precursor

Showing entry for Ginsenoside Re

Identification

PhytoHub ID
PHUB000167
Name
Ginsenoside Re
Systematic Name
Not Available
Synonyms
Not Available
CAS Number
Not Available
Average Mass
947.166
Monoisotopic Mass
946.5501158
Chemical Formula
C48H82O18
IUPAC Name
(2S,3R,4R,5R,6S)-2-{[(2R,3R,4S,5S,6R)-2-{[(1S,3aR,3bR,5S,5aR,7S,9aR,9bR,11R,11aR)-7,11-dihydroxy-3a,3b,6,6,9a-pentamethyl-1-[(2S)-6-methyl-2-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}hept-5-en-2-yl]-hexadecahydro-1H-cyclopenta[a]phenanthren-5-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy}-6-methyloxane-3,4,5-triol
InChI Key
PWAOOJDMFUQOKB-WCZZMFLVSA-N
InChI Identifier
InChI=1S/C48H82O18/c1-21(2)11-10-14-48(9,66-42-38(60)35(57)32(54)26(19-49)63-42)23-12-16-46(7)30(23)24(51)17-28-45(6)15-13-29(52)44(4,5)40(45)25(18-47(28,46)8)62-43-39(36(58)33(55)27(20-50)64-43)65-41-37(59)34(56)31(53)22(3)61-41/h11,22-43,49-60H,10,12-20H2,1-9H3/t22-,23-,24+,25-,26+,27+,28+,29-,30-,31-,32+,33+,34+,35-,36-,37+,38+,39+,40-,41-,42-,43+,45+,46+,47+,48-/m0/s1
SMILES
C[C@@H]1O[C@@H](O[C@@H]2[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]2O[C@H]2C[C@]3(C)[C@H](C[C@@H](O)[C@@H]4[C@H](CC[C@@]34C)[C@](C)(CCC=C(C)C)O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)[C@@]3(C)CC[C@H](O)C(C)(C)[C@H]23)[C@H](O)[C@H](O)[C@H]1O
Structure
Similar Structures

Calculated Properties

Solubility (ALOGPS)
8.12e-01 g/l
LogS (ALOGPS)
-3.07
LogP (ALOGPS)
0.60
Hydrogen Acceptors
18
Hydrogen Donors
12
Rotatable Bond Count
12
Polar Surface Area
298.14
Refractivity
234.5246000000001
Polarizability
101.24382438059237
Formal Charge
0
Physiological Charge
0
pKa (strongest basic)
-3.612182629439554
pKa (strongest acidic)
11.8523276816068
Number of Rings
7
Rule of Five
No
Bioavailability
No
Ghose Filter
No
Veber's Rule
No
MDDR-like Rule
Yes

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", "3-beta-hydroxysteroids", "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", "Triterpenoids"]
External Descriptor Annotations
["12beta-hydroxy steroid", "3beta-hydroxy steroid", "Dammarenes", "beta-D-glucoside", "disaccharide derivative", "ginsenoside", "tetracyclic triterpenoid"]
Substituent Names
["12-hydroxysteroid", "14-alpha-methylsteroid", "3-beta-hydroxysteroid", "3-hydroxysteroid", "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", "Triterpene saponin", "Triterpenoid"]

