1.02010-04-08 22:14:36 UTC2019-11-26 03:17:53 UTCFDB019813MadecassosideIsolated from whole plants of Centella asiatica (Ji Xue Cao). Madecassoside is found in green vegetables.Asiaticoside AMadecassosideC48H78O20975.1209974.5086449366-({[3,4-dihydroxy-6-(hydroxymethyl)-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl 8,10,11-trihydroxy-9-(hydroxymethyl)-1,2,6a,6b,9,12a-hexamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylate6-({[3,4-dihydroxy-6-(hydroxymethyl)-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl 8,10,11-trihydroxy-9-(hydroxymethyl)-1,2,6a,6b,9,12a-hexamethyl-2,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydro-1H-picene-4a-carboxylate34540-22-2CC1CCC2(CCC3(C)C(=CCC4C5(C)CC(O)C(O)C(C)(CO)C5C(O)CC34C)C2C1C)C(=O)OC1OC(COC2OC(CO)C(OC3OC(C)C(O)C(O)C3O)C(O)C2O)C(O)C(O)C1OInChI=1S/C48H78O20/c1-19-10-11-48(13-12-46(6)22(28(48)20(19)2)8-9-27-44(4)14-24(52)39(61)45(5,18-50)38(44)23(51)15-47(27,46)7)43(62)68-42-35(59)32(56)30(54)26(66-42)17-63-40-36(60)33(57)37(25(16-49)65-40)67-41-34(58)31(55)29(53)21(3)64-41/h8,19-21,23-42,49-61H,9-18H2,1-7H3BNMGUJRJUUDLHW-UHFFFAOYSA-N belongs to the class of organic compounds known as triterpene saponins. These are glycosylated derivatives of triterpene sapogenins. The sapogenin moiety backbone is usually based on the oleanane, ursane, taraxastane, bauerane, lanostane, lupeol, lupane, dammarane, cycloartane, friedelane, hopane, 9b,19-cyclo-lanostane, cycloartane, or cycloartanol skeleton.Triterpene saponinsOrganic compoundsLipids and lipid-like moleculesPrenol lipidsTerpene glycosidesAliphatic heteropolycyclic compounds12-hydroxysteroids7-hydroxysteroidsAcetalsCarbonyl compoundsCarboxylic acid estersCyclic alcohols and derivativesHydrocarbon derivativesMonocarboxylic acids and derivativesO-glycosyl compoundsOligosaccharidesOrganic oxidesOxacyclic compoundsOxanesPolyolsPrimary alcoholsSecondary alcoholsTriterpenoids12-hydroxysteroid7-hydroxysteroidAcetalAlcoholAliphatic heteropolycyclic compoundCarbonyl groupCarboxylic acid derivativeCarboxylic acid esterCyclic alcoholGlycosyl compoundHydrocarbon derivativeHydroxysteroidMonocarboxylic acid or derivativesO-glycosyl compoundOligosaccharideOrganic oxideOrganic oxygen compoundOrganoheterocyclic compoundOrganooxygen compoundOxacycleOxanePolyolPrimary alcoholSecondary alcoholSteroidTriterpene saponinTriterpenoidlogp-0.03logs-2.76solubility1.71e+00 g/lmelting_pointMp 220-223°logp-1.8pka_strongest_acidic11.75pka_strongest_basic-3.6iupac6-({[3,4-dihydroxy-6-(hydroxymethyl)-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl 8,10,11-trihydroxy-9-(hydroxymethyl)-1,2,6a,6b,9,12a-hexamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylateaverage_mass975.1209mono_mass974.508644936smilesCC1CCC2(CCC3(C)C(=CCC4C5(C)CC(O)C(O)C(C)(CO)C5C(O)CC34C)C2C1C)C(=O)OC1OC(COC2OC(CO)C(OC3OC(C)C(O)C(O)C3O)C(O)C2O)C(O)C(O)C1OformulaC48H78O20inchiInChI=1S/C48H78O20/c1-19-10-11-48(13-12-46(6)22(28(48)20(19)2)8-9-27-44(4)14-24(52)39(61)45(5,18-50)38(44)23(51)15-47(27,46)7)43(62)68-42-35(59)32(56)30(54)26(66-42)17-63-40-36(60)33(57)37(25(16-49)65-40)67-41-34(58)31(55)29(53)21(3)64-41/h8,19-21,23-42,49-61H,9-18H2,1-7H3inchikeyBNMGUJRJUUDLHW-UHFFFAOYSA-Npolar_surface_area335.44refractivity234.14polarizability102.02rotatable_bond_count10acceptor_count19donor_count13physiological_charge0formal_charge0Specdb::NmrOneD38422Specdb::NmrOneD38423Specdb::NmrOneD38424Specdb::NmrOneD38425Specdb::NmrOneD38426Specdb::NmrOneD38427Specdb::NmrOneD38428Specdb::NmrOneD38429Specdb::NmrOneD38430Specdb::NmrOneD38431Specdb::NmrOneD38432Specdb::NmrOneD38433Specdb::NmrOneD38434Specdb::NmrOneD38435Specdb::NmrOneD38436Specdb::NmrOneD38437Specdb::NmrOneD38438Specdb::NmrOneD38439Specdb::NmrOneD38440Specdb::NmrOneD38441Specdb::MsMs12773Specdb::MsMs12774Specdb::MsMs12775Specdb::MsMs19445Specdb::MsMs19446Specdb::MsMs19447Specdb::MsMs2229759Specdb::MsMs2232027Specdb::MsMs2232187Specdb::MsMs2234339Specdb::MsMs2234585Specdb::MsMs2236355Specdb::MsMs2237018Specdb::MsMs2244743Specdb::MsMs2245394Specdb::MsMs2246850Specdb::MsMs2247422Specdb::MsMs2248858Specdb::MsMs2249547Specdb::MsMs2250824Specdb::MsMs2462578Specdb::MsMs2462579Specdb::MsMs2462580Specdb::MsMs2499119Specdb::MsMs2499120HMDB40122#<Reference:0x000055567565add0>Green vegetablesUnknowngeneric