1.0 2011-09-21 00:12:35 UTC 2015-07-21 06:57:10 UTC FDB022350 4a-Methyl-5a-cholesta-8,24-dien-3-one 4a-Methyl-5a-cholesta-8,24-dien-3-one is an intermediate in the Cholesterol biosynthesis pathway, in a reaction catalyzed by the enzyme 3-keto-steroid reductase [EC 1.1.1.270]. (MetaCyc Pathway: cholesterol biosynthesis) [HMDB] 4alpha-methyl-5alpha-cholesta-8,24-dien-3-one C28H44O 396.6484 396.33921603 (2S,6S,7S,11R,14R,15R)-2,6,15-trimethyl-14-[(2R)-6-methylhept-5-en-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-en-5-one (2S,6S,7S,11R,14R,15R)-2,6,15-trimethyl-14-[(2R)-6-methylhept-5-en-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-en-5-one 7377-73-3 [H][C@@]1(CC[C@@]2([H])C3=C(CC[C@]12C)[C@@]1(C)CCC(=O)[C@@H](C)[C@]1([H])CC3)[C@H](C)CCC=C(C)C InChI=1S/C28H44O/c1-18(2)8-7-9-19(3)22-12-13-24-21-10-11-23-20(4)26(29)15-17-28(23,6)25(21)14-16-27(22,24)5/h8,19-20,22-24H,7,9-17H2,1-6H3/t19-,20+,22-,23+,24+,27-,28+/m1/s1 DBPZYKHQDWKORQ-SINUOACOSA-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 derivatives Organic compounds Lipids and lipid-like molecules Steroids and steroid derivatives Cholestane steroids Aliphatic homopolycyclic compounds 3-oxo-5-alpha-steroids Cyclic ketones Hydrocarbon derivatives Organic oxides 3-oxo-5-alpha-steroid 3-oxosteroid Aliphatic homopolycyclic compound Carbonyl group Cholesterol-skeleton Cyclic ketone Hydrocarbon derivative Ketone Organic oxide Organic oxygen compound Organooxygen compound Oxosteroid Cholesterol and derivatives Solid logp 7.22 ALOGPS logs -5.85 ALOGPS solubility 5.64e-04 g/l ALOGPS logp 7.41 ChemAxon pka_strongest_acidic 19.83 ChemAxon pka_strongest_basic -7.4 ChemAxon iupac (2S,6S,7S,11R,14R,15R)-2,6,15-trimethyl-14-[(2R)-6-methylhept-5-en-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-en-5-one ChemAxon average_mass 396.6484 ChemAxon mono_mass 396.33921603 ChemAxon smiles [H][C@@]1(CC[C@@]2([H])C3=C(CC[C@]12C)[C@@]1(C)CCC(=O)[C@@H](C)[C@]1([H])CC3)[C@H](C)CCC=C(C)C ChemAxon formula C28H44O ChemAxon inchi InChI=1S/C28H44O/c1-18(2)8-7-9-19(3)22-12-13-24-21-10-11-23-20(4)26(29)15-17-28(23,6)25(21)14-16-27(22,24)5/h8,19-20,22-24H,7,9-17H2,1-6H3/t19-,20+,22-,23+,24+,27-,28+/m1/s1 ChemAxon inchikey DBPZYKHQDWKORQ-SINUOACOSA-N ChemAxon polar_surface_area 17.07 ChemAxon refractivity 124.75 ChemAxon polarizability 50.94 ChemAxon rotatable_bond_count 4 ChemAxon acceptor_count 1 ChemAxon donor_count 0 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 19814 Specdb::CMs 168585 Specdb::NmrOneD 285209 Specdb::NmrOneD 285210 Specdb::NmrOneD 285211 Specdb::NmrOneD 285212 Specdb::NmrOneD 285213 Specdb::NmrOneD 285214 Specdb::NmrOneD 285215 Specdb::NmrOneD 285216 Specdb::NmrOneD 285217 Specdb::NmrOneD 285218 Specdb::NmrOneD 285219 Specdb::NmrOneD 285220 Specdb::NmrOneD 285221 Specdb::NmrOneD 285222 Specdb::NmrOneD 285223 Specdb::NmrOneD 285224 Specdb::NmrOneD 285225 Specdb::NmrOneD 285226 Specdb::NmrOneD 285227 Specdb::NmrOneD 285228 Specdb::MsMs 310135 Specdb::MsMs 310136 Specdb::MsMs 310137 Specdb::MsMs 354739 Specdb::MsMs 354740 Specdb::MsMs 354741 Specdb::MsMs 2281090 Specdb::MsMs 2281091 Specdb::MsMs 2281092 Specdb::MsMs 3085117 Specdb::MsMs 3085118 Specdb::MsMs 3085119 HMDB00981 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