1.0 2010-04-08 22:13:58 UTC 2025-11-19 02:15:10 UTC FDB018837 Medicagenic acid 3-O-b-D-glucuronide 28-O-[b-D-xylosyl-(1->4)-a-L-rhamnosyl-(1->2)-a-L-arabinosyl] ester Isolated from the roots of Medicago sativa (alfalfa). Medicagenic acid 3-O-b-D-glucuronide 28-O-[b-D-xylosyl-(1->4)-a-L-rhamnosyl-(1->2)-a-L-arabinosyl] ester is found in cereals and cereal products. Medicagenic acid 3-O-b-D-glucuronide 28-O-[b-D-xylosyl-(1->4)-a-L-rhamnosyl-(1->2)-a-L-arabinosyl] ester Medicagenic acid 3-O-b-D-glucuronopyranoside 28-O-[b-D-xylopyranosyl-(1->4)-a-L-rhamnopyranosyl-(1->2)-a-L-arabinopyranosyl] ester C52H80O24 1089.1772 1088.503953488 6-{[4-carboxy-8a-({[3-({3,4-dihydroxy-6-methyl-5-[(3,4,5-trihydroxyoxan-2-yl)oxy]oxan-2-yl}oxy)-4,5-dihydroxyoxan-2-yl]oxy}carbonyl)-2-hydroxy-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicen-3-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid 6-{[4-carboxy-8a-({[3-({3,4-dihydroxy-6-methyl-5-[(3,4,5-trihydroxyoxan-2-yl)oxy]oxan-2-yl}oxy)-4,5-dihydroxyoxan-2-yl]oxy}carbonyl)-2-hydroxy-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid 128192-15-4 CC1OC(OC2C(O)C(O)COC2OC(=O)C23CCC(C)(C)CC2C2=CCC4C5(C)CC(O)C(OC6OC(C(O)C(O)C6O)C(O)=O)C(C)(C5CCC4(C)C2(C)CC3)C(O)=O)C(O)C(O)C1OC1OCC(O)C(O)C1O InChI=1S/C52H80O24/c1-20-36(72-41-33(61)28(56)24(54)18-69-41)32(60)35(63)42(71-20)74-38-29(57)25(55)19-70-44(38)76-46(68)52-14-12-47(2,3)16-22(52)21-8-9-26-48(4)17-23(53)39(75-43-34(62)30(58)31(59)37(73-43)40(64)65)51(7,45(66)67)27(48)10-11-50(26,6)49(21,5)13-15-52/h8,20,22-39,41-44,53-63H,9-19H2,1-7H3,(H,64,65)(H,66,67) RPWKGRUCXRZSSG-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 saponins Organic compounds Lipids and lipid-like molecules Prenol lipids Terpene glycosides Aliphatic heteropolycyclic compounds 12-hydroxysteroids Acetals Beta hydroxy acids and derivatives Carbonyl compounds Carboxylic acid esters Carboxylic acids Cyclic alcohols and derivatives Hydrocarbon derivatives O-glucuronides O-glycosyl compounds Oligosaccharides Organic oxides Oxacyclic compounds Oxanes Polyols Pyrans Secondary alcohols Tricarboxylic acids and derivatives Triterpenoids 1-o-glucuronide 12-hydroxysteroid 15-hydroxysteroid Acetal Alcohol Aliphatic heteropolycyclic compound Beta-hydroxy acid Carbonyl group Carboxylic acid Carboxylic acid derivative Carboxylic acid ester Cyclic alcohol Glucuronic acid or derivatives Glycosyl compound Hydrocarbon derivative Hydroxy acid Hydroxysteroid O-glucuronide O-glycosyl compound Oligosaccharide Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Oxane Polyol Pyran Secondary alcohol Steroid Tricarboxylic acid or derivatives Triterpene saponin Triterpenoid logp 0.89 ALOGPS logs -3.15 ALOGPS solubility 7.76e-01 g/l ALOGPS logp -0.24 ChemAxon pka_strongest_acidic 3.25 ChemAxon pka_strongest_basic -3.7 ChemAxon iupac 6-{[4-carboxy-8a-({[3-({3,4-dihydroxy-6-methyl-5-[(3,4,5-trihydroxyoxan-2-yl)oxy]oxan-2-yl}oxy)-4,5-dihydroxyoxan-2-yl]oxy}carbonyl)-2-hydroxy-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicen-3-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid ChemAxon average_mass 1089.1772 ChemAxon mono_mass 1088.503953488 ChemAxon smiles CC1OC(OC2C(O)C(O)COC2OC(=O)C23CCC(C)(C)CC2C2=CCC4C5(C)CC(O)C(OC6OC(C(O)C(O)C6O)C(O)=O)C(C)(C5CCC4(C)C2(C)CC3)C(O)=O)C(O)C(O)C1OC1OCC(O)C(O)C1O ChemAxon formula C52H80O24 ChemAxon inchi InChI=1S/C52H80O24/c1-20-36(72-41-33(61)28(56)24(54)18-69-41)32(60)35(63)42(71-20)74-38-29(57)25(55)19-70-44(38)76-46(68)52-14-12-47(2,3)16-22(52)21-8-9-26-48(4)17-23(53)39(75-43-34(62)30(58)31(59)37(73-43)40(64)65)51(7,45(66)67)27(48)10-11-50(26,6)49(21,5)13-15-52/h8,20,22-39,41-44,53-63H,9-19H2,1-7H3,(H,64,65)(H,66,67) ChemAxon inchikey RPWKGRUCXRZSSG-UHFFFAOYSA-N ChemAxon polar_surface_area 388.04 ChemAxon refractivity 252.77 ChemAxon polarizability 109.85 ChemAxon rotatable_bond_count 11 ChemAxon acceptor_count 23 ChemAxon donor_count 13 ChemAxon physiological_charge -2 ChemAxon formal_charge 0 ChemAxon Specdb::NmrOneD 32082 Specdb::NmrOneD 32083 Specdb::NmrOneD 32084 Specdb::NmrOneD 32085 Specdb::NmrOneD 32086 Specdb::NmrOneD 32087 Specdb::NmrOneD 32088 Specdb::NmrOneD 32089 Specdb::NmrOneD 32090 Specdb::NmrOneD 32091 Specdb::NmrOneD 32092 Specdb::NmrOneD 32093 Specdb::NmrOneD 32094 Specdb::NmrOneD 32095 Specdb::NmrOneD 32096 Specdb::NmrOneD 32097 Specdb::NmrOneD 32098 Specdb::NmrOneD 32099 Specdb::NmrOneD 32100 Specdb::NmrOneD 32101 Specdb::MsMs 11087 Specdb::MsMs 11088 Specdb::MsMs 11089 Specdb::MsMs 12626 Specdb::MsMs 12627 Specdb::MsMs 12628 Specdb::MsMs 17759 Specdb::MsMs 17760 Specdb::MsMs 17761 Specdb::MsMs 19298 Specdb::MsMs 19299 Specdb::MsMs 19300 Specdb::MsMs 2254687 Specdb::MsMs 2278037 Specdb::MsMs 2278038 Specdb::MsMs 2278039 Specdb::MsMs 3087262 Specdb::MsMs 3087263 Specdb::MsMs 3087264 HMDB39292 #<Reference:0x000055ce326bfd68> Breakfast cereal Type 2 specific Cereals and cereal products Unknown generic