PhytoHub: Showing entry for Ginsenoside Rb2

Ginsenoside Rb2

Identification

PhytoHub ID

PHUB002097

Name

Ginsenoside Rb2

Systematic Name

Not Available

Synonyms

(20S)-ginsenoside Rb2

CAS Number

11021-13-9

Average Mass

1079.281

Monoisotopic Mass

1078.592374538

Chemical Formula

C₅₃H₉₀O₂₂

IUPAC Name

(2S,3R,4S,5S,6R)-2-{[(2R,3R,4S,5S,6R)-2-{[(1S,3aR,3bR,5aR,7S,9aR,9bR,11R,11aR)-11-hydroxy-3a,3b,6,6,9a-pentamethyl-1-(6-methyl-2-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-({[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxy}methyl)oxan-2-yl]oxy}hept-5-en-2-yl)-hexadecahydro-1H-cyclopenta[a]phenanthren-7-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

InChI Key

NODILNFGTFIURN-GZPRDHCNSA-N

InChI Identifier

InChI=1S/C53H90O22/c1-23(2)10-9-14-53(8,75-47-43(67)39(63)37(61)29(72-47)22-69-45-41(65)34(58)26(57)21-68-45)24-11-16-52(7)33(24)25(56)18-31-50(5)15-13-32(49(3,4)30(50)12-17-51(31,52)6)73-48-44(40(64)36(60)28(20-55)71-48)74-46-42(66)38(62)35(59)27(19-54)70-46/h10,24-48,54-67H,9,11-22H2,1-8H3/t24-,25+,26-,27+,28+,29+,30-,31+,32-,33-,34-,35+,36+,37+,38-,39-,40-,41+,42+,43+,44+,45-,46-,47-,48-,50-,51+,52+,53-/m0/s1

SMILES

[H][C@@]1(CC[C@]2(C)[C@]1([H])[C@H](O)C[C@]1([H])[C@@]3(C)CC[C@H](O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)C(C)(C)[C@]3([H])CC[C@@]21C)C(C)(CCC=C(C)C)O[C@@H]1O[C@H](CO[C@@H]2OC[C@H](O)[C@H](O)[C@H]2O)[C@@H](O)[C@H](O)[C@H]1O

Structure

Similar Structures

Calculated Properties

Solubility (ALOGPS): 7.84e-01 g/l
LogS (ALOGPS): -3.14
LogP (ALOGPS): -0.02
Hydrogen Acceptors: 22
Hydrogen Donors: 14
Rotatable Bond Count: 15
Polar Surface Area: 357.06000000000006
Refractivity: 260.9266000000001
Polarizability: 116.87326896794676
Formal Charge: 0
Physiological Charge: 0
pKa (strongest basic): -3.648674371948831
pKa (strongest acidic): 11.752724815252483
Number of Rings: 8
Rule of Five: No
Bioavailability: No
Ghose Filter: No
Veber's Rule: No
MDDR-like Rule: Yes

External Links

ChEBI: 77152
FooDB (Compounds): FDB014034

Taxonomy as Food Phytochemical

Family: Terpenoids
Class: Triterpenoids
Sub-class: Saponins

Classyfire Taxonomy

Kingdom Name: Organic compounds
Class: Prenol lipids
Super-class: Lipids and lipid-like molecules
Sub-class: Terpene glycosides
Direct Parent Name: Triterpene saponins
Alternative Parent Names: ["12-hydroxysteroids", "14-alpha-methylsteroids", "Acetals", "Alkyl glycosides", "Cyclic alcohols and derivatives", "Disaccharides", "Fatty acyl glycosides of mono- and disaccharides", "Hydrocarbon derivatives", "O-glycosyl compounds", "Oxacyclic compounds", "Oxanes", "Polyols", "Primary alcohols", "Secondary alcohols", "Steroidal glycosides", "Triterpenoids"]
External Descriptor Annotations: ["12beta-hydroxy steroid", "beta-D-glucoside", "disaccharide derivative", "ginsenoside", "tetracyclic triterpenoid"]
Substituent Names: ["12-hydroxysteroid", "14-alpha-methylsteroid", "Acetal", "Alcohol", "Aliphatic heteropolycyclic compound", "Alkyl glycoside", "Cyclic alcohol", "Disaccharide", "Fatty acyl", "Fatty acyl glycoside", "Fatty acyl glycoside of mono- or disaccharide", "Glycosyl compound", "Hydrocarbon derivative", "Hydroxysteroid", "O-glycosyl compound", "Organic oxygen compound", "Organoheterocyclic compound", "Organooxygen compound", "Oxacycle", "Oxane", "Polyol", "Primary alcohol", "Secondary alcohol", "Steroid", "Steroidal glycoside", "Triterpene saponin", "Triterpenoid"]

