterase P06276 BCHE Cocaine esterase O00748 CES2 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 Endothelial lipase Q9Y5X9 LIPG Enoyl-CoA delta isomerase 2, mitochondrial O75521 ECI2 Eosinophil lysophospholipase Q05315 CLC Fatty acid synthase P49327 FASN Fatty acid-binding protein, heart P05413 FABP3 Fatty acyl-CoA reductase 1 Q8WVX9 FAR1 Fatty acyl-CoA reductase 2 Q96K12 FAR2 Galactoside-binding soluble lectin 13 Q9UHV8 LGALS13 Gastric triacylglycerol lipase P07098 LIPF 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 Homeodomain-interacting protein kinase 1 Q86Z02 HIPK1 Inactive pancreatic lipase-related protein 1 P54315 PNLIPRP1 Lipoamide acyltransferase component of branched-chain alpha-keto acid dehydrogenase complex, mitochondrial P11182 DBT Lipoprotein lipase P06858 LPL Liver carboxylesterase 1 P23141 CES1 Long-chain fatty acid transport protein 3 Q5K4L6 SLC27A3 Long-chain fatty acid transport protein 4 Q6P1M0 SLC27A4 Long-chain fatty acid transport protein 6 Q9Y2P4 SLC27A6 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 Neuropathy target esterase Q8IY17 PNPLA6 Neutral ceramidase Q9NR71 ASAH2 Pancreatic lipase-related protein 2 P54317 PNLIPRP2 Pancreatic lipase-related protein 3 Q17RR3 PNLIPRP3 Pancreatic triacylglycerol lipase P16233 PNLIP Patatin-like phospholipase domain-containing protein 2 Q96AD5 PNPLA2 Patatin-like phospholipase domain-containing protein 3 Q9NST1 PNPLA3 Patatin-like phospholipase domain-containing protein 4 P41247 PNPLA4 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 Putative neutral ceramidase C P0C7U2 ASAH2C 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