Spectra from Phytohub

Spectrum TypeInstrument TypeIon ModeCollision Energy LevelViewPeaks
Predicted LC-MS/MSNot AvailablePositivelowView Spectrum(69.07042529,0.7895595662);(147.0657338,2.120493716);(163.0606485,1.869370362);(165.0762985,1.527576349);(309.1185573,0.7217421923);(441.3732558,0.6746211479);(459.3838205,0.9473322755);(459.3838205,0.817252778);(475.3787351,3.255758017);(603.4260792,3.132151885);(619.4209938,0.9202729271);(621.4366439,13.44477741);(623.452294,1.262853859);(637.4315585,3.150235769);(639.4472086,6.009965036);(749.483988,2.497290923);(765.4789026,1.982904775);(765.4789026,0.8916099149);(767.4945527,7.374175473);(767.4945527,2.847286852);(769.5102028,0.7624547927);(781.4738173,0.6058602676);(783.4894673,9.692517553);(783.4894673,0.714310873);(785.5051174,4.401436496);(801.500032,3.794923742);(903.4953406,1.038096823);(911.5368114,5.913268341);(917.5473761,0.5919370757);(929.5473761,12.75820181);(947.5579408,3.489760998)
Predicted LC-MS/MSNot AvailablePositivemedView Spectrum(69.07042529,1.713082996);(129.0551691,0.5303985718);(145.0500838,1.291956589);(147.0657338,2.627639127);(163.0606485,3.490156491);(165.0762985,0.9448682179);(181.0712131,0.7276093039);(309.1185573,0.7158697436);(459.3838205,2.071966903);(459.3838205,1.855828446);(461.3994706,0.8011865896);(461.3994706,0.6065939078);(475.3787351,9.744464244);(477.3943852,4.451465478);(603.4260792,1.28345552);(621.4366439,15.23288073);(623.452294,1.79802762);(637.4315585,8.512981507);(639.4472086,10.65915724);(749.483988,0.7291557221);(765.4789026,0.5850381031);(767.4945527,6.417567159);(767.4945527,2.479169061);(769.5102028,0.7203775635);(783.4894673,8.818239266);(783.4894673,1.636831326);(785.5051174,2.889762879);(801.500032,1.922728966);(891.4953406,0.5787574738);(911.5368114,1.460654368);(929.5473761,2.702128887)
Predicted LC-MS/MSNot AvailablePositivehighView Spectrum(53.03912516,1.085131516);(69.07042529,2.331661085);(87.00821896,1.60386406);(87.04460446,1.040268289);(103.0395191,1.214722784);(141.1279402,0.9913701885);(145.0500838,1.819845252);(147.0657338,3.774422648);(161.0449984,1.612539937);(163.0606485,6.601094496);(165.0762985,1.209566361);(309.1185573,0.8083146563);(447.3838205,4.066905122);(459.3838205,1.548937991);(459.3838205,1.036215927);(475.3787351,16.71680553);(477.3943852,2.366086585);(621.4366439,9.275690531);(623.452294,1.031907729);(637.4315585,14.21698515);(639.4472086,7.02198152);(767.4945527,3.033833008);(767.4945527,1.171742697);(783.4894673,4.221883815);(783.4894673,0.8318680583);(857.5262468,0.8719197418);(871.5055113,1.491154317);(891.4953406,0.895342476);(915.5317261,1.324308753);(917.5473761,1.429716684);(929.5473761,3.353913091)
Predicted LC-MS/MSNot AvailableNegativelowView Spectrum(56.99765427,2.597920016);(73.0289544,1.725742367);(87.00821896,2.253045746);(87.04460446,1.294404577);(103.0395191,1.787981826);(133.0500838,1.814053055);(145.0500838,2.007887371);(161.0449984,1.457419843);(163.0606485,6.826455977);(279.1079926,1.363827375);(515.3736497,1.035286462);(619.4209938,8.359387763);(637.4315585,5.572606771);(661.4315585,1.235657699);(661.4315585,1.264575382);(677.4264732,2.523599889);(691.4421232,1.438081668);(691.4421232,1.173609358);(707.4370378,2.056272091);(763.4632526,1.321475003);(765.4789026,4.444379247);(765.4789026,2.239837163);(781.4738173,8.032970305);(783.4894673,4.43094965);(799.484382,3.868244223);(837.500032,1.350479878);(841.4949466,2.281205991);(843.5105967,1.073646724);(915.5317261,2.053979011);(927.5317261,10.83263209);(945.5422908,10.28238548)
Predicted LC-MS/MSNot AvailableNegativemedView Spectrum(43.01838972,1.147648842);(59.01330434,1.269764317);(73.0289544,1.970427338);(87.00821896,0.9987134901);(89.02386902,2.652473948);(133.0500838,1.98487533);(145.0500838,6.176202146);(161.0449984,4.170757742);(163.0606485,12.43654709);(179.0555631,2.543275443);(325.1134719,1.028696133);(457.3681704,1.680492689);(457.3681704,2.379756168);(459.3838205,1.061957238);(603.4260792,1.910130747);(619.4209938,11.65324946);(621.4366439,1.818867694);(637.4315585,8.340953347);(663.4472086,1.133398545);(679.4421232,1.00293009);(709.4526879,0.9668984397);(765.4789026,6.845314283);(767.4945527,0.9899522458);(781.4738173,6.824910868);(783.4894673,4.04597804);(799.484382,2.888845947);(841.4949466,1.045326802);(855.5105967,1.260782358);(913.516076,0.9843269309);(915.5317261,1.28050392);(927.5317261,5.506042364)
Predicted LC-MS/MSNot AvailableNegativehighView Spectrum(41.00273965,1.740060776);(43.01838972,5.65580132);(45.03403978,1.017412082);(55.01838972,1.26933669);(56.99765427,1.341702284);(57.03403978,2.832114362);(59.01330434,2.304300142);(71.01330434,1.023269348);(73.0289544,5.501785817);(89.02386902,1.343092971);(103.0395191,2.605273968);(133.0500838,1.144852001);(145.0500838,3.16503157);(147.0293483,1.945334898);(161.0449984,2.531342312);(163.0606485,14.35728326);(179.0555631,1.337701412);(473.363085,7.739728492);(475.3787351,4.602766983);(477.3943852,1.391878315);(515.3736497,1.002051232);(517.3892998,1.702026902);(605.4053438,0.9760141371);(619.4209938,1.268294022);(635.4159085,4.940710617);(637.4315585,15.13559013);(639.4472086,1.064946961);(663.4472086,2.756974467);(677.4264732,1.517739197);(679.4421232,3.602582388);(855.5105967,1.183000941)

Food Sources

No food source information available

Role as Biomarker of intake

No roles as Biomarker of intake found

Metabolism

Food PhytochemicalMetaboliteSpeciesBiofluidsOriginTMaxCMaxUrinary ExcretionFormulaMonoisotopic mass
Ginsenoside Re Ginsenoside Rg1human ratplasma, urine (major)Not AvailableNot AvailableNot AvailableNot AvailableC42H72O14800.492206998 Publications
Ginsenoside Re Ginsenoside Rh1human ratplasma, urine (minor)Not AvailableNot AvailableNot AvailableNot AvailableC36H62O9638.439383576 Publications
Ginsenoside Re Ginsenoside Rg2raturine (minor)Not AvailableNot AvailableNot AvailableNot AvailableC42H72O13784.497292378 Publications
Ginsenoside Re Ginsenoside F1human ratfeces, plasma, urineNot AvailableNot AvailableNot AvailableNot AvailableC36H62O9638.439383576 Publications
Ginsenoside Re Protopanaxatriolhuman ratfeces, plasma, urineNot AvailableNot AvailableNot AvailableNot AvailableC30H52O4476.386560154 Publications

Inter-Individual Variations in Metabolism

Food PhytochemicalMetaboliteEffectValue
Back