1.0 2010-04-08 22:06:14 UTC 2025-11-18 22:56:18 UTC FDB004435 6-Keto-28-homobrassinolide 6-keto-28-homobrassinolide 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-keto-28-homobrassinolide is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). 6-keto-28-homobrassinolide can be found in tea, which makes 6-keto-28-homobrassinolide a potential biomarker for the consumption of this food product. C29H50O5 478.7043 478.36582471 (1S,2R,4R,5S,7S,10S,11S,14R,15S)-14-[(2S,3R,4R,5R)-5-ethyl-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,5R)-5-ethyl-3,4-dihydroxy-6-methylheptan-2-yl]-4,5-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-8-one [H][C@@]12CC[C@H]([C@H](C)[C@@H](O)[C@H](O)[C@H](CC)C(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/C29H50O5/c1-7-17(15(2)3)27(34)26(33)16(4)19-8-9-20-18-12-23(30)22-13-24(31)25(32)14-29(22,6)21(18)10-11-28(19,20)5/h15-22,24-27,31-34H,7-14H2,1-6H3/t16-,17+,18-,19+,20-,21-,22+,24-,25+,26+,27+,28+,29+/m0/s1 WADMTJKRYLAHQV-JZSPVGNFSA-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 6-oxosteroids C24-propyl sterols and derivatives Cyclic alcohols and derivatives Ecdysteroids Hydrocarbon derivatives Ketones Organic oxides Secondary alcohols Tetrahydroxy bile acids, alcohols and derivatives Triterpenoids 2-hydroxysteroid 22-hydroxysteroid 23-hydroxysteroid 3-alpha-hydroxysteroid 3-hydroxysteroid 6-oxosteroid Alcohol Aliphatic homopolycyclic compound Bile acid, alcohol, or derivatives C24-propyl-sterol-skeleton Carbonyl group Cyclic alcohol Ecdysteroid Hydrocarbon derivative Hydroxy bile acid, alcohol, or derivatives Hydroxysteroid Ketone Organic oxide Organic oxygen compound Organooxygen compound Oxosteroid Secondary alcohol Stigmastane-skeleton Tetrahydroxy bile acid, alcohol, or derivatives Triterpenoid logp 3.27 ALOGPS logs -4.26 ALOGPS solubility 2.61e-02 g/l ALOGPS logp 3.95 ChemAxon pka_strongest_acidic 13.45 ChemAxon pka_strongest_basic -3.2 ChemAxon iupac (1S,2R,4R,5S,7S,10S,11S,14R,15S)-14-[(2S,3R,4R,5R)-5-ethyl-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 478.7043 ChemAxon mono_mass 478.36582471 ChemAxon smiles [H][C@@]12CC[C@H]([C@H](C)[C@@H](O)[C@H](O)[C@H](CC)C(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 C29H50O5 ChemAxon inchi InChI=1S/C29H50O5/c1-7-17(15(2)3)27(34)26(33)16(4)19-8-9-20-18-12-23(30)22-13-24(31)25(32)14-29(22,6)21(18)10-11-28(19,20)5/h15-22,24-27,31-34H,7-14H2,1-6H3/t16-,17+,18-,19+,20-,21-,22+,24-,25+,26+,27+,28+,29+/m0/s1 ChemAxon inchikey WADMTJKRYLAHQV-JZSPVGNFSA-N ChemAxon polar_surface_area 97.99 ChemAxon refractivity 133.82 ChemAxon polarizability 56.71 ChemAxon rotatable_bond_count 6 ChemAxon acceptor_count 5 ChemAxon donor_count 4 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 47259 Specdb::MsMs 47260 Specdb::MsMs 47261 Specdb::MsMs 155643 Specdb::MsMs 155644 Specdb::MsMs 155645 Specdb::MsMs 3600500 Specdb::MsMs 3600501 Specdb::MsMs 3600502 Specdb::MsMs 3600503 Specdb::MsMs 3600504 Specdb::MsMs 3600505 Black tea Type 1 Green tea Type 1 Herbal tea Type 1 Red tea Type 1 Tea Type 1 specific Camellia sinensis 4442