1.0 2010-04-08 22:09:30 UTC 2019-11-26 03:04:38 UTC FDB011164 Protoprimulagenin A 3-[rhamnosyl-(1->4)-rhamnosyl-(1->4)-[rhamnosyl-(1->2)]-glucosyl-(1->?)-glucuronide] Constituent of roots of Siberian ginseng (Eleutherococcus (Acanthopanax) senticosus). Protoprimulagenin A 3-[rhamnosyl-(1->4)-rhamnosyl-(1->4)-[rhamnosyl-(1->2)]-glucosyl-(1->?)-glucuronide] is found in tea. (3b,13b,16a)-13,28-Epoxy-3,16-oleananediol 3-O-[a-L-rhamnopyranosyl-(1->4)-a-L-rhamnopyranosyl-(1->4)-[a-L-rhamnopyranosyl-(1->2)]-b-D-glucopyranosyl-(1->?)-b-D-glucuronopyranoside] Protoprimulagenin A 3-[rhamnosyl-(1->4)-rhamnosyl-(1->4)-[rhamnosyl-(1->2)]-glucosyl-(1->?)-glucuronide] Protoprimulagenin A 3-O-[a-L-rhamnopyranosyl-(1->4)-a-L-rhamnopyranosyl-(1->4)-[a-L-rhamnopyranosyl-(1->2)]-b-D-glucopyranosyl-(1->?)-b-D-glucuronopyranoside] Protoprimulagenin A 3-O-[a-L-rhamnosyl-(1->4)-a-L-rhamnosyl-(1->4)-[a-L-rhamnosyl-(1->2)]-b-D-glucosyl-(1->?)-b-D-glucuronide] C60H98O26 1235.4045 1234.634633308 5-{[5-({3,4-dihydroxy-6-methyl-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl}oxy)-4-hydroxy-6-(hydroxymethyl)-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy}-3,4-dihydroxy-6-({2-hydroxy-4,5,9,9,13,20,20-heptamethyl-24-oxahexacyclo[15.5.2.0¹,¹⁸.0⁴,¹⁷.0⁵,¹⁴.0⁸,¹³]tetracosan-10-yl}oxy)oxane-2-carboxylic acid 5-{[5-({3,4-dihydroxy-6-methyl-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl}oxy)-4-hydroxy-6-(hydroxymethyl)-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy}-3,4-dihydroxy-6-({2-hydroxy-4,5,9,9,13,20,20-heptamethyl-24-oxahexacyclo[15.5.2.0¹,¹⁸.0⁴,¹⁷.0⁵,¹⁴.0⁸,¹³]tetracosan-10-yl}oxy)oxane-2-carboxylic acid 137682-21-4 CC1OC(OC2C(C)OC(OC3C(O)C(OC4OC(C)C(O)C(O)C4O)C(OC4C(O)C(O)C(OC4OC4CCC5(C)C(CCC6(C)C5CCC57OCC8(CCC(C)(C)CC58)C(O)CC67C)C4(C)C)C(O)=O)OC3CO)C(O)C2O)C(O)C(O)C1O InChI=1S/C60H98O26/c1-23-32(63)34(65)39(70)49(77-23)82-43-25(3)79-51(41(72)38(43)69)83-44-26(21-61)80-52(47(42(44)73)85-50-40(71)35(66)33(64)24(2)78-50)86-46-37(68)36(67)45(48(74)75)84-53(46)81-31-13-14-56(8)27(55(31,6)7)11-15-57(9)28(56)12-16-60-29-19-54(4,5)17-18-59(29,22-76-60)30(62)20-58(57,60)10/h23-47,49-53,61-73H,11-22H2,1-10H3,(H,74,75) GVPGCVCHXXHJLC-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 Acetals Beta hydroxy acids and derivatives Carbonyl compounds Carboxylic acids Cyclic alcohols and derivatives Dialkyl ethers Fatty acyl glycosides Hydrocarbon derivatives Monocarboxylic acids and derivatives O-glucuronides O-glycosyl compounds Oligosaccharides Organic oxides Oxacyclic compounds Oxanes Oxepanes Polyols Primary alcohols Pyrans Secondary alcohols Tetrahydrofurans Triterpenoids 1-o-glucuronide Acetal Alcohol Aliphatic heteropolycyclic compound Beta-hydroxy acid Carbonyl