1.0 2010-04-08 22:09:54 UTC 2019-11-26 03:05:44 UTC FDB011921 Gitogenin Gitogenin 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)- Digine Gitogenin C27H44O4 432.6359 432.323959896 (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'-diol 511-96-6 CC1C2C(CC3C4CCC5CC(O)C(O)CC5(C)C4CCC23C)OC11CCC(C)CO1 InChI=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,5-14H2,1-4H3 FWCXELAAYFYCSR-UHFFFAOYSA-N belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. Triterpenoids Organic compounds Lipids and lipid-like molecules Prenol lipids Triterpenoids Aliphatic heteropolycyclic compounds 1,2-diols 3-beta-hydroxysteroids Cyclic alcohols and derivatives Hydrocarbon derivatives Ketals Oxacyclic compounds Oxanes Secondary alcohols Spirostanes and derivatives Tetrahydrofurans 1,2-diol 2-hydroxysteroid 3-beta-hydroxysteroid 3-hydroxysteroid Acetal Alcohol Aliphatic heteropolycyclic compound Cyclic alcohol Hydrocarbon derivative Hydroxysteroid Ketal Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Oxane Secondary alcohol Spirostane skeleton Steroid Tetrahydrofuran Triterpenoid Spirostan and derivatives Spirostanols and derivatives spirostan triterpenoid melting_point Mp 271-272° logp 4.26 ChemAxon pka_strongest_acidic 13.89 ChemAxon pka_strongest_basic -3.1 ChemAxon iupac (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 ChemAxon average_mass 432.6359 ChemAxon mono_mass 432.323959896 ChemAxon smiles CC1C2C(CC3C4CCC5CC(O)C(O)CC5(C)C4CCC23C)OC11CCC(C)CO1 ChemAxon formula C27H44O4 ChemAxon inchi InChI=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,5-14H2,1-4H3 ChemAxon inchikey FWCXELAAYFYCSR-UHFFFAOYSA-N ChemAxon polar_surface_area 58.92 ChemAxon refractivity 120.78 ChemAxon polarizability 52.21 ChemAxon rotatable_bond_count 0 ChemAxon acceptor_count 4 ChemAxon donor_count 2 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Fenugreek Type 1 specific Trigonella foenum-graecum 78534 Anti-inflammatory 370 A substance that reduces or suppresses inflammation.