1.0 2016-09-30 22:50:58 UTC 2020-04-22 15:09:41 UTC BMDB0002082 BMDB02082 Bisnorcholic acid 24-Dinor-3alpha,7alpha,12alpha-trihydroxy-5beta-cholan-22-Oic acid Dinorcholic acid 24-Dinor-3a,7a,12a-trihydroxy-5b-cholan-22-Oate 24-Dinor-3a,7a,12a-trihydroxy-5b-cholan-22-Oic acid 24-Dinor-3alpha,7alpha,12alpha-trihydroxy-5beta-cholan-22-Oate 24-Dinor-3α,7α,12α-trihydroxy-5β-cholan-22-Oate 24-Dinor-3α,7α,12α-trihydroxy-5β-cholan-22-Oic acid Dinorcholate Bisnorcholate C22H36O5 380.5182 380.256274262 (2S)-2-[(1S,2S,5R,7S,9R,10R,11S,14R,15S,16S)-5,9,16-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]propanoic acid bisnorcholic acid [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)C(O)=O InChI=1S/C22H36O5/c1-11(20(26)27)14-4-5-15-19-16(10-18(25)22(14,15)3)21(2)7-6-13(23)8-12(21)9-17(19)24/h11-19,23-25H,4-10H2,1-3H3,(H,26,27)/t11-,12-,13+,14+,15-,16-,17+,18-,19-,21-,22+/m0/s1 BBSJMECOWBMUCF-XPCRKILGSA-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. Organic compounds Lipids and lipid-like molecules Steroids and steroid derivatives Bile acids, alcohols and derivatives Trihydroxy bile acids, alcohols and derivatives 12-hydroxysteroids 3-alpha-hydroxysteroids 7-hydroxysteroids Carbonyl compounds Carboxylic acids Cyclic alcohols and derivatives Hydrocarbon derivatives Monocarboxylic acids and derivatives Organic oxides Polyols Secondary alcohols Steroid acids 12-hydroxysteroid 3-alpha-hydroxysteroid 3-hydroxysteroid 7-hydroxysteroid Alcohol Aliphatic homopolycyclic compound Carbonyl group Carboxylic acid Carboxylic acid derivative Cyclic alcohol Hydrocarbon derivative Hydroxysteroid Monocarboxylic acid or derivatives Organic oxide Organic oxygen compound Organooxygen compound Polyol Secondary alcohol Steroid acid Trihydroxy bile acid, alcohol, or derivatives Aliphatic homopolycyclic compounds C22 bile acids, alcohols, and derivatives Solid logp 1.71 ALOGPS logs -2.98 ALOGPS logp 1.85 ChemAxon pka_strongest_acidic 4.51 ChemAxon pka_strongest_basic -0.14 ChemAxon iupac (2S)-2-[(1S,2S,5R,7S,9R,10R,11S,14R,15S,16S)-5,9,16-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]propanoic acid ChemAxon average_mass 380.5182 ChemAxon mono_mass 380.256274262 ChemAxon smiles [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)C(O)=O ChemAxon formula C22H36O5 ChemAxon inchi InChI=1S/C22H36O5/c1-11(20(26)27)14-4-5-15-19-16(10-18(25)22(14,15)3)21(2)7-6-13(23)8-12(21)9-17(19)24/h11-19,23-25H,4-10H2,1-3H3,(H,26,27)/t11-,12-,13+,14+,15-,16-,17+,18-,19-,21-,22+/m0/s1 ChemAxon inchikey BBSJMECOWBMUCF-XPCRKILGSA-N ChemAxon polar_surface_area 97.99 ChemAxon refractivity 101.61 ChemAxon polarizability 42.75 ChemAxon rotatable_bond_count 2 ChemAxon acceptor_count 5 ChemAxon donor_count 4 ChemAxon physiological_charge -1 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 324595 Specdb::MsMs 324596 Specdb::MsMs 324597 Specdb::MsMs 373039 Specdb::MsMs 373040 Specdb::MsMs 373041 Specdb::MsMs 3046282 Specdb::MsMs 3046283 Specdb::MsMs 3046284 Specdb::MsMs 3094357 Specdb::MsMs 3094358 Specdb::MsMs 3094359 Specdb::CMs 26428 Specdb::CMs 38257 Specdb::CMs 166281 FDB022836 7826644 9547705 145219