1.02010-04-08 22:04:56 UTC2019-11-26 02:56:21 UTCFDB001353Uttronin AUttronin a is a member of the class of compounds known as steroidal saponins. Steroidal saponins are saponins in which the aglycone moiety is a steroid. The steroidal aglycone is usually a spirostane, furostane, spirosolane, solanidane, or curcubitacin derivative. Uttronin a is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Uttronin a can be found in soft-necked garlic, which makes uttronin a a potential biomarker for the consumption of this food product. (-)-Desgalactotigonin3-O-(beta-Lycotetraosyl)-(25R)-5alpha-spirostan-3beta-olDegalactotigoninDesgalactotigoninTigogenin lycotetraosideUttronin AC50H82O221035.17291034.5297743082-[(2-{[4,5-dihydroxy-2-(hydroxymethyl)-6-{5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosane]oxy}oxan-3-yl]oxy}-5-hydroxy-6-(hydroxymethyl)-4-[(3,4,5-trihydroxyoxan-2-yl)oxy]oxan-3-yl)oxy]-6-(hydroxymethyl)oxane-3,4,5-triol2-[(2-{[4,5-dihydroxy-2-(hydroxymethyl)-6-{5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosane]oxy}oxan-3-yl]oxy}-5-hydroxy-6-(hydroxymethyl)-4-[(3,4,5-trihydroxyoxan-2-yl)oxy]oxan-3-yl)oxy]-6-(hydroxymethyl)oxane-3,4,5-triol39941-51-0CC1C2C(CC3C4CCC5CC(CCC5(C)C4CCC23C)OC2OC(CO)C(OC3OC(CO)C(O)C(OC4OCC(O)C(O)C4O)C3OC3OC(CO)C(O)C(O)C3O)C(O)C2O)OC11CCC(C)CO1InChI=1S/C50H82O22/c1-20-7-12-50(64-18-20)21(2)32-28(72-50)14-26-24-6-5-22-13-23(8-10-48(22,3)25(24)9-11-49(26,32)4)65-45-40(62)37(59)41(31(17-53)68-45)69-47-43(71-46-39(61)36(58)34(56)29(15-51)66-46)42(35(57)30(16-52)67-47)70-44-38(60)33(55)27(54)19-63-44/h20-47,51-62H,5-19H2,1-4H3BJNQXJIQCPPOHN-UHFFFAOYSA-N belongs to the class of organic compounds known as steroidal saponins. These are saponins in which the aglycone moiety is a steroid. The steroidal aglycone is usually a spirostane, furostane, spirosolane, solanidane, or curcubitacin derivative.Steroidal saponinsOrganic compoundsLipids and lipid-like moleculesSteroids and steroid derivativesSteroidal glycosidesAliphatic heteropolycyclic compoundsHydrocarbon derivativesKetalsO-glycosyl compoundsOligosaccharidesOxacyclic compoundsOxanesPolyolsPrimary alcoholsSecondary alcoholsSpirostanes and derivativesTetrahydrofuransTriterpenoidsAcetalAlcoholAliphatic heteropolycyclic compoundGlycosyl compoundHydrocarbon derivativeKetalO-glycosyl compoundOligosaccharideOrganic oxygen compoundOrganoheterocyclic compoundOrganooxygen compoundOxacycleOxanePolyolPrimary alcoholSecondary alcoholSpirostane skeletonSteroidal saponinTetrahydrofuranTriterpenoidlogp-0.32logs-2.92solubility1.25e+00 g/lmelting_pointMp 277-280° dec.logp-1.1pka_strongest_acidic11.76pka_strongest_basic-3.6iupac2-[(2-{[4,5-dihydroxy-2-(hydroxymethyl)-6-{5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosane]oxy}oxan-3-yl]oxy}-5-hydroxy-6-(hydroxymethyl)-4-[(3,4,5-trihydroxyoxan-2-yl)oxy]oxan-3-yl)oxy]-6-(hydroxymethyl)oxane-3,4,5-triolaverage_mass1035.1729mono_mass1034.529774308smilesCC1C2C(CC3C4CCC5CC(CCC5(C)C4CCC23C)OC2OC(CO)C(OC3OC(CO)C(O)C(OC4OCC(O)C(O)C4O)C3OC3OC(CO)C(O)C(O)C3O)C(O)C2O)OC11CCC(C)CO1formulaC50H82O22inchiInChI=1S/C50H82O22/c1-20-7-12-50(64-18-20)21(2)32-28(72-50)14-26-24-6-5-22-13-23(8-10-48(22,3)25(24)9-11-49(26,32)4)65-45-40(62)37(59)41(31(17-53)68-45)69-47-43(71-46-39(61)36(58)34(56)29(15-51)66-46)42(35(57)30(16-52)67-47)70-44-38(60)33(55)27(54)19-63-44/h20-47,51-62H,5-19H2,1-4H3inchikeyBJNQXJIQCPPOHN-UHFFFAOYSA-Npolar_surface_area335.06refractivity243.11polarizability110.84rotatable_bond_count11acceptor_count22donor_count12physiological_charge0formal_charge0Specdb::MsMs80181Specdb::MsMs80182Specdb::MsMs80183Specdb::MsMs140985Specdb::MsMs140986Specdb::MsMs140987Specdb::MsMs3597214Specdb::MsMs3597215Specdb::MsMs3597216Specdb::MsMs3597217Specdb::MsMs3597218Specdb::MsMs3597219Soft-necked garlicType 1specificAllium sativum L. var. sativum468240.040.040.0mg/100 gantitumor672A substance that inhibits or prevents the proliferation of neoplasms.