1.0 2010-04-08 22:04:57 UTC 2025-11-18 22:31:10 UTC FDB001415 28-Norcastasterone 28-norcastasterone belongs to tetrahydroxy bile acids, alcohols and derivatives class of compounds. Those are prenol lipids structurally characterized by a bile acid or alcohol which bears four hydroxyl groups. 28-norcastasterone is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). 28-norcastasterone can be found in a number of food items such as corn, tea, turnip, and broad bean, which makes 28-norcastasterone a potential biomarker for the consumption of these food products. C27H46O5 450.6511 450.334524582 (1S,2R,4R,5S,7S,10S,11S,14R,15S)-14-[(2S,3R,4R)-3,4-dihydroxy-6-methylheptan-2-yl]-4,5-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-8-one (1S,2R,4R,5S,7S,10S,11S,14R,15S)-14-[(2S,3R,4R)-3,4-dihydroxy-6-methylheptan-2-yl]-4,5-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-8-one 83464-85-1 [H][C@@]12CC[C@H]([C@H](C)[C@@H](O)[C@H](O)CC(C)C)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC(=O)[C@@]2([H])C[C@H](O)[C@H](O)C[C@]12C InChI=1S/C27H46O5/c1-14(2)10-23(30)25(32)15(3)17-6-7-18-16-11-21(28)20-12-22(29)24(31)13-27(20,5)19(16)8-9-26(17,18)4/h14-20,22-25,29-32H,6-13H2,1-5H3/t15-,16-,17+,18-,19-,20+,22-,23+,24+,25+,26+,27+/m0/s1 YNZRNENZMVIPBX-SCLBUMFYSA-N belongs to the class of organic compounds known as tetrahydroxy bile acids, alcohols and derivatives. These are prenol lipids structurally characterized by a bile acid or alcohol which bears four hydroxyl groups. Tetrahydroxy 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-alpha-hydroxysteroids 6-oxosteroids Cholesterols and derivatives Cyclic alcohols and derivatives Ecdysteroids Hydrocarbon derivatives Ketones Organic oxides Secondary alcohols 2-hydroxysteroid 22-hydroxysteroid 23-hydroxysteroid 3-alpha-hydroxysteroid 3-hydroxysteroid 6-oxosteroid Alcohol Aliphatic homopolycyclic compound Carbonyl group Cholestane-skeleton Cholesterol Cholesterol-skeleton Cyclic alcohol Ecdysteroid Hydrocarbon derivative Hydroxysteroid Ketone Organic oxide Organic oxygen compound Organooxygen compound Oxosteroid Secondary alcohol Tetrahydroxy bile acid, alcohol, or derivatives logp 2.78 ALOGPS logs -4.11 ALOGPS solubility 3.52e-02 g/l ALOGPS logp 3.14 ChemAxon pka_strongest_acidic 13.52 ChemAxon pka_strongest_basic -3.2 ChemAxon iupac (1S,2R,4R,5S,7S,10S,11S,14R,15S)-14-[(2S,3R,4R)-3,4-dihydroxy-6-methylheptan-2-yl]-4,5-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-8-one ChemAxon average_mass 450.6511 ChemAxon mono_mass 450.334524582 ChemAxon smiles [H][C@@]12CC[C@H]([C@H](C)[C@@H](O)[C@H](O)CC(C)C)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC(=O)[C@@]2([H])C[C@H](O)[C@H](O)C[C@]12C ChemAxon formula C27H46O5 ChemAxon inchi InChI=1S/C27H46O5/c1-14(2)10-23(30)25(32)15(3)17-6-7-18-16-11-21(28)20-12-22(29)24(31)13-27(20,5)19(16)8-9-26(17,18)4/h14-20,22-25,29-32H,6-13H2,1-5H3/t15-,16-,17+,18-,19-,20+,22-,23+,24+,25+,26+,27+/m0/s1 ChemAxon inchikey YNZRNENZMVIPBX-SCLBUMFYSA-N ChemAxon polar_surface_area 97.99 ChemAxon refractivity 124.75 ChemAxon polarizability 52.9 ChemAxon rotatable_bond_count 5 ChemAxon acceptor_count 5 ChemAxon donor_count 4 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 46647 Specdb::MsMs 46648 Specdb::MsMs 46649 Specdb::MsMs 177804 Specdb::MsMs 177805 Specdb::MsMs 177806 Specdb::MsMs 3597274 Specdb::MsMs 3597275 Specdb::MsMs 3597276 Specdb::MsMs 3597277 Specdb::MsMs 3597278 Specdb::MsMs 3597279 Black tea Type 1 Broad bean Type 1 specific Vicia faba 3906 Corn Type 1 specific Zea mays 4577 Green tea Type 1 Herbal tea Type 1 Red tea Type 1 Sunflower Type 1 specific Helianthus annuus 4232 Tea Type 1 specific Camellia sinensis 4442 Turnip Type 1 specific Brassica rapa var. rapa 51350