1.02010-04-08 22:09:54 UTC2019-11-26 03:05:44 UTCFDB011921GitogeninGitogenin is a member of the class of compounds known as triterpenoids. Triterpenoids are terpene molecules containing six isoprene units. Gitogenin is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Gitogenin can be found in fenugreek, which makes gitogenin a potential biomarker for the consumption of this food product. (25R)-5α-Spirostan-2α,3α,3α,25R)-5α-Spirostan-2α,3β-diol, (25R)-DigineGitogeninC27H44O4432.6359432.323959896(1'R,2R,2'S,4'S,5R,7'S,8'R,9'S,12'S,13'S,15'R,16'R,18'S)-5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0^{2,9}.0^{4,8}.0^{13,18}]icosane]-15',16'-diol(1'R,2R,2'S,4'S,5R,7'S,8'R,9'S,12'S,13'S,15'R,16'R,18'S)-5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0^{2,9}.0^{4,8}.0^{13,18}]icosane]-15',16'-diol511-96-6CC1C2C(CC3C4CCC5CC(O)C(O)CC5(C)C4CCC23C)OC11CCC(C)CO1InChI=1S/C27H44O4/c1-15-7-10-27(30-14-15)16(2)24-23(31-27)12-20-18-6-5-17-11-21(28)22(29)13-26(17,4)19(18)8-9-25(20,24)3/h15-24,28-29H,5-14H2,1-4H3FWCXELAAYFYCSR-UHFFFAOYSA-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 compounds1,2-diols3-beta-hydroxysteroidsCyclic alcohols and derivativesHydrocarbon derivativesKetalsOxacyclic compoundsOxanesSecondary alcoholsSpirostanes and derivativesTetrahydrofurans1,2-diol2-hydroxysteroid3-beta-hydroxysteroid3-hydroxysteroidAcetalAlcoholAliphatic heteropolycyclic compoundCyclic alcoholHydrocarbon derivativeHydroxysteroidKetalOrganic oxygen compoundOrganoheterocyclic compoundOrganooxygen compoundOxacycleOxaneSecondary alcoholSpirostane skeletonSteroidTetrahydrofuranTriterpenoidSpirostan and derivativesSpirostanols and derivativesspirostantriterpenoidmelting_pointMp 271-272°logp4.26pka_strongest_acidic13.89pka_strongest_basic-3.1iupac(1'R,2R,2'S,4'S,5R,7'S,8'R,9'S,12'S,13'S,15'R,16'R,18'S)-5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0^{2,9}.0^{4,8}.0^{13,18}]icosane]-15',16'-diolaverage_mass432.6359mono_mass432.323959896smilesCC1C2C(CC3C4CCC5CC(O)C(O)CC5(C)C4CCC23C)OC11CCC(C)CO1formulaC27H44O4inchiInChI=1S/C27H44O4/c1-15-7-10-27(30-14-15)16(2)24-23(31-27)12-20-18-6-5-17-11-21(28)22(29)13-26(17,4)19(18)8-9-25(20,24)3/h15-24,28-29H,5-14H2,1-4H3inchikeyFWCXELAAYFYCSR-UHFFFAOYSA-Npolar_surface_area58.92refractivity120.78polarizability52.21rotatable_bond_count0acceptor_count4donor_count2physiological_charge0formal_charge0FenugreekType 1specificTrigonella foenum-graecum78534anti inflammatory370A substance that reduces or suppresses inflammation.