1.02010-04-08 22:05:52 UTC2019-11-26 02:59:26 UTCFDB003602F-TigogeninNeotigogenin, also known as (25s)-5alpha-spirostan-3beta-ol or (3beta,5alpha,25s)-spirostan-3-ol, is a member of the class of compounds known as triterpenoids. Triterpenoids are terpene molecules containing six isoprene units. Thus, neotigogenin is considered to be a sterol lipid molecule. Neotigogenin is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). Neotigogenin can be found in fenugreek, garden tomato, and garden tomato (variety), which makes neotigogenin a potential biomarker for the consumption of these food products. .C27H44O3416.6365416.329045274(1'R,2R,2'S,4'S,5S,7'S,8'R,9'S,12'S,13'S,16'S,18'S)-5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosane]-16'-ol(1'R,2R,2'S,4'S,5S,7'S,8'R,9'S,12'S,13'S,16'S,18'S)-5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosane]-16'-ol470-01-9[H][C@]12C[C@@]3([H])[C@]4([H])CC[C@@]5([H])C[C@@H](O)CC[C@]5(C)[C@@]4([H])CC[C@]3(C)[C@@]1([H])[C@H](C)[C@@]1(CC[C@H](C)CO1)O2InChI=1S/C27H44O3/c1-16-7-12-27(29-15-16)17(2)24-23(30-27)14-22-20-6-5-18-13-19(28)8-10-25(18,3)21(20)9-11-26(22,24)4/h16-24,28H,5-15H2,1-4H3/t16-,17-,18-,19-,20+,21-,22-,23-,24-,25-,26-,27+/m0/s1GMBQZIIUCVWOCD-PUHUBZITSA-N belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units.TriterpenoidsOrganic compoundsLipids and lipid-like moleculesPrenol lipidsTriterpenoidsAliphatic heteropolycyclic compounds3-beta-hydroxysteroidsCyclic alcohols and derivativesHydrocarbon derivativesKetalsOxacyclic compoundsOxanesSecondary alcoholsSpirostanes and derivativesTetrahydrofurans3-beta-hydroxysteroid3-hydroxysteroidAcetalAlcoholAliphatic heteropolycyclic compoundCyclic alcoholHydrocarbon derivativeHydroxysteroidKetalOrganic oxygen compoundOrganoheterocyclic compoundOrganooxygen compoundOxacycleOxaneSecondary alcoholSpirostane skeletonSteroidTetrahydrofuranTriterpenoidSpirostanols and derivativesspirostantriterpenoidlogp4.52logs-7.10solubility3.28e-05 g/llogp5.33pka_strongest_acidic18.3pka_strongest_basic-1.4iupac(1'R,2R,2'S,4'S,5S,7'S,8'R,9'S,12'S,13'S,16'S,18'S)-5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosane]-16'-olaverage_mass416.6365mono_mass416.329045274smiles[H][C@]12C[C@@]3([H])[C@]4([H])CC[C@@]5([H])C[C@@H](O)CC[C@]5(C)[C@@]4([H])CC[C@]3(C)[C@@]1([H])[C@H](C)[C@@]1(CC[C@H](C)CO1)O2formulaC27H44O3inchiInChI=1S/C27H44O3/c1-16-7-12-27(29-15-16)17(2)24-23(30-27)14-22-20-6-5-18-13-19(28)8-10-25(18,3)21(20)9-11-26(22,24)4/h16-24,28H,5-15H2,1-4H3/t16-,17-,18-,19-,20+,21-,22-,23-,24-,25-,26-,27+/m0/s1inchikeyGMBQZIIUCVWOCD-PUHUBZITSA-Npolar_surface_area38.69refractivity119.42polarizability50.87rotatable_bond_count0acceptor_count3donor_count1physiological_charge0formal_charge0Specdb::CMs23928Specdb::CMs41718Specdb::CMs135654Specdb::CMs143388Specdb::MsMs87654Specdb::MsMs87655Specdb::MsMs87656Specdb::MsMs150192Specdb::MsMs150193Specdb::MsMs150194Specdb::MsMs2262637Specdb::MsMs2262638Specdb::MsMs2262639Specdb::MsMs3080277Specdb::MsMs3080278Specdb::MsMs3080279Soft-necked garlicType 1specificAllium sativum L. var. sativum4682