metabolite

Showing entry for Glycyrrhetinic acid 3-O-sulfate-30-glucuronide

Identification

PhytoHub ID
PHUB000951
Name
Glycyrrhetinic acid 3-O-sulfate-30-glucuronide
Systematic Name
Not Available
Synonyms
Not Available
CAS Number
Not Available
Average Mass
726.88
Monoisotopic Mass
726.328512973
Chemical Formula
C36H54O13S
IUPAC Name
6-[(2S,4aS,6aS,6bR,8aR,10S,12aS,12bR,14bR)-2,4a,6a,6b,9,9,12a-heptamethyl-13-oxo-10-(sulfooxy)-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-2-carbonyloxy]-3,4,5-trihydroxyoxane-2-carboxylic acid
InChI Key
PDPCLPSFPOLUFQ-TYBNYSPSSA-N
InChI Identifier
InChI=1S/C36H54O13S/c1-31(2)21-8-11-36(7)27(34(21,5)10-9-22(31)49-50(44,45)46)20(37)16-18-19-17-33(4,13-12-32(19,3)14-15-35(18,36)6)30(43)48-29-25(40)23(38)24(39)26(47-29)28(41)42/h16,19,21-27,29,38-40H,8-15,17H2,1-7H3,(H,41,42)(H,44,45,46)/t19-,21-,22-,23?,24?,25?,26?,27+,29?,32+,33-,34-,35+,36+/m0/s1
SMILES
[H][C@@]12C[C@](C)(CC[C@]1(C)CC[C@]1(C)C2=CC(=O)[C@]2([H])[C@@]3(C)CC[C@H](OS(O)(=O)=O)C(C)(C)[C@]3([H])CC[C@@]12C)C(=O)OC1OC(C(O)C(O)C1O)C(O)=O
Structure
Similar Structures

Calculated Properties

Solubility (ALOGPS)
3.53e-02 g/l
LogS (ALOGPS)
-4.31
LogP (ALOGPS)
2.14
Hydrogen Acceptors
11
Hydrogen Donors
5
Rotatable Bond Count
6
Polar Surface Area
214.18999999999997
Refractivity
176.55890000000005
Polarizability
77.58655307679506
Formal Charge
0
Physiological Charge
-2
pKa (strongest basic)
-3.6868987921058802
pKa (strongest acidic)
-1.37800898119916
Number of Rings
6
Rule of Five
No
Bioavailability
No
Ghose Filter
No
Veber's Rule
No
MDDR-like Rule
Yes

Taxonomy as Metabolite

Family
Terpenoid metabolites
Class
Triterpenoid metabolites
Sub-class
Not Available

Taxonomy of its Food Phytochemical Precursor(s)

Food PhytochemicalFamilyClassSub-class
GlycyrrhizinTerpenoidsTriterpenoidsSaponinsShow Food Phytochemical

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
["Acetals", "Alkyl sulfates", "Beta hydroxy acids and derivatives", "Carboxylic acid esters", "Carboxylic acids", "Cyclohexenones", "Dicarboxylic acids and derivatives", "Hexoses", "Hydrocarbon derivatives", "O-glucuronides", "Organic oxides", "Oxacyclic compounds", "Oxanes", "Polyols", "Pyrans", "Secondary alcohols", "Sulfated steroids", "Sulfuric acid monoesters", "Triterpenoids"]
External Descriptor Annotations
Not Available
Substituent Names
["1-o-glucuronide", "Acetal", "Alcohol", "Aliphatic heteropolycyclic compound", "Alkyl sulfate", "Beta-hydroxy acid", "Carbonyl group", "Carboxylic acid", "Carboxylic acid derivative", "Carboxylic acid ester", "Cyclohexenone", "Dicarboxylic acid or derivatives", "Glucuronic acid or derivatives", "Hexose monosaccharide", "Hydrocarbon derivative", "Hydroxy acid", "Ketone", "Monosaccharide", "O-glucuronide", "Organic oxide", "Organic oxygen compound", "Organic sulfuric acid or derivatives", "Organoheterocyclic compound", "Organooxygen compound", "Oxacycle", "Oxane", "Polyol", "Pyran", "Secondary alcohol", "Sulfate-ester", "Sulfated steroid skeleton", "Sulfuric acid ester", "Sulfuric acid monoester", "Triterpene saponin", "Triterpenoid"]