Spectra from Phytohub

Spectrum Type	Instrument Type	Ion Mode	Collision Energy Level	View	Peaks

Predicted LC-MS/MS	Not Available	Positive	low	View Spectrum	(69.07042529,0.7994594472);(133.0500838,1.825854473);(163.0606485,2.90424334);(181.0712131,1.343551686);(295.1029072,1.318429941);(325.1134719,0.6355554871);(425.3783412,0.8280517778);(443.3889059,2.085693026);(459.3838205,3.276443387);(605.4417293,3.172368795);(621.4366439,3.695398066);(719.4734233,1.576972514);(737.483988,11.66260362);(739.4996381,0.8099647564);(749.483988,1.336977913);(755.4945527,5.747284781);(767.4945527,7.70946775);(767.4945527,1.950399182);(769.5102028,0.7097398293);(783.4894673,0.6769819024);(785.5051174,4.893179901);(881.5262468,1.246145983);(899.5368114,10.87304921);(901.5524615,0.8196703028);(917.5473761,3.923548376);(929.5473761,1.476789491);(1035.537599,1.062580937);(1037.553249,0.9743444387);(1043.57907,3.486483877);(1061.589635,13.68554206);(1079.6002,3.493223754)
Predicted LC-MS/MS	Not Available	Positive	med	View Spectrum	(69.07042529,1.569197012);(133.0500838,2.861404007);(145.0500838,1.104267492);(163.0606485,3.72376092);(165.0762985,0.9107240511);(181.0712131,0.574522343);(295.1029072,1.477179117);(325.1134719,0.6810269497);(443.3889059,3.703878958);(445.4045559,0.7507660328);(445.4045559,0.5918773831);(459.3838205,9.051185436);(461.3994706,4.064082501);(605.4417293,4.503880075);(607.4573794,0.7846468199);(621.4366439,10.41477163);(623.452294,4.890009401);(737.483988,8.703936949);(739.4996381,0.6816803142);(755.4945527,6.337582802);(767.4945527,5.314293461);(767.4945527,3.878023048);(769.5102028,0.6309360162);(783.4894673,2.288406833);(785.5051174,4.699251978);(899.5368114,7.623057523);(901.5524615,0.701862211);(917.5473761,2.081939565);(929.5473761,1.942540823);(1043.57907,0.7325515047);(1061.589635,2.726756847)
Predicted LC-MS/MS	Not Available	Positive	high	View Spectrum	(45.03403978,0.9596461114);(53.03912516,1.01357554);(69.07042529,2.097017077);(73.0289544,1.260921667);(103.0395191,1.316221198);(133.0500838,2.831765273);(145.0500838,1.589465232);(147.0657338,1.374807473);(161.0449984,1.36385953);(163.0606485,8.778065413);(165.0762985,1.2900965);(295.1029072,2.010626759);(297.1185573,1.103637371);(431.3889059,3.92843268);(443.3889059,2.415294193);(459.3838205,15.11130095);(461.3994706,2.111250267);(605.4417293,4.371030254);(621.4366439,14.46020639);(623.452294,1.987056438);(737.483988,4.931029134);(755.4945527,4.196794328);(767.4945527,2.706126045);(767.4945527,2.888116241);(783.4894673,1.250982676);(785.5051174,1.41053493);(899.5368114,4.310455701);(989.5685055,0.9648372618);(1003.54777,1.105886694);(1017.56342,1.010382896);(1061.589635,3.850577768)
Predicted LC-MS/MS	Not Available	Negative	low	View Spectrum	(56.99765427,2.301943754);(59.01330434,1.352532644);(73.0289544,1.897557297);(87.00821896,2.287177014);(103.0395191,2.113256566);(131.0344337,4.987496239);(133.0500838,1.519998219);(149.0449984,5.926860972);(161.0449984,2.224830326);(179.0555631,6.036983556);(235.0817778,1.506987664);(265.0923425,1.375227069);(295.1029072,1.218508752);(603.4260792,1.178337319);(645.4366439,1.742179497);(661.4315585,1.837509137);(675.4472086,1.997653828);(691.4421232,2.24854063);(735.468338,5.586888664);(753.4789026,5.129769246);(765.4789026,4.066838384);(783.4894673,4.1592423);(823.484382,1.268824467);(897.5211614,6.418733088);(915.5317261,3.711092787);(927.5317261,1.700106895);(945.5422908,1.685462382);(973.5372054,1.701766799);(1003.54777,1.429702942);(1059.573985,11.1915878);(1077.584549,8.196403767)
