1.0 2016-09-30 22:32:44 UTC 2020-04-22 15:04:09 UTC BMDB0000556 BMDB00556 5b-Cholestane-3a,7a,12a,24,25-pentol 3a,7a,12a,24,25-Pentahydroxycoprostane 3alpha,7alpha,12alpha,24R,25-Pentahydroxy-5beta-cholestane 5beta-Cholestane-3alpha,7alpha,12alpha,24R,25-pentol 5b-Cholestane-3a,7a,12a,24R,25-pentol 5Β-cholestane-3α,7α,12α,24R,25-pentol C27H48O5 452.667 452.350174646 (1S,2S,5R,9R,10R,11S,14R,15R,16S)-14-[(2R)-5,6-dihydroxy-6-methylheptan-2-yl]-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecane-5,9,16-triol (1S,2S,5R,9R,10R,11S,14R,15R,16S)-14-[(2R)-5,6-dihydroxy-6-methylheptan-2-yl]-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecane-5,9,16-triol 58469-95-7 [H][C@@]12CC[C@H]([C@H](C)CCC(O)C(C)(C)O)[C@@]1(C)[C@@H](O)C[C@@]1([H])[C@@]2([H])[C@H](O)CC2C[C@H](O)CC[C@]12C InChI=1S/C27H48O5/c1-15(6-9-22(30)25(2,3)32)18-7-8-19-24-20(14-23(31)27(18,19)5)26(4)11-10-17(28)12-16(26)13-21(24)29/h15-24,28-32H,6-14H2,1-5H3/t15-,16?,17-,18-,19+,20+,21-,22?,23+,24+,26+,27-/m1/s1 NHPWQASMMFUHIZ-OOOZRTEJSA-N belongs to the class of organic compounds known as pentahydroxy bile acids, alcohols and derivatives. These are bile acids, alcohols or derivatives bearing five hydroxyl groups. Organic compounds Lipids and lipid-like molecules Steroids and steroid derivatives Bile acids, alcohols and derivatives Pentahydroxy bile acids, alcohols and derivatives 12-hydroxysteroids 3-alpha-hydroxysteroids 7-hydroxysteroids Cyclic alcohols and derivatives Hydrocarbon derivatives Polyols Secondary alcohols Tertiary alcohols 12-hydroxysteroid 24-hydroxysteroid 25-hydroxysteroid 3-alpha-hydroxysteroid 3-hydroxysteroid 7-hydroxysteroid Alcohol Aliphatic homopolycyclic compound Cyclic alcohol Hydrocarbon derivative Hydroxysteroid Organic oxygen compound Organooxygen compound Pentahydroxy bile acid, alcohol, or derivatives Polyol Secondary alcohol Tertiary alcohol Aliphatic homopolycyclic compounds Solid logp 2.54 ALOGPS logs -4.02 ALOGPS logp 2.43 ChemAxon pka_strongest_acidic 13.85 ChemAxon pka_strongest_basic -0.16 ChemAxon iupac (1S,2S,5R,9R,10R,11S,14R,15R,16S)-14-[(2R)-5,6-dihydroxy-6-methylheptan-2-yl]-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecane-5,9,16-triol ChemAxon average_mass 452.667 ChemAxon mono_mass 452.350174646 ChemAxon smiles [H][C@@]12CC[C@H]([C@H](C)CCC(O)C(C)(C)O)[C@@]1(C)[C@@H](O)C[C@@]1([H])[C@@]2([H])[C@H](O)CC2C[C@H](O)CC[C@]12C ChemAxon formula C27H48O5 ChemAxon inchi InChI=1S/C27H48O5/c1-15(6-9-22(30)25(2,3)32)18-7-8-19-24-20(14-23(31)27(18,19)5)26(4)11-10-17(28)12-16(26)13-21(24)29/h15-24,28-32H,6-14H2,1-5H3/t15-,16?,17-,18-,19+,20+,21-,22?,23+,24+,26+,27-/m1/s1 ChemAxon inchikey NHPWQASMMFUHIZ-OOOZRTEJSA-N ChemAxon polar_surface_area 101.15 ChemAxon refractivity 126.07 ChemAxon polarizability 54.02 ChemAxon rotatable_bond_count 5 ChemAxon acceptor_count 5 ChemAxon donor_count 5 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon number_of_rings 4 ChemAxon bioavailability 1 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon Specdb::MsMs 321469 Specdb::MsMs 321470 Specdb::MsMs 321471 Specdb::MsMs 369106 Specdb::MsMs 369107 Specdb::MsMs 369108 Specdb::MsMs 2816062 Specdb::MsMs 2816063 Specdb::MsMs 2816064 Specdb::MsMs 2892246 Specdb::MsMs 2892247 Specdb::MsMs 2892248 Specdb::CMs 25038 Specdb::CMs 37620 Specdb::CMs 161745 Specdb::CMs 1065672 Specdb::CMs 1065674 Specdb::CMs 1065676 Specdb::CMs 1065678 Specdb::CMs 1065680 Specdb::CMs 1065682 Specdb::CMs 1065683 Specdb::CMs 1065685 Specdb::CMs 1065687 Specdb::CMs 1065689 Specdb::CMs 1065691 Specdb::CMs 1065693 Specdb::CMs 1065695 Specdb::CMs 1065697 Specdb::CMs 1065698 Specdb::CMs 1065700 Specdb::CMs 1065702 Specdb::CMs 1065704 Specdb::CMs 1065706 Specdb::CMs 1065708 Specdb::CMs 1065710 Specdb::CMs 1065712 FDB022116 13628107 21252253 172126 5540 Hoshita, Takahiko. Bile acids and sterols. XLVII. Synthesis of 3a,7a,12a,25x,26-and 3a,7a,12a,24x,25-pentahydroxycoprostanes. Journal of Biochemistry (Tokyo, Japan) (1962), 52 176-9.