1.02011-09-21 01:45:42 UTC2015-07-21 06:59:33 UTCFDB0288325alpha-Cholesta-8-en-3-one5Alpha-cholesta-8-en-3-one is involved in the cholesterol biosynthesis II(via 24,25-dihydrolanosterol) pathway. It can be generated from the enzymatic reduction of 4a-methyl-cholesta-8-enol or enzymatic oxidation of 4a-carboxy-4b-methyl-5a-cholesta-8-en-3b-ol.The sequence of reactions and the types of intermediates in cholesterol biosynthesis may vary. Alternate routes exist because reduction of the carbon 24,25 double bond on the hydrocarbon side chain of the sterol ring structure by sterol delta24-reductase can occur at multiple points in the pathway, giving rise to different intermediates. These intermediates, with or without a double bond in the hydrocarbon side chain, can serve as substrates for the other enzymes in the pathway. [HMDB]5a-cholesta-8-en-3-oneC27H44O384.6377384.33921603(2S,15R)-2,15-dimethyl-14-(6-methylheptan-2-yl)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-en-5-one(2S,15R)-2,15-dimethyl-14-(6-methylheptan-2-yl)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-en-5-oneCC(C)CCCC(C)C1CCC2C3=C(CC[C@]12C)[C@@]1(C)CCC(=O)CC1CC3InChI=1S/C27H44O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h18-20,23-24H,6-17H2,1-5H3/t19?,20?,23?,24?,26-,27+/m0/s1RZSXSHNNQBIPTL-HJWVNVQISA-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 compounds3-oxosteroidsCyclic ketonesHydrocarbon derivativesOrganic oxides3-oxosteroidAliphatic homopolycyclic compoundCarbonyl groupCholesterol-skeletonCyclic ketoneHydrocarbon derivativeKetoneOrganic oxideOrganic oxygen compoundOrganooxygen compoundOxosteroidSolidlogp6.81logs-6.20solubility2.45e-04 g/llogp7.28pka_strongest_acidic19.96pka_strongest_basic-7.4iupac(2S,15R)-2,15-dimethyl-14-(6-methylheptan-2-yl)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-en-5-oneaverage_mass384.6377mono_mass384.33921603smilesCC(C)CCCC(C)C1CCC2C3=C(CC[C@]12C)[C@@]1(C)CCC(=O)CC1CC3formulaC27H44OinchiInChI=1S/C27H44O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h18-20,23-24H,6-17H2,1-5H3/t19?,20?,23?,24?,26-,27+/m0/s1inchikeyRZSXSHNNQBIPTL-HJWVNVQISA-Npolar_surface_area17.07refractivity119.32polarizability49rotatable_bond_count5acceptor_count1donor_count0physiological_charge0formal_charge0Specdb::CMs22377Specdb::CMs161138Specdb::MsMs315700Specdb::MsMs315701Specdb::MsMs315702Specdb::MsMs361774Specdb::MsMs361775Specdb::MsMs361776Specdb::MsMs2749099Specdb::MsMs2749100Specdb::MsMs2749101Specdb::MsMs2932824Specdb::MsMs2932825Specdb::MsMs2932826HMDB12178AnatidaeType 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