Predicted LC-MS/MS	Not Available	Negative	med	View Spectrum	(59.01330434,1.978341647);(73.0289544,2.135739865);(89.02386902,1.035643457);(131.0344337,9.021759791);(133.0500838,1.875946052);(147.0293483,1.059965243);(149.0449984,7.110239273);(161.0449984,6.306974861);(177.039913,0.9851144043);(179.0555631,11.01498996);(265.0923425,1.033429262);(293.0872571,0.9147836931);(311.0978218,1.780713336);(441.3732558,3.014834554);(587.4311646,1.179446839);(603.4260792,3.420961734);(605.4417293,1.720497691);(663.4472086,1.433509922);(735.468338,5.995792068);(753.4789026,6.68262028);(765.4789026,4.331187623);(765.4789026,1.048446758);(783.4894673,4.192518049);(795.4894673,1.124591618);(897.5211614,5.32504599);(899.5368114,1.018997343);(915.5317261,3.333362614);(987.5528554,1.106455094);(1003.54777,0.8962461102);(1047.573985,1.890418017);(1059.573985,6.031426847)
Predicted LC-MS/MS	Not Available	Negative	high	View Spectrum	(41.00273965,2.824724865);(43.01838972,8.238483742);(45.03403978,1.03153032);(59.01330434,2.666086389);(71.01330434,0.9866796685);(73.0289544,2.601520445);(89.02386902,2.144912501);(101.023869,1.42381492);(103.0395191,2.316990657);(131.0344337,2.516250749);(133.0500838,1.259955651);(147.0293483,2.174868255);(149.0449984,5.732377695);(161.0449984,4.470937889);(175.0606485,1.606215659);(179.0555631,14.09039065);(205.0712131,1.113934845);(293.0872571,1.689043888);(457.3681704,5.482239113);(459.3838205,3.681325968);(461.3994706,1.113234236);(501.3943852,1.20577946);(619.4209938,4.209374623);(621.4366439,2.71172936);(661.4315585,1.508654591);(663.4472086,5.453680272);(751.4632526,1.965864289);(753.4789026,9.446532921);(783.4894673,1.050417017);(985.5372054,1.630923551);(987.5528554,1.65152581)

Food Sources

	Name	Group
	Ginseng	Herbs and Spices	Publications	Show

Role as Biomarker of intake

No roles as Biomarker of intake found

Metabolism

Food Phytochemical	Metabolite	Species	Biofluids	Origin	TMax	CMax	Urinary Excretion	Formula	Monoisotopic mass
Ginsenoside Rb2	Ginsenoside C	human	plasma	gut microbiota metabolite	Not Available	Not Available	Not Available	C₃₆H₆₂O₈	622.444468956	Publications
Ginsenoside Rb2	Ginsenoside Rd	human	plasma	gut microbiota metabolite	Not Available	Not Available	Not Available	C₄₈H₈₂O₁₈	946.5501158	Publications
Ginsenoside Rb2	Ginsenoside F2	human	plasma	gut microbiota metabolite	Not Available	Not Available	Not Available	C₄₂H₇₂O₁₃	784.497292378	Publications
Ginsenoside Rb2	Protopanaxadiol	human	plasma	gut microbiota metabolite	Not Available	Not Available	Not Available	C₃₀H₅₂O₃	460.391645534	Publications

Inter-Individual Variations in Metabolism

	Food Phytochemical		Metabolite	Effect	Value

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Showing entry for Ginsenoside Rb2