1.0 2010-04-08 22:07:32 UTC 2019-11-26 03:01:35 UTC FDB007299 alpha-Sitosterol Alpha-sitosterol is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). Alpha-sitosterol can be found in cocoa bean, common verbena, corn, and garden onion, which makes alpha-sitosterol a potential biomarker for the consumption of these food products. C29H50O 414.7067 414.386166222 (2R,5R,10S,14R,15R)-14-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-5-ol (2R,5R,10S,14R,15R)-14-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-5-ol [H][C@@]12CC=C3C[C@H](O)CC[C@]3(C)C1CC[C@]1(C)[C@H](CCC21)[C@H](C)CC[C@@H](CC)C(C)C InChI=1S/C29H50O/c1-7-21(19(2)3)9-8-20(4)25-12-13-26-24-11-10-22-18-23(30)14-16-28(22,5)27(24)15-17-29(25,26)6/h10,19-21,23-27,30H,7-9,11-18H2,1-6H3/t20-,21-,23-,24+,25-,26?,27?,28+,29-/m1/s1 KZJWDPNRJALLNS-GGRCZSEBSA-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 3-hydroxy delta-5-steroids C24-propyl sterols and derivatives Cyclic alcohols and derivatives Delta-5-steroids Hydrocarbon derivatives Secondary alcohols Triterpenoids 3-alpha-hydroxysteroid 3-hydroxy-delta-5-steroid 3-hydroxysteroid Alcohol Aliphatic homopolycyclic compound C24-propyl-sterol-skeleton Cyclic alcohol Delta-5-steroid Hydrocarbon derivative Hydroxysteroid Organic oxygen compound Organooxygen compound Secondary alcohol Stigmastane-skeleton Triterpenoid logp 7.27 ALOGPS logs -7.35 ALOGPS solubility 1.84e-05 g/l ALOGPS logp 7.84 ChemAxon pka_strongest_acidic 18.2 ChemAxon pka_strongest_basic -1.4 ChemAxon iupac (2R,5R,10S,14R,15R)-14-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-5-ol ChemAxon average_mass 414.7067 ChemAxon mono_mass 414.386166222 ChemAxon smiles [H][C@@]12CC=C3C[C@H](O)CC[C@]3(C)C1CC[C@]1(C)[C@H](CCC21)[C@H](C)CC[C@@H](CC)C(C)C ChemAxon formula C29H50O ChemAxon inchi InChI=1S/C29H50O/c1-7-21(19(2)3)9-8-20(4)25-12-13-26-24-11-10-22-18-23(30)14-16-28(22,5)27(24)15-17-29(25,26)6/h10,19-21,23-27,30H,7-9,11-18H2,1-6H3/t20-,21-,23-,24+,25-,26?,27?,28+,29-/m1/s1 ChemAxon inchikey KZJWDPNRJALLNS-GGRCZSEBSA-N ChemAxon polar_surface_area 20.23 ChemAxon refractivity 129.77 ChemAxon polarizability 52.75 ChemAxon rotatable_bond_count 6 ChemAxon acceptor_count 1 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 108726 Specdb::MsMs 108727 Specdb::MsMs 108728 Specdb::MsMs 176016 Specdb::MsMs 176017 Specdb::MsMs 176018 Specdb::MsMs 3603881 Specdb::MsMs 3603882 Specdb::MsMs 3603883 Specdb::MsMs 3603884 Specdb::MsMs 3603885 Specdb::MsMs 3603886 Cocoa bean Type 1 specific Theobroma cacao 3641 Common verbena Type 1 specific Verbena officinalis 79772 Corn Type 1 specific Zea mays 4577 Garden onion Type 1 specific Allium cepa 4679