1.02011-09-21 00:40:28 UTC2017-04-03 05:02:17 UTCFDB0241363a,7a,12a-Trihydroxy-5b-cholest-24-enoyl-CoA3alpha,7alpha,12alpha-Trihydroxy-5beta-cholest-24-enoyl-CoA is an intermediate in bile acid synthesis. Bile acids are steroid acids found predominantly in bile of mammals. The distinction between different bile acids is minute, depends only on presence or absence of hydroxyl groups on positions 3, 7, and 12. Bile acids are physiological detergents that facilitate excretion, absorption, and transport of fats and sterols in the intestine and liver. Bile acids are also steroidal amphipathic molecules derived from the catabolism of cholesterol. They modulate bile flow and lipid secretion, are essential for the absorption of dietary fats and vitamins, and have been implicated in the regulation of all the key enzymes involved in cholesterol homeostasis. Bile acids recirculate through the liver, bile ducts, small intestine and portal vein to form an enterohepatic circuit. They exist as anions at physiological pH and, consequently, require a carrier for transport across the membranes of the enterohepatic tissues. The unique detergent properties of bile acids are essential for the digestion and intestinal absorption of hydrophobic nutrients. Bile acids have potent toxic properties (e.g., membrane disruption) and there are a plethora of mechanisms to limit their accumulation in blood and tissues. (PMID: 11316487, 16037564, 12576301, 11907135) [HMDB](24E)-3-alpha,7-alpha,12- alpha-trihydroxy-5-beta-cholest-24-enoyl-CoA(24E)-3-alpha,7-alpha,12- alpha-trihydroxy-5-beta-cholest-24-enoyl-Coenzyme A(24e)-3-alpha,7-alpha,12-alpha-Trihydroxy-5-beta-cholest-24-enoyl-CoA(24e)-3-alpha,7-alpha,12-alpha-Trihydroxy-5-beta-cholest-24-enoyl-coenzyme A3a,7a,12a-Trihydroxy-5b-cholest-24-enoyl CoA3a,7a,12a-Trihydroxy-5b-cholest-24-enoyl coenzyme A3alpha,7alpha,12alpha-Trihydroxy-5beta-cholest-24-enoyl CoA3alpha,7alpha,12alpha-Trihydroxy-5beta-cholest-24-enoyl coenzyme A3alpha,7alpha,12alpha-Trihydroxy-5beta-cholest-24-enoyl-CoA3alpha,7alpha,12alpha-Trihydroxy-5beta-cholest-24-enoyl-Coenzyme AC48H78N7O20P3S1198.1541197.4235181974-({[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)-2-hydroxy-3,3-dimethyl-N-(2-{[2-({2-methyl-6-[(5R,7S,9R,16S)-5,9,16-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]hept-2-enoyl}sulfanyl)ethyl]-C-hydroxycarbonimidoyl}ethyl)butanimidic acid4-[({[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxy]-2-hydroxy-3,3-dimethyl-N-(2-{[2-({2-methyl-6-[(5R,7S,9R,16S)-5,9,16-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]hept-2-enoyl}sulfanyl)ethyl]-C-hydroxycarbonimidoyl}ethyl)butanimidic acid302-72-7[H][C@]1(COP(O)(=O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)C(C)=CCCC(C)C2CCC3C4C(C[C@]([H])(O)C23C)C2(C)CC[C@@]([H])(O)C[C@@]2([H])C[C@@]4([H])O)O[C@@]([H])(N2C=NC3=C2N=CN=C3N)[C@]([H])(O)[C@]1([H])OP(O)(O)=OInChI=1S/C48H78N7O20P3S/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/h9,23-25,27-34,36,38-40,44,56-58,60-61H,7-8,10-22H2,1-6H3,(H,50,59)(H,51,62)(H,67,68)(H,69,70)(H2,49,52,53)(H2,64,65,66)/t25?,27-,28+,29?,30?,31?,32+,33+,34-,36?,38+,39+,40?,44+,47?,48?/m0/s1QVDPWQVOSKJUES-CRIBCSIVSA-N belongs to the class of organic compounds known as acyl coas. These are organic compounds containing a coenzyme A substructure linked to an acyl chain.Acyl CoAsOrganic compoundsLipids and lipid-like moleculesFatty AcylsFatty acyl thioestersAromatic heteropolycyclic compounds12-hydroxysteroids3-alpha-hydroxysteroids6-aminopurines7-hydroxysteroidsAminopyrimidines and derivativesAzacyclic compoundsBeta amino acids and derivativesCarbonyl compoundsCarbothioic S-estersCoenzyme A and derivativesCyclic alcohols and derivativesGlycosylaminesHeteroaromatic compoundsHydrocarbon derivativesImidolactamsMonoalkyl phosphatesMonosaccharide phosphatesN-acyl aminesN-substituted imidazolesOrganic oxidesOrganic