1.0 2010-04-08 22:04:32 UTC 2025-11-18 22:17:13 UTC FDB000361 Nuatigenin Nuatigenin belongs to furospirostanes and derivatives class of compounds. Those are heterocyclic steroids containing a furospirostane moiety, which a skeleton characterized by the presence of a 1,6-dioxaspiro[4.4]nonane ring system and an androstane moiety. Nuatigenin is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Nuatigenin can be found in oat, which makes nuatigenin a potential biomarker for the consumption of this food product. (20S,22S,25S)-22,25-Epoxyfurost-5-ene-3beta,26-diol 22S,25S-Epoxyfurost-5-ene-3b,26-diol C27H42O4 430.62 430.308309832 5-(hydroxymethyl)-5,7',9',13'-tetramethyl-5'-oxaspiro[oxolane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosan]-18'-en-16'-ol 5-(hydroxymethyl)-5,7',9',13'-tetramethyl-5'-oxaspiro[oxolane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosan]-18'-en-16'-ol 6811-35-4 CC1C2C(CC3C4CC=C5CC(O)CCC5(C)C4CCC23C)OC11CCC(C)(CO)O1 InChI=1S/C27H42O4/c1-16-23-22(30-27(16)12-11-24(2,15-28)31-27)14-21-19-6-5-17-13-18(29)7-9-25(17,3)20(19)8-10-26(21,23)4/h5,16,18-23,28-29H,6-15H2,1-4H3 NELZMZLNTYWIPD-UHFFFAOYSA-N belongs to the class of organic compounds known as furospirostanes and derivatives. These are heterocyclic steroids containing a furospirostane moiety, which a skeleton characterized by the presence of a 1,6-dioxaspiro[4.4]nonane ring system and an androstane moiety. Furospirostanes and derivatives Organic compounds Lipids and lipid-like molecules Steroids and steroid derivatives Furospirostanes and derivatives Aliphatic heteropolycyclic compounds 3-hydroxy delta-5-steroids Cyclic alcohols and derivatives Delta-5-steroids Hydrocarbon derivatives Ketals Oxacyclic compounds Primary alcohols Secondary alcohols Spirostanes and derivatives Tetrahydrofurans Triterpenoids 3-hydroxy-delta-5-steroid 3-hydroxysteroid Acetal Alcohol Aliphatic heteropolycyclic compound Cyclic alcohol Delta-5-steroid Furospirostane-skeleton Hydrocarbon derivative Hydroxysteroid Ketal Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Primary alcohol Secondary alcohol Spirostane skeleton Tetrahydrofuran Triterpenoid a small molecule logp 3.20 ALOGPS logs -4.98 ALOGPS solubility 4.54e-03 g/l ALOGPS logp 3.77 ChemAxon pka_strongest_acidic 14.37 ChemAxon pka_strongest_basic -1.4 ChemAxon iupac 5-(hydroxymethyl)-5,7',9',13'-tetramethyl-5'-oxaspiro[oxolane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosan]-18'-en-16'-ol ChemAxon average_mass 430.62 ChemAxon mono_mass 430.308309832 ChemAxon smiles CC1C2C(CC3C4CC=C5CC(O)CCC5(C)C4CCC23C)OC11CCC(C)(CO)O1 ChemAxon formula C27H42O4 ChemAxon inchi InChI=1S/C27H42O4/c1-16-23-22(30-27(16)12-11-24(2,15-28)31-27)14-21-19-6-5-17-13-18(29)7-9-25(17,3)20(19)8-10-26(21,23)4/h5,16,18-23,28-29H,6-15H2,1-4H3 ChemAxon inchikey NELZMZLNTYWIPD-UHFFFAOYSA-N ChemAxon polar_surface_area 58.92 ChemAxon refractivity 121.79 ChemAxon polarizability 51.49 ChemAxon rotatable_bond_count 1 ChemAxon acceptor_count 4 ChemAxon donor_count 2 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 77967 Specdb::MsMs 77968 Specdb::MsMs 77969 Specdb::MsMs 138210 Specdb::MsMs 138211 Specdb::MsMs 138212 Specdb::MsMs 3597130 Specdb::MsMs 3597131 Specdb::MsMs 3597132 Specdb::MsMs 3598259 Specdb::MsMs 3598260 Specdb::MsMs 3598261 15574 Oat Type 1 specific Avena sativa 4498