1.0 2010-04-08 22:05:08 UTC 2025-11-18 22:33:15 UTC FDB001854 Kuguacin C Kuguacin c is a member of the class of compounds known as oxosteroids. Oxosteroids are steroid derivatives carrying a C=O group attached to steroid skeleton. Kuguacin c is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). Kuguacin c can be found in bitter gourd, which makes kuguacin c a potential biomarker for the consumption of this food product. (+)-Kuguacin C C27H42O3 414.6206 414.31339521 (1S,2S,5S,10R,11S,14R,15R)-5-hydroxy-1,6,6,11,15-pentamethyl-14-[(2R)-4-oxopentan-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-9-one (1S,2S,5S,10R,11S,14R,15R)-5-hydroxy-1,6,6,11,15-pentamethyl-14-[(2R)-4-oxopentan-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-9-one 1009344-01-7 [H][C@@]1(CC[C@@]2(C)[C@]3([H])C(=O)C=C4[C@@]([H])(CC[C@H](O)C4(C)C)[C@]3(C)CC[C@]12C)[C@H](C)CC(C)=O InChI=1S/C27H42O3/c1-16(14-17(2)28)18-10-11-27(7)23-21(29)15-20-19(8-9-22(30)24(20,3)4)25(23,5)12-13-26(18,27)6/h15-16,18-19,22-23,30H,8-14H2,1-7H3/t16-,18-,19-,22+,23-,25+,26-,27+/m1/s1 IYPOYTOMWGNYHY-QOYGTXLBSA-N belongs to the class of organic compounds known as oxosteroids. These are steroid derivatives carrying a C=O group attached to steroid skeleton. Oxosteroids Organic compounds Lipids and lipid-like molecules Steroids and steroid derivatives Oxosteroids Aliphatic homopolycyclic compounds 14-alpha-methylsteroids 3-beta-hydroxy delta-5-steroids 3-beta-hydroxysteroids 7-oxosteroids Cyclic alcohols and derivatives Cyclohexenones Delta-5-steroids Hydrocarbon derivatives Organic oxides Secondary alcohols 14-alpha-methylsteroid 23-oxosteroid 3-beta-hydroxy-delta-5-steroid 3-beta-hydroxysteroid 3-hydroxy-delta-5-steroid 3-hydroxysteroid 7-oxosteroid Alcohol Aliphatic homopolycyclic compound Carbonyl group Cyclic alcohol Cyclohexenone Delta-5-steroid Hydrocarbon derivative Hydroxysteroid Ketone Organic oxide Organic oxygen compound Organooxygen compound Oxosteroid Secondary alcohol logp 5.08 ALOGPS logs -5.06 ALOGPS solubility 3.60e-03 g/l ALOGPS logp 4.98 ChemAxon pka_strongest_acidic 19.25 ChemAxon pka_strongest_basic -0.84 ChemAxon iupac (1S,2S,5S,10R,11S,14R,15R)-5-hydroxy-1,6,6,11,15-pentamethyl-14-[(2R)-4-oxopentan-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-9-one ChemAxon average_mass 414.6206 ChemAxon mono_mass 414.31339521 ChemAxon smiles [H][C@@]1(CC[C@@]2(C)[C@]3([H])C(=O)C=C4[C@@]([H])(CC[C@H](O)C4(C)C)[C@]3(C)CC[C@]12C)[C@H](C)CC(C)=O ChemAxon formula C27H42O3 ChemAxon inchi InChI=1S/C27H42O3/c1-16(14-17(2)28)18-10-11-27(7)23-21(29)15-20-19(8-9-22(30)24(20,3)4)25(23,5)12-13-26(18,27)6/h15-16,18-19,22-23,30H,8-14H2,1-7H3/t16-,18-,19-,22+,23-,25+,26-,27+/m1/s1 ChemAxon inchikey IYPOYTOMWGNYHY-QOYGTXLBSA-N ChemAxon polar_surface_area 54.37 ChemAxon refractivity 121.47 ChemAxon polarizability 49.13 ChemAxon rotatable_bond_count 3 ChemAxon acceptor_count 3 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 61929 Specdb::MsMs 61930 Specdb::MsMs 61931 Specdb::MsMs 118557 Specdb::MsMs 118558 Specdb::MsMs 118559 Specdb::MsMs 3598780 Specdb::MsMs 3598781 Specdb::MsMs 3598782 Specdb::MsMs 3599699 Specdb::MsMs 3599700 Specdb::MsMs 3599701 Bitter gourd Type 1 specific Momordica charantia 3673