group Carboxylic acid Carboxylic acid derivative Cyclic alcohol Dialkyl ether Ether Fatty acyl Fatty acyl glycoside Glucuronic acid or derivatives Glycosyl compound Hydrocarbon derivative Hydroxy acid Monocarboxylic acid or derivatives O-glucuronide O-glycosyl compound Oligosaccharide Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Oxane Oxepane Polyol Primary alcohol Pyran Secondary alcohol Tetrahydrofuran Triterpene saponin Triterpenoid logp 1.18 ALOGPS logs -3.46 ALOGPS solubility 4.33e-01 g/l ALOGPS melting_point Mp 230° (dec.) logp -0.016 ChemAxon pka_strongest_acidic 3.36 ChemAxon pka_strongest_basic -3.7 ChemAxon iupac 5-{[5-({3,4-dihydroxy-6-methyl-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl}oxy)-4-hydroxy-6-(hydroxymethyl)-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy}-3,4-dihydroxy-6-({2-hydroxy-4,5,9,9,13,20,20-heptamethyl-24-oxahexacyclo[15.5.2.0¹,¹⁸.0⁴,¹⁷.0⁵,¹⁴.0⁸,¹³]tetracosan-10-yl}oxy)oxane-2-carboxylic acid ChemAxon average_mass 1235.4045 ChemAxon mono_mass 1234.634633308 ChemAxon smiles CC1OC(OC2C(C)OC(OC3C(O)C(OC4OC(C)C(O)C(O)C4O)C(OC4C(O)C(O)C(OC4OC4CCC5(C)C(CCC6(C)C5CCC57OCC8(CCC(C)(C)CC58)C(O)CC67C)C4(C)C)C(O)=O)OC3CO)C(O)C2O)C(O)C(O)C1O ChemAxon formula C60H98O26 ChemAxon inchi InChI=1S/C60H98O26/c1-23-32(63)34(65)39(70)49(77-23)82-43-25(3)79-51(41(72)38(43)69)83-44-26(21-61)80-52(47(42(44)73)85-50-40(71)35(66)33(64)24(2)78-50)86-46-37(68)36(67)45(48(74)75)84-53(46)81-31-13-14-56(8)27(55(31,6)7)11-15-57(9)28(56)12-16-60-29-19-54(4,5)17-18-59(29,22-76-60)30(62)20-58(57,60)10/h23-47,49-53,61-73H,11-22H2,1-10H3,(H,74,75) ChemAxon inchikey GVPGCVCHXXHJLC-UHFFFAOYSA-N ChemAxon polar_surface_area 401.82 ChemAxon refractivity 289.59 ChemAxon polarizability 130.7 ChemAxon rotatable_bond_count 12 ChemAxon acceptor_count 26 ChemAxon donor_count 14 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 46056 Specdb::MsMs 46057 Specdb::MsMs 46058 Specdb::MsMs 141948 Specdb::MsMs 141949 Specdb::MsMs 141950 Specdb::MsMs 3052664 Specdb::MsMs 3052665 Specdb::MsMs 3052666 Specdb::MsMs 3113921 Specdb::MsMs 3113922 Specdb::MsMs 3113923 Specdb::NmrOneD 118438 Specdb::NmrOneD 118439 Specdb::NmrOneD 118440 Specdb::NmrOneD 118441 Specdb::NmrOneD 118442 Specdb::NmrOneD 118443 Specdb::NmrOneD 118444 Specdb::NmrOneD 118445 Specdb::NmrOneD 118446 Specdb::NmrOneD 118447 Specdb::NmrOneD 118448 Specdb::NmrOneD 118449 Specdb::NmrOneD 118450 Specdb::NmrOneD 118451 Specdb::NmrOneD 118452 Specdb::NmrOneD 118453 Specdb::NmrOneD 118454 Specdb::NmrOneD 118455 Specdb::NmrOneD 118456 Specdb::NmrOneD 118457 HMDB33158 #<Reference:0x000055ce3207e198> Black tea Type 1 Green tea Type 1 Herbal tea Type 1 Red tea Type 1 Tea Type 1 specific Camellia sinensis 4442