1.0 2010-04-08 22:14:09 UTC 2019-11-26 03:17:08 UTC FDB019126 Graecunin E Isolated from the leaves of Trigonella foenum-graecum (fenugreek). Graecunin E is found in herbs and spices and fenugreek. Graecunin E C51H82O22 1047.1836 1046.529774308 2-{[(3-{[3,4-dihydroxy-6-(hydroxymethyl)-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-4,5-dihydroxy-6-methyloxan-2-yl)oxy]methyl}-6-{5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosan]-18'-eneoxy}oxane-3,4,5-triol 2-{[(3-{[3,4-dihydroxy-6-(hydroxymethyl)-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-4,5-dihydroxy-6-methyloxan-2-yl)oxy]methyl}-6-{5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosan]-18'-eneoxy}oxane-3,4,5-triol 74350-30-4 CC1C2C(CC3C4CC=C5CC(CCC5(C)C4CCC23C)OC2OC(COC3OC(C)C(O)C(O)C3OC3OC(CO)C(OC4OC(CO)C(O)C(O)C4O)C(O)C3O)C(O)C(O)C2O)OC11CCC(C)CO1 InChI=1S/C51H82O22/c1-20-8-13-51(65-18-20)21(2)32-28(73-51)15-27-25-7-6-23-14-24(9-11-49(23,4)26(25)10-12-50(27,32)5)67-45-40(61)37(58)35(56)31(70-45)19-64-48-44(38(59)33(54)22(3)66-48)72-47-42(63)39(60)43(30(17-53)69-47)71-46-41(62)36(57)34(55)29(16-52)68-46/h6,20-22,24-48,52-63H,7-19H2,1-5H3 QBFOXISCLSPTBT-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 saponins Organic compounds Lipids and lipid-like molecules Steroids and steroid derivatives Steroidal glycosides Aliphatic heteropolycyclic compounds Delta-5-steroids Hydrocarbon derivatives Ketals O-glycosyl compounds Oligosaccharides Oxacyclic compounds Oxanes Polyols Primary alcohols Secondary alcohols Spirostanes and derivatives Tetrahydrofurans Triterpenoids Acetal Alcohol Aliphatic heteropolycyclic compound Delta-5-steroid Glycosyl compound Hydrocarbon derivative Ketal O-glycosyl compound Oligosaccharide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Oxane Polyol Primary alcohol Secondary alcohol Spirostane skeleton Steroidal saponin Tetrahydrofuran Triterpenoid logp 0.09 ALOGPS logs -3.09 ALOGPS solubility 8.45e-01 g/l ALOGPS melting_point Mp 136-138° logp -1.1 ChemAxon pka_strongest_acidic 11.75 ChemAxon pka_strongest_basic -3.6 ChemAxon iupac 2-{[(3-{[3,4-dihydroxy-6-(hydroxymethyl)-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-4,5-dihydroxy-6-methyloxan-2-yl)oxy]methyl}-6-{5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosan]-18'-eneoxy}oxane-3,4,5-triol ChemAxon average_mass 1047.1836 ChemAxon mono_mass 1046.529774308 ChemAxon smiles CC1C2C(CC3C4CC=C5CC(CCC5(C)C4CCC23C)OC2OC(COC3OC(C)C(O)C(O)C3OC3OC(CO)C(OC4OC(CO)C(O)C(O)C4O)C(O)C3O)C(O)C(O)C2O)OC11CCC(C)CO1 ChemAxon formula C51H82O22 ChemAxon inchi InChI=1S/C51H82O22/c1-20-8-13-51(65-18-20)21(2)32-28(73-51)15-27-25-7-6-23-14-24(9-11-49(23,4)26(25)10-12-50(27,32)5)67-45-40(61)37(58)35(56)31(70-45)19-64-48-44(38(59)33(54)22(3)66-48)72-47-42(63)39(60)43(30(17-53)69-47)71-46-41(62)36(57)34(55)29(16-52)68-46/h6,20-22,24-48,52-63H,7-19H2,1-5H3 ChemAxon inchikey QBFOXISCLSPTBT-UHFFFAOYSA-N ChemAxon polar_surface_area 335.06 ChemAxon refractivity 248.38 ChemAxon polarizability 110.45 ChemAxon rotatable_bond_count 11 ChemAxon acceptor_count 22 ChemAxon donor_count 12 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::NmrOneD 33642 Specdb::NmrOneD 33643 Specdb::NmrOneD 33644 Specdb::NmrOneD 33645 Specdb::NmrOneD 33646 Specdb::NmrOneD 33647 Specdb::NmrOneD 33648 Specdb::NmrOneD 33649 Specdb::NmrOneD 33650 Specdb::NmrOneD 33651 Specdb::NmrOneD 33652 Specdb::NmrOneD 33653 Specdb::NmrOneD 33654 Specdb::NmrOneD 33655 Specdb::NmrOneD 33656 Specdb::NmrOneD 33657 Specdb::NmrOneD 33658 Specdb::NmrOneD 33659 Specdb::NmrOneD 33660 Specdb::NmrOneD 33661 Specdb::MsMs 6722 Specdb::MsMs 6723 Specdb::MsMs 6724 Specdb::MsMs 13394 Specdb::MsMs 13395 Specdb::MsMs 13396 Specdb::MsMs 2770880 Specdb::MsMs 2770881 Specdb::MsMs 2770882 Specdb::MsMs 2907765 Specdb::MsMs 2907766 Specdb::MsMs 2907767 HMDB39515 #<Reference:0x000055ce31d95760> Fenugreek Type 1 specific Trigonella foenum-graecum 78534 Herbs and Spices Unknown generic