pyrophosphatesOrganopnictogen compoundsOxacyclic compoundsPentose phosphatesPolyolsPrimary aminesPurine ribonucleoside diphosphatesRibonucleoside 3'-phosphatesSecondary alcoholsSecondary carboxylic acid amidesSteroidal glycosidesSulfenyl compoundsTetrahydrofuransThioestersTrihydroxy bile acids, alcohols and derivatives12-hydroxysteroid3-alpha-hydroxysteroid3-hydroxysteroid6-aminopurine7-hydroxysteroidAlcoholAlkyl phosphateAmineAmino acid or derivativesAminopyrimidineAromatic heteropolycyclic compoundAzacycleAzoleBeta amino acid or derivativesBile acid, alcohol, or derivativesCarbonyl groupCarbothioic s-esterCarboxamide groupCarboxylic acid derivativeCholane-skeletonCoenzyme a or derivativesCyclic alcoholFatty amideGlycosyl compoundHeteroaromatic compoundHydrocarbon derivativeHydroxy bile acid, alcohol, or derivativesHydroxysteroidImidazoleImidazopyrimidineImidolactamMonoalkyl phosphateMonosaccharideMonosaccharide phosphateN-acyl-amineN-glycosyl compoundN-substituted imidazoleOrganic nitrogen compoundOrganic oxideOrganic oxygen compoundOrganic phosphoric acid derivativeOrganic pyrophosphateOrganoheterocyclic compoundOrganonitrogen compoundOrganooxygen compoundOrganopnictogen compoundOrganosulfur compoundOxacyclePentose monosaccharidePentose phosphatePentose-5-phosphatePhosphoric acid esterPolyolPrimary aminePurinePurine ribonucleoside 3',5'-bisphosphatePurine ribonucleoside bisphosphatePurine ribonucleoside diphosphatePyrimidineRibonucleoside 3'-phosphateSecondary alcoholSecondary carboxylic acid amideSteroidSteroidal glycosideSulfenyl compoundTetrahydrofuranThiocarboxylic acid esterThiocarboxylic acid or derivativesTrihydroxy bile acid, alcohol, or derivativesSolidlogp1.59logs-3.39solubility4.93e-01 g/llogp-0.024pka_strongest_acidic0.82pka_strongest_basic4.16iupac4-({[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)-2-hydroxy-3,3-dimethyl-N-(2-{[2-({2-methyl-6-[(5R,7S,9R,16S)-5,9,16-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]hept-2-enoyl}sulfanyl)ethyl]-C-hydroxycarbonimidoyl}ethyl)butanimidic acidaverage_mass1198.154mono_mass1197.423518197smiles[H][C@]1(COP(O)(=O)OP(O)(=O)OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSC(=O)C(C)=CCCC(C)C2CCC3C4C(C[C@]([H])(O)C23C)C2(C)CC[C@@]([H])(O)C[C@@]2([H])C[C@@]4([H])O)O[C@@]([H])(N2C=NC3=C2N=CN=C3N)[C@]([H])(O)[C@]1([H])OP(O)(O)=OformulaC48H78N7O20P3SinchiInChI=1S/C48H78N7O20P3S/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/h9,23-25,27-34,36,38-40,44,56-58,60-61H,7-8,10-22H2,1-6H3,(H,50,59)(H,51,62)(H,67,68)(H,69,70)(H2,49,52,53)(H2,64,65,66)/t25?,27-,28+,29?,30?,31?,32+,33+,34-,36?,38+,39+,40?,44+,47?,48?/m0/s1inchikeyQVDPWQVOSKJUES-CRIBCSIVSA-Npolar_surface_area431.3refractivity286.05polarizability118.11rotatable_bond_count25acceptor_count22donor_count12physiological_charge-4formal_charge0Bile Acid BiosynthesisSMP00035map00120HMDB0688927505#<Reference:0x0000555675bd2e20>#<Reference:0x0000555675bd2bf0>#<Reference:0x0000555675bd2998>#<Reference:0x0000555675bd2768>AnatidaeType 1specificAnatidae8830BeefaloType 1specificBos taurus X Bison bison297284BisonType 1specificBison bison9901BuffaloType 1specificBubalus bubalis89462Cattle (Beef, Veal)Type 1specificBos taurus9913ChickenType 1specificGallus gallus9031Columbidae (Dove, Pigeon)Type 1specificColumbidae8930DeerType 1specificCervidae9850Domestic goatType 1specificCapra aegagrus hircus9925Domestic pigType 1specificSus scrofa domestica9825ElkType 1specificCervus canadensis1574408EmuType 1specificDromaius novaehollandiae8790European rabbitType 1specificOryctolagus9984Greylag gooseType 1specificAnser anser8843Guinea henType 1specificNumida meleagris8996HorseType 1specificEquus caballus9796Mallard duckType 1specificAnas platyrhynchos8839Mountain hareType 1specificLepus timidus62621Mule deerType 1specificOdocoileus9871OstrichType 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