1.0 2011-09-21 00:21:09 UTC 2015-07-21 06:57:24 UTC FDB022888 3a,7a,12a-Trihydroxy-5b-cholestanoyl-CoA 3a,7a,12a-Trihydroxy-5b-cholestanoyl-CoA is an intermediate in the Bile acid biosynthesis pathway (KEGG) C27-bile acyl-CoAs are converted to their (S)-stereoisomers by the enzyme Alpha-methylacyl-CoA racemase (OMIM 604489) [HMDB] (25R)-3-alpha,7-alpha,12-alpha-trihydroxy-5-beta-cholestan-26-oyl-CoA (25R)-3-alpha,7-alpha,12-alpha-trihydroxy-5-beta-cholestan-26-oyl-Coenzyme A (25R)-3-alpha,7-alpha,12-alpha-trihydroxy-5-beta-cholestanoyl-CoA (25R)-3-alpha,7-alpha,12-alpha-trihydroxy-5-beta-cholestanoyl-Coenzyme A 25(S)-3alpha,7alpha,12alpha-trihydroxy-5beta-cholestan-26-oyl-CoA 25(S)-3alpha,7alpha,12alpha-trihydroxy-5beta-cholestan-26-oyl-Coenzyme A 25(S)-3alpha,7alpha,12alpha-trihydroxy-5beta-cholestanoyl-CoA 25(S)-3alpha,7alpha,12alpha-trihydroxy-5beta-cholestanoyl-Coenzyme A 25(S)-5beta-cholestane-3alpha,7alpha,12alpha-triol-26-oyl-CoA 25(S)-5beta-cholestane-3alpha,7alpha,12alpha-triol-26-oyl-Coenzyme A 25(S)-trihydroxycoprostanoyl-CoA 25(S)-trihydroxycoprostanoyl-Coenzyme A 3-alpha,7-alpha,12-alpha-trihydroxy-5-beta- cholanoyl-CoA 3-alpha,7-alpha,12-alpha-trihydroxy-5-beta- cholanoyl-Coenzyme A 3,7,12-Trihydroxy-5b-cholestanoyl-CoA 3,7,12-Trihydroxy-5beta-cholestanoyl-CoA 3,7,12-Trihydroxy-5β-cholestanoyl-CoA 3,7,12-Trihydroxycholestan-26-oyl-CoA 3,7,12-Trihydroxycoprostanoyl-CoA 3a,7a,12a-Trihydroxy-5b-cholestan-26-oyl-CoA 3a,7a,12a-Trihydroxy-5b-cholestan-26-oyl-Coenzyme A 3a,7a,12a-Trihydroxy-5b-cholestanoic acid coenzyme A ester 3a,7a,12a-Trihydroxy-5b-cholestanoyl CoA 3a,7a,12a-Trihydroxy-5b-cholestanoyl Coenzyme A 3a,7a,12a-Trihydroxycoprostanoyl-CoA 3alpha,7alpha,12alpha-Trihydroxy-5beta-cholestan-26-oyl-coenzyme A 3alpha,7alpha,12alpha-Trihydroxy-5beta-cholestanoyl-CoA 3alpha,7alpha,12alpha-Trihydroxy-5beta-cholestanoyl-CoA(S) 3alpha,7alpha,12alpha-Trihydroxy-5beta-cholestanoyl-Coenzyme A 3alpha,7alpha,12alpha-Trihydroxy-5beta-cholestanoyl-Coenzyme A(S) 3alpha,7alpha,12alpha-Trihydroxycoprostanoyl-CoA 3α,7α,12α-trihydroxy-5β-cholestan-26-oyl-coenzyme A 3α,7α,12α-trihydroxy-5β-cholestanoyl-CoA 3α,7α,12α-trihydroxycoprostanoyl-CoA S-(3a,5b,7a,12a)-3,7,12-Trihydroxycholestane-26-thioate S-(3a,5b,7a,12a)-3,7,12-Trihydroxycholestane-26-thioic acid S-(3a,7a,12a-Trihydroxy-5b-cholestanoyl)-coenzyme A S-(3alpha,5beta,7alpha,12alpha)-3,7,12-Trihydroxycholestane-26-thioate S-(3alpha,5beta,7alpha,12alpha)-3,7,12-Trihydroxycholestane-26-thioic acid S-(3alpha,7alpha,12alpha-trihydroxy-5beta-cholestanoyl)-coenzyme S-(3alpha,7alpha,12alpha-Trihydroxy-5beta-cholestanoyl)-coenzyme A S-(3α,5β,7α,12α)-3,7,12-trihydroxycholestane-26-thioate