1.02011-09-21 00:17:11 UTC2015-07-21 06:57:17 UTCFDB0226355-b-Cholestane-3a ,7a ,12a-triol5-b-Cholestane-3a ,7a ,12a-triol is an intermediate in Bile acid biosynthesis. 5-b-Cholestane-3a ,7a ,12a-triol is the second to last step of synthesis of 5beta-Cyprinolsulfate. It is converted from 7alpha,12alpha-Dihydroxy-5beta-cholestan-3-one via enzymatic reaction then it is coneverted to 3alpha,7alpha,12alpha,26-Tetrahydroxy-5beta-cholestane via the enzyme cytochrome P450(EC.1.14.13.15). This compound inhibits la-Hydroxylation, (PMID: 7937829). It is the byproduct of Cholestanetetraol 26-dehydrogenase (EC 1.1.1.161), and the reaction that cataylzes it is classified as a small molecule reaction. (BioCyc) [HMDB]3a,7a,12a-Trihydroxy-5b-cholestane3a,7a,12a-Trihydroxycoprostane3alpha,7alpha,12alpha-Trihydroxy-5beta-cholestane3alpha,7alpha,12alpha-Trihydroxycoprostane3α,7α,12α-trihydroxy-5β-cholestane3α,7α,12α-trihydroxycoprostane5-beta-cholestane-3-alpha,7-alpha,12-alpha-triol5b-Cholestane-3a,7a,12a-triol5beta-Cholestane-3alpha,7alpha,12alpha-triol5β-cholestane-3α,7α,12α-triolC27H48O3420.6682420.360345402(1S,2S,5R,7S,9R,10R,11S,14R,15R,16S)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecane-5,9,16-triol(1S,2S,5R,7S,9R,10R,11S,14R,15R,16S)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecane-5,9,16-triol547-96-6[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)CInChI=1S/C27H48O3/c1-16(2)7-6-8-17(3)20-9-10-21-25-22(15-24(30)27(20,21)5)26(4)12-11-19(28)13-18(26)14-23(25)29/h16-25,28-30H,6-15H2,1-5H3/t17-,18+,19-,20-,21+,22+,23-,24+,25+,26+,27-/m1/s1RIVQQZVHIVNQFH-XJZYBRFWSA-N belongs to the class of organic compounds known as cholesterols and derivatives. Cholesterols and derivatives are compounds containing a 3-hydroxylated cholestane core.Cholesterols and derivativesOrganic compoundsLipids and lipid-like moleculesSteroids and steroid derivativesCholestane steroidsAliphatic homopolycyclic compounds12-hydroxysteroids3-alpha-hydroxysteroids7-hydroxysteroidsCyclic alcohols and derivativesHydrocarbon derivativesPolyolsSecondary alcohols12-hydroxysteroid3-alpha-hydroxysteroid3-hydroxysteroid7-hydroxysteroidAlcoholAliphatic homopolycyclic compoundCholesterolCholesterol-skeletonCyclic alcoholHydrocarbon derivativeHydroxysteroidOrganic oxygen compoundOrganooxygen compoundPolyolSecondary alcohol12alpha-hydroxy steroid3alpha-hydroxy steroid7alpha-hydroxy steroidC27 bile acids, alcohols, and derivativesC27 bile acids, alcohols, and derivativesSolidlogp4.78logs-4.90solubility5.34e-03 g/llogp4.98pka_strongest_acidic18.3pka_strongest_basic-0.16iupac(1S,2S,5R,7S,9R,10R,11S,14R,15R,16S)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecane-5,9,16-triolaverage_mass420.6682mono_mass420.360345402smiles[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)CformulaC27H48O3inchiInChI=1S/C27H48O3/c1-16(2)7-6-8-17(3)20-9-10-21-25-22(15-24(30)27(20,21)5)26(4)12-11-19(28)13-18(26)14-23(25)29/h16-25,28-30H,6-15H2,1-5H3/t17-,18+,19-,20-,21+,22+,23-,24+,25+,26+,27-/m1/s1inchikeyRIVQQZVHIVNQFH-XJZYBRFWSA-Npolar_surface_area60.69refractivity122.87polarizability52.4rotatable_bond_count5acceptor_count3donor_count3physiological_charge0formal_charge0Bile Acid BiosynthesisSMP00035map00120Specdb::CMs19165Specdb::CMs38082Specdb::CMs146559Specdb::MsMs125328Specdb::MsMs125329Specdb::MsMs125330Specdb::MsMs2780017Specdb::MsMs2780018Specdb::MsMs2780019Specdb::MsMs67488Specdb::MsMs67489Specdb::MsMs67490Specdb::MsMs2925445Specdb::MsMs2925446Specdb::MsMs2925447HMDB01457#<Reference:0x000055567420a3a8>#<Reference:0x000055567420a0b0>#<Reference:0x0000555674209e80>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 1specificStruthio camelus8801PheasantType 1specificPhasianus colchicus9054QuailType 1specificPhasianidae9005RabbitType 1specificLeporidae9979Rock ptarmiganType 1specificLagopus muta64668Sheep (Mutton, Lamb)Type 1specificOvis aries9940SquabType 1specificColumba8931TurkeyType 1specificMeleagris gallopavo9103Velvet duckType 1specificMelanitta fusca371864Wild boarType 1specificSus scrofa9823