1.0 2011-09-21 00:36:10 UTC 2015-07-21 06:57:55 UTC FDB023875 7alpha,27-Dihydroxycholesterol 7-a,27-dihydroxycholesterol is an intermediate in bile acid biosynthesis. The enzyme 27-Hydroxycholesterol 7alpha-monooxygenase [EC:1.14.13.60] catalyzes the production of this metabolite from 27-hydroxycholesterol. This enzyme reaction is irreversible and occurs in the endoplasmic reticulum. [HMDB] 5-Cholestene-3b,7a,26-triol 5-Cholestene-3beta,7alpha,26-triol 5-Cholestene-3β,7α,26-triol 7-a,27-Dihydroxycholesterol 7-alpha,27-Dihydroxycholesterol 7-α,27-dihydroxycholesterol 7alpha,26-dihydroxycholesterol 7alpha,27-Dihydroxycholesterol cholest-5-ene-3- b,7-a,27-triol Cholest-5-ene-3-b,7-a,27-triol cholest-5-ene-3-beta,7-alpha,27-triol Cholest-5-ene-3,7,27-triol Cholest-5-ene-3b,7a,26-triol Cholest-5-ene-3b,7a,27-triol Cholest-5-ene-3beta,7alpha,26-triol Cholest-5-ene-3beta,7alpha,27-triol Cholest-5-ene-3β,7α,26-triol Cholest-5-ene-3β,7α,27-triol C27H46O3 418.6523 418.344695338 (1S,2R,5S,9S,10S,11S,14R,15R)-14-[(2R)-7-hydroxy-6-methylheptan-2-yl]-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-ene-5,9-diol 7α,27-dihydroxycholesterol 4725-24-0 [H][C@@]1(CC[C@@]2([H])[C@]3([H])[C@H](O)C=C4C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCCC(C)CO InChI=1S/C27H46O3/c1-17(16-28)6-5-7-18(2)21-8-9-22-25-23(11-13-27(21,22)4)26(3)12-10-20(29)14-19(26)15-24(25)30/h15,17-18,20-25,28-30H,5-14,16H2,1-4H3/t17?,18-,20+,21-,22+,23+,24-,25+,26+,27-/m1/s1 RXMHNAKZMGJANZ-DTTSCKGMSA-N belongs to the class of organic compounds known as trihydroxy bile acids, alcohols and derivatives. These are prenol lipids structurally characterized by a bile acid or alcohol which bears three hydroxyl groups. Trihydroxy bile acids, alcohols and derivatives Organic compounds Lipids and lipid-like molecules Steroids and steroid derivatives Bile acids, alcohols and derivatives Aliphatic homopolycyclic compounds 3-beta-hydroxy delta-5-steroids 3-beta-hydroxysteroids 7-hydroxysteroids Cyclic alcohols and derivatives Delta-5-steroids Fatty alcohols Hydrocarbon derivatives Primary alcohols Secondary alcohols 26-hydroxysteroid 3-beta-hydroxy-delta-5-steroid 3-beta-hydroxysteroid 3-hydroxy-delta-5-steroid 3-hydroxysteroid 7-hydroxysteroid Alcohol Aliphatic homopolycyclic compound Cyclic alcohol Delta-5-steroid Fatty acyl Fatty alcohol Hydrocarbon derivative Hydroxysteroid Organic oxygen compound Organooxygen compound Primary alcohol Secondary alcohol Trihydroxy bile acid, alcohol, or derivatives 26-hydroxy steroid 7alpha-hydroxy steroid C27 bile acids, alcohols, and derivatives Cholesterol and derivatives oxysterol triol Solid logp 4.67 ALOGPS logs -4.92 ALOGPS solubility 5.07e-03 g/l ALOGPS logp 4.6 ChemAxon pka_strongest_acidic 17.42 ChemAxon pka_strongest_basic -0.78 ChemAxon iupac (1S,2R,5S,9S,10S,11S,14R,15R)-14-[(2R)-7-hydroxy-6-methylheptan-2-yl]-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-ene-5,9-diol ChemAxon average_mass 418.6523 ChemAxon mono_mass 418.344695338 ChemAxon smiles [H][C@@]1(CC[C@@]2([H])[C@]3([H])[C@H](O)C=C4C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCCC(C)CO ChemAxon formula C27H46O3 ChemAxon inchi InChI=1S/C27H46O3/c1-17(16-28)6-5-7-18(2)21-8-9-22-25-23(11-13-27(21,22)4)26(3)12-10-20(29)14-19(26)15-24(25)30/h15,17-18,20-25,28-30H,5-14,16H2,1-4H3/t17?,18-,20+,21-,22+,23+,24-,25+,26+,27-/m1/s1 ChemAxon inchikey RXMHNAKZMGJANZ-DTTSCKGMSA-N ChemAxon polar_surface_area 60.69 ChemAxon refractivity 123.91 ChemAxon polarizability 52.19 ChemAxon rotatable_bond_count 6 ChemAxon acceptor_count 3 ChemAxon donor_count 3 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Bile Acid Biosynthesis SMP00035 map00120 Specdb::CMs 21824 Specdb::CMs 38991 Specdb::CMs 149011 Specdb::MsMs 314482 Specdb::MsMs 314483 Specdb::MsMs 314484 Specdb::MsMs 360244 Specdb::MsMs 360245 Specdb::MsMs 360246 Specdb::MsMs 3046063 Specdb::MsMs 3046064 Specdb::MsMs 3046065 Specdb::MsMs 3094054 Specdb::MsMs 3094055 Specdb::MsMs 3094056 HMDB06281 18431 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