S-(3α,5β,7α,12α)-3,7,12-trihydroxycholestane-26-thioic acid S-(3α,7α,12α-trihydroxy-5β-cholestanoyl)-coenzyme A S-TrHCCoA S-TrHCCoenzyme A THCA-CoA Trihydroxycoprostanoyl-CoA C48H80N7O20P3S 1200.17 1199.439168261 {[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-2-({[hydroxy({hydroxy[(3R)-3-hydroxy-2,2-dimethyl-3-({2-[(2-{[(6R)-2-methyl-6-[(1S,2S,5R,7S,9R,10R,11S,14R,15R,16S)-5,9,16-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]heptanoyl]sulfanyl}ethyl)carbamoyl]ethyl}carbamoyl)propoxy]phosphoryl}oxy)phosphoryl]oxy}methyl)oxolan-3-yl]oxy}phosphonic acid trihydroxycoprostanoyl-coa 57458-60-3 [H][C@@]1(CC[C@@]2([H])[C@]3([H])[C@H](O)C[C@]4([H])C[C@H](O)CC[C@]4(C)[C@@]3([H])C[C@H](O)[C@]12C)[C@H](C)CCCC(C)C(=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/C48H80N7O20P3S/c1-25(29-10-11-30-36-31(20-34(58)48(29,30)6)47(5)14-12-28(56)18-27(47)19-32(36)57)8-7-9-26(2)45(63)79-17-16-50-35(59)13-15-51-43(62)40(61)46(3,4)22-72-78(69,70)75-77(67,68)71-21-33-39(74-76(64,65)66)38(60)44(73-33)55-24-54-37-41(49)52-23-53-42(37)55/h23-34,36,38-40,44,56-58,60-61H,7-22H2,1-6H3,(H,50,59)(H,51,62)(H,67,68)(H,69,70)(H2,49,52,53)(H2,64,65,66)/t25-,26?,27+,28-,29-,30+,31+,32-,33-,34+,36+,38-,39-,40+,44-,47+,48-/m1/s1 MNYDLIUNNOCPHG-TUTZYBGQSA-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 12-hydroxysteroids 3-alpha-hydroxysteroids 6-aminopurines 7-hydroxysteroids Aminopyrimidines and derivatives Azacyclic compounds Beta amino acids and derivatives Carbonyl compounds Carbothioic S-esters Coenzyme A and derivatives Cyclic alcohols 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 Polyols Primary amines Purine ribonucleoside diphosphates Ribonucleoside 3'-phosphates Secondary alcohols Secondary carboxylic acid amides Steroidal glycosides Sulfenyl compounds Tetrahydrofurans Thioesters Trihydroxy bile acids, alcohols and derivatives 12-hydroxysteroid 3-alpha-hydroxysteroid 3-hydroxysteroid 6-aminopurine 7-hydroxysteroid Alcohol Alkyl phosphate Amine Amino acid or derivatives Aminopyrimidine Aromatic heteropolycyclic compound Azacycle Azole Beta amino acid or derivatives Bile acid, alcohol, or derivatives Carbonyl group Carbothioic s-ester Carboxamide group Carboxylic acid derivative Cholane-skeleton Coenzyme a or derivatives Cyclic alcohol Fatty amide Glycosyl compound Heteroaromatic compound Hydrocarbon derivative Hydroxy bile acid, alcohol, or derivatives Hydroxysteroid 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 Polyol Primary amine Purine Purine ribonucleoside 3',5'-bisphosphate Purine ribonucleoside bisphosphate Purine ribonucleoside diphosphate Pyrimidine Ribonucleoside 