1.0 2010-04-08 22:04:57 UTC 2019-11-26 02:56:27 UTC FDB001420 6-Deoxo-28-homo-dolichosterone 6-deoxo-28-homo-dolichosterone belongs to stigmastanes and derivatives class of compounds. Those are sterol lipids with a structure based on the stigmastane skeleton, which consists of a cholestane moiety bearing an ethyl group at the carbon atom C24. 6-deoxo-28-homo-dolichosterone is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). 6-deoxo-28-homo-dolichosterone can be found in common bean, green bean, and yellow wax bean, which makes 6-deoxo-28-homo-dolichosterone a potential biomarker for the consumption of these food products. C29H50O4 462.7049 462.370910088 (2S,4R,5S,7S,15S)-14-[(2S,3R,4R,5E)-3,4-dihydroxy-5-(propan-2-yl)hept-5-en-2-yl]-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecane-4,5-diol (2S,4R,5S,7S,15S)-14-[(2S,3R,4R,5E)-3,4-dihydroxy-5-isopropylhept-5-en-2-yl]-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecane-4,5-diol C\C=C(/C(C)C)[C@@H](O)[C@H](O)[C@@H](C)C1CCC2C3CC[C@@]4([H])C[C@H](O)[C@H](O)C[C@]4(C)C3CC[C@]12C InChI=1S/C29H50O4/c1-7-19(16(2)3)27(33)26(32)17(4)21-10-11-22-20-9-8-18-14-24(30)25(31)15-29(18,6)23(20)12-13-28(21,22)5/h7,16-18,20-27,30-33H,8-15H2,1-6H3/b19-7+/t17-,18-,20?,21?,22?,23?,24-,25+,26+,27+,28+,29-/m0/s1 GQSRIBUSVVSLSQ-AVVHWGPOSA-N belongs to the class of organic compounds known as stigmastanes and derivatives. These are sterol lipids with a structure based on the stigmastane skeleton, which consists of a cholestane moiety bearing an ethyl group at the carbon atom C24. Stigmastanes and derivatives Organic compounds Lipids and lipid-like molecules Steroids and steroid derivatives Stigmastanes and derivatives Aliphatic homopolycyclic compounds 3-alpha-hydroxysteroids C24-propyl sterols and derivatives Cyclic alcohols and derivatives Hydrocarbon derivatives Secondary alcohols Tetrahydroxy bile acids, alcohols and derivatives Triterpenoids 2-hydroxysteroid 22-hydroxysteroid 23-hydroxysteroid 3-alpha-hydroxysteroid 3-hydroxysteroid Alcohol Aliphatic homopolycyclic compound Bile acid, alcohol, or derivatives C24-propyl-sterol-skeleton Cyclic alcohol Hydrocarbon derivative Hydroxy bile acid, alcohol, or derivatives Hydroxysteroid Organic oxygen compound Organooxygen compound Secondary alcohol Stigmastane-skeleton Tetrahydroxy bile acid, alcohol, or derivatives Triterpenoid logp 4.28 ALOGPS logs -4.50 ALOGPS solubility 1.48e-02 g/l ALOGPS logp 4.54 ChemAxon pka_strongest_acidic 13.3 ChemAxon pka_strongest_basic -3.1 ChemAxon iupac (2S,4R,5S,7S,15S)-14-[(2S,3R,4R,5E)-3,4-dihydroxy-5-(propan-2-yl)hept-5-en-2-yl]-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecane-4,5-diol ChemAxon average_mass 462.7049 ChemAxon mono_mass 462.370910088 ChemAxon smiles C\C=C(/C(C)C)[C@@H](O)[C@H](O)[C@@H](C)C1CCC2C3CC[C@@]4([H])C[C@H](O)[C@H](O)C[C@]4(C)C3CC[C@]12C ChemAxon formula C29H50O4 ChemAxon inchi InChI=1S/C29H50O4/c1-7-19(16(2)3)27(33)26(32)17(4)21-10-11-22-20-9-8-18-14-24(30)25(31)15-29(18,6)23(20)12-13-28(21,22)5/h7,16-18,20-27,30-33H,8-15H2,1-6H3/b19-7+/t17-,18-,20?,21?,22?,23?,24-,25+,26+,27+,28+,29-/m0/s1 ChemAxon inchikey GQSRIBUSVVSLSQ-AVVHWGPOSA-N ChemAxon polar_surface_area 80.92 ChemAxon refractivity 133.93 ChemAxon polarizability 55.49 ChemAxon rotatable_bond_count 5 ChemAxon acceptor_count 4 ChemAxon donor_count 4 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 107946 Specdb::MsMs 107947 Specdb::MsMs 107948 Specdb::MsMs 175047 Specdb::MsMs 175048 Specdb::MsMs 175049 Specdb::MsMs 3597304 Specdb::MsMs 3597305 Specdb::MsMs 3597306 Specdb::MsMs 3597307 Specdb::MsMs 3597308 Specdb::MsMs 3597309 Common bean Type 1 specific Phaseolus vulgaris 3885 Green bean Type 1 specific Phaseolus vulgaris 3885 Yellow wax bean Type 1 specific Phaseolus vulgaris 3885