2.0 2012-05-31 13:55:51 -0600 2015-06-03 15:54:15 -0600 ECMDB02159 M2MDB000443 3alpha,7alpha-Dihydroxy-5beta-cholestanoyl-CoA Trans-octadec-2-enoyl-CoA is a member of the chemical class known as Coenzyme A and Derivatives. These are derivative of vitamin B5 containing a 4'-phosphopantetheine moiety attached to a diphospho-adenosine. 3-a,7-a-Dihydroxy-5-b-cholestanoyl-CoA 3-a,7-a-Dihydroxy-5-b-cholestanoyl-coenzyme A 3-alpha,7-alpha-Dihydroxy-5-beta-cholestanoyl-CoA 3-alpha,7-alpha-Dihydroxy-5-beta-cholestanoyl-Coenzyme A 3-α,7-α-Dihydroxy-5-β-cholestanoyl-CoA 3-α,7-α-Dihydroxy-5-β-cholestanoyl-coenzyme A 3a,7a-Dihydroxy-5b-cholestanoyl-CoA 3a,7a-Dihydroxy-5b-cholestanoyl-coenzyme A 3alpha,7alpha-Dihydroxy-5beta-cholestanoyl-CoA 3alpha,7alpha-Dihydroxy-5beta-cholestanoyl-Coenzyme A 3α,7α-Dihydroxy-5β-cholestanoyl-CoA 3α,7α-Dihydroxy-5β-cholestanoyl-coenzyme A DHCA C48H80N7O19P3S 1184.171 1183.444253639 {[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-2-[({[({3-[(2-{[2-({6-[(2S,5R,7S,9R,15R)-5,9-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]-2-methylheptanoyl}sulfanyl)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-({6-[(2S,5R,7S,9R,15R)-5,9-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]-2-methylheptanoyl}sulfanyl)ethyl]carbamoyl}ethyl)carbamoyl]-3-hydroxy-2,2-dimethylpropoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxy]methyl}-4-hydroxyoxolan-3-yl]oxyphosphonic acid 2461-62-3 [H][C@@]12C[C@H](O)CC[C@]1(C)C1CC[C@]3(C)C(CCC3C1[C@H](O)C2)C(C)CCCC(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/C48H80N7O19P3S/c1-26(30-10-11-31-36-32(13-16-48(30,31)6)47(5)15-12-29(56)20-28(47)21-33(36)57)8-7-9-27(2)45(62)78-19-18-50-35(58)14-17-51-43(61)40(60)46(3,4)23-71-77(68,69)74-76(66,67)70-22-34-39(73-75(63,64)65)38(59)44(72-34)55-25-54-37-41(49)52-24-53-42(37)55/h24-34,36,38-40,44,56-57,59-60H,7-23H2,1-6H3,(H,50,58)(H,51,61)(H,66,67)(H,68,69)(H2,49,52,53)(H2,63,64,65)/t26?,27?,28-,29+,30?,31?,32?,33+,34+,36?,38+,39+,40?,44+,47-,48+/m0/s1 SBYLHTNKEWSLBA-CPRJDYHCSA-N Solid Cytoplasm Periplasm logp 1.86 ALOGPS logs -3.50 ALOGPS solubility 3.72e-01 g/l ALOGPS logp -1.6 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-({6-[(2S,5R,7S,9R,15R)-5,9-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]-2-methylheptanoyl}sulfanyl)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 1184.171 ChemAxon mono_mass 1183.444253639 ChemAxon smiles [H][C@@]12C[C@H](O)CC[C@]1(C)C1CC[C@]3(C)C(CCC3C1[C@H](O)C2)C(C)CCCC(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 C48H80N7O19P3S ChemAxon inchi InChI=1S/C48H80N7O19P3S/c1-26(30-10-11-31-36-32(13-16-48(30,31)6)47(5)15-12-29(56)20-28(47)21-33(36)57)8-7-9-27(2)45(62)78-19-18-50-35(58)14-17-51-43(61)40(60)46(3,4)23-71-77(68,69)74-76(66,67)70-22-34-39(73-75(63,64)65)38(59)44(72-34)55-25-54-37-41(49)52-24-53-42(37)55/h24-34,36,38-40,44,56-57,59-60H,7-23H2,1-6H3,(H,50,58)(H,51,61)(H,66,67)(H,68,69)(H2,49,52,53)(H2,63,64,65)/t26?,27?,28-,29+,30?,31?,32?,33+,34+,36?,38+,39+,40?,44+,47-,48+/m0/s1 ChemAxon inchikey SBYLHTNKEWSLBA-CPRJDYHCSA-N ChemAxon polar_surface_area 404.09 ChemAxon refractivity 282.61 ChemAxon polarizability 117.46 ChemAxon rotatable_bond_count 26 ChemAxon acceptor_count 19 ChemAxon donor_count 11 ChemAxon physiological_charge -4 ChemAxon formal_charge 0 ChemAxon Specdb::NmrOneD 149040 Specdb::NmrOneD 149041 Specdb::NmrOneD 149042 Specdb::NmrOneD 149043 Specdb::NmrOneD 149044 Specdb::NmrOneD 149045 Specdb::NmrOneD 149046 Specdb::NmrOneD 149047 Specdb::NmrOneD 149048 Specdb::NmrOneD 149049 Specdb::NmrOneD 149050 Specdb::NmrOneD 149051 Specdb::NmrOneD 149052 Specdb::NmrOneD 149053 Specdb::NmrOneD 149054 Specdb::NmrOneD 149055 Specdb::NmrOneD 149056 Specdb::NmrOneD 149057 Specdb::NmrOneD 149058 Specdb::NmrOneD 149059 Specdb::MsMs 24362 Specdb::MsMs 24363 Specdb::MsMs 24364 Specdb::MsMs 30920 Specdb::MsMs 30921 Specdb::MsMs 30922 Specdb::MsMs 3046360 Specdb::MsMs 3046361 Specdb::MsMs 3046362 Specdb::MsMs 3094273 Specdb::MsMs 3094274 Specdb::MsMs 3094275 HMDB02159 440420 389367 C04644 15494 Keseler, I. M., Collado-Vides, J., Gama-Castro, S., Ingraham, J., Paley, S., Paulsen, I. T., Peralta-Gil, M., Karp, P. D. (2005). "EcoCyc: a comprehensive database resource for Escherichia coli." Nucleic Acids Res 33:D334-D337. 15608210 Prydz K, Kase BF, Bjorkhem I, Pedersen JI: Subcellular localization of 3 alpha, 7 alpha-dihydroxy- and 3 alpha,7 alpha,12 alpha-trihydroxy-5 beta-cholestanoyl-coenzyme A ligase(s) in rat liver. J Lipid Res. 1988 Aug;29(8):997-1004. 3183523 3-ketoacyl-CoA thiolase P21151 FADA_ECOLI fadA http://ecmdb.ca/proteins/P21151.xml 3-ketoacyl-CoA thiolase_ P76503 FADI_ECOLI fadI http://ecmdb.ca/proteins/P76503.xml Propionyl-CoA + Chenodeoxycholoyl-CoA <> Coenzyme A + 3alpha,7alpha-Dihydroxy-5beta-cholestanoyl-CoA R04546