3'-phosphate Secondary alcohol Secondary carboxylic acid amide Steroid Steroidal glycoside Sulfenyl compound Tetrahydrofuran Thiocarboxylic acid ester Thiocarboxylic acid or derivatives Trihydroxy bile acid, alcohol, or derivatives cholestanoyl-CoA Solid logp 1.21 ALOGPS logs -3.14 ALOGPS solubility 8.74e-01 g/l ALOGPS logp -2.8 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[(3R)-3-hydroxy-2,2-dimethyl-3-({2-[(2-{[(6R)-2-methyl-6-[(1S,2S,5R,7S,9R,10R,11S,14R,15R,16S)-5,9,16-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]heptanoyl]sulfanyl}ethyl)carbamoyl]ethyl}carbamoyl)propoxy]phosphoryl}oxy)phosphoryl]oxy}methyl)oxolan-3-yl]oxy}phosphonic acid ChemAxon average_mass 1200.17 ChemAxon mono_mass 1199.439168261 ChemAxon smiles [H][C@@]1(CC[C@@]2([H])[C@]3([H])[C@H](O)C[C@]4([H])C[C@H](O)CC[C@]4(C)[C@@]3([H])C[C@H](O)[C@]12C)[C@H](C)CCCC(C)C(=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 C48H80N7O20P3S ChemAxon inchi InChI=1S/C48H80N7O20P3S/c1-25(29-10-11-30-36-31(20-34(58)48(29,30)6)47(5)14-12-28(56)18-27(47)19-32(36)57)8-7-9-26(2)45(63)79-17-16-50-35(59)13-15-51-43(62)40(61)46(3,4)22-72-78(69,70)75-77(67,68)71-21-33-39(74-76(64,65)66)38(60)44(73-33)55-24-54-37-41(49)52-23-53-42(37)55/h23-34,36,38-40,44,56-58,60-61H,7-22H2,1-6H3,(H,50,59)(H,51,62)(H,67,68)(H,69,70)(H2,49,52,53)(H2,64,65,66)/t25-,26?,27+,28-,29-,30+,31+,32-,33-,34+,36+,38-,39-,40+,44-,47+,48-/m1/s1 ChemAxon inchikey MNYDLIUNNOCPHG-TUTZYBGQSA-N ChemAxon polar_surface_area 424.32 ChemAxon refractivity 284.13 ChemAxon polarizability 118.88 ChemAxon rotatable_bond_count 26 ChemAxon acceptor_count 20 ChemAxon donor_count 12 ChemAxon physiological_charge -4 ChemAxon formal_charge 0 ChemAxon Specdb::NmrOneD 149160 Specdb::NmrOneD 149161 Specdb::NmrOneD 149162 Specdb::NmrOneD 149163 Specdb::NmrOneD 149164 Specdb::NmrOneD 149165 Specdb::NmrOneD 149166 Specdb::NmrOneD 149167 Specdb::NmrOneD 149168 Specdb::NmrOneD 149169 Specdb::NmrOneD 149170 Specdb::NmrOneD 149171 Specdb::NmrOneD 149172 Specdb::NmrOneD 149173 Specdb::NmrOneD 149174 Specdb::NmrOneD 149175 Specdb::NmrOneD 149176 Specdb::NmrOneD 149177 Specdb::NmrOneD 149178 Specdb::NmrOneD 149179 Specdb::MsMs 312847 Specdb::MsMs 312848 Specdb::MsMs 312849 Specdb::MsMs 358198 Specdb::MsMs 358199 Specdb::MsMs 358200 Specdb::MsMs 2717259 Specdb::MsMs 2717260 Specdb::MsMs 2717261 Specdb::MsMs 2961660 Specdb::MsMs 2961661 Specdb::MsMs 2961662 HMDB02178 15493 #<Reference:0x000055ce324f5910> #<Reference:0x000055ce324f5758> #<Reference:0x000055ce324f55a0> 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 Bile acyl-CoA synthetase Q9Y2P5 SLC27A5 Retinol dehydrogenase 13 Q8NBN7 RDH13