Spectra from Phytohub

Spectrum TypeInstrument TypeIon ModeCollision Energy LevelViewPeaks
Predicted LC-MS/MSNot AvailablePositivelowView Spectrum(117.0187836,0.5307660731);(159.0293483,3.308120026);(161.0449984,0.9165699729);(175.0242629,1.117075868);(177.039913,8.516150142);(179.0555631,0.5727442148);(195.0504777,0.568782799);(433.3106556,1.510720905);(435.3263056,0.9077614754);(439.3212202,0.8787928655);(449.3055702,2.174602633);(451.3212202,1.548098249);(453.3368703,2.303478825);(455.3525204,0.6234447859);(505.2987705,2.712128968);(515.2831205,1.596721252);(531.2780351,1.337532836);(533.2936852,16.75025852);(533.2936852,2.651141599);(535.3093352,1.132138439);(547.2729497,0.6431415622);(549.2885998,0.6204287467);(551.3042498,17.43171727);(609.3427435,0.8837705967);(611.3583936,0.8457528476);(627.3533082,0.9017942898);(629.3689583,2.080068249);(691.3152085,2.605928763);(709.3257731,10.23160769);(709.3257731,3.05436069);(727.3363378,9.044398843)
Predicted LC-MS/MSNot AvailablePositivemedView Spectrum(80.96463989,0.8373367753);(159.0293483,3.540235563);(177.039913,7.08395461);(219.069105,0.7667242719);(221.1541549,0.8725503358);(247.1004051,0.7771180623);(407.331391,1.782158312);(433.3106556,3.560108173);(435.3263056,3.799924931);(437.3419557,2.230081666);(449.3055702,2.235381645);(451.3212202,3.242457083);(453.3368703,15.27193709);(455.3525204,5.842424554);(463.2518203,1.10713508);(469.3317849,3.289597508);(471.347435,2.12161337);(505.2987705,1.589108971);(515.2831205,2.213823672);(533.2936852,7.811203116);(533.2936852,3.735316897);(535.3093352,0.865103581);(549.2885998,0.9605349314);(551.3042498,5.017238955);(609.3427435,0.8719356562);(611.3583936,4.317379568);(629.3689583,7.938004732);(647.379523,0.9663323331);(691.3152085,1.496068069);(709.3257731,2.743865233);(709.3257731,1.113345261)
Predicted LC-MS/MSNot AvailablePositivehighView Spectrum(87.00821896,5.099521522);(89.02386902,2.692776657);(117.0187836,2.517809075);(159.0293483,2.783456055);(161.0449984,3.181381928);(163.0606485,2.231973326);(177.039913,4.665366953);(221.1541549,4.179131963);(245.084755,2.487213582);(247.1004051,2.257162945);(353.2844408,3.144020626);(371.25862,1.701233011);(381.2793554,7.231833507);(393.2429699,1.717665316);(397.27427,2.808679922);(399.2899201,6.977567901);(405.3157409,3.358887703);(433.3106556,2.662101028);(439.3212202,2.946428663);(441.3368703,2.552187253);(449.3055702,3.644169244);(453.3368703,1.942091105);(461.2361703,3.948803373);(463.2518203,6.139163434);(477.2674704,2.532094841);(505.2987705,1.67032938);(533.2936852,3.435958357);(535.3093352,2.28427003);(545.2750579,1.669308876);(549.2885998,2.110288682);(709.3257731,3.427123742)
Predicted LC-MS/MSNot AvailableNegativelowView Spectrum(41.00273965,1.018405053);(59.01330434,0.6885258584);(71.01330434,1.727305154);(87.00821896,1.264125495);(89.02386902,1.831226878);(96.95955451,1.574908535);(103.0031336,1.249402793);(117.0187836,1.99382967);(147.0293483,1.545532658);(163.0242629,0.9339400018);(175.0242629,3.680322808);(193.0348276,0.7110427704);(433.3106556,0.993774071);(449.3055702,1.456848799);(451.3212202,2.363827115);(493.3317849,1.033616408);(505.2987705,3.861526567);(523.3423496,0.693453715);(531.2780351,12.23194607);(531.2780351,1.516197439);(549.2885998,20.33821849);(591.2991645,0.8932772353);(625.3376581,0.6438838459);(627.3533082,1.839418761);(645.3638729,0.9907755418);(663.3202938,2.131930497);(679.3152085,2.297343958);(681.3308585,4.991619146);(707.3101231,3.162163352);(707.3101231,1.840013353);(725.3206878,18.50159797)
Predicted LC-MS/MSNot AvailableNegativemedView Spectrum(43.01838972,2.647817111);(59.01330434,2.10423114);(73.0289544,4.504032477);(87.00821896,1.654154852);(89.02386902,1.855955823);(96.95955451,2.955737073);(103.0395191,1.743279409);(131.0344337,4.34993708);(147.0293483,1.366750492);(149.0449984,1.033228678);(175.0242629,7.772922493);(193.0348276,2.053485013);(449.3055702,1.308584627);(451.3212202,6.166274627);(467.3161349,4.037816633);(469.3317849,2.330349507);(505.2987705,5.698936339);(531.2780351,3.556107641);(531.2780351,2.045617906);(533.2572997,1.34728511);(549.2885998,16.50515028);(599.3583936,2.295205629);(601.3740437,1.677503842);(627.3533082,3.632286017);(643.3482228,1.038905746);(645.3638729,3.30817828);(663.3202938,2.451756461);(679.3152085,1.137206498);(681.3308585,2.330752675);(707.3101231,2.963724651);(725.3206878,2.12682589)
Predicted LC-MS/MSNot AvailableNegativehighView Spectrum(41.00273965,4.54243426);(43.01838972,7.626116433);(56.99765427,1.318399974);(59.01330434,6.324020915);(61.0289544,5.989830882);(71.01330434,1.933954059);(73.0289544,3.673098385);(80.96463989,6.246836542);(82.98028996,1.276153992);(84.99594002,1.329608964);(87.00821896,1.79907204);(89.02386902,1.219714163);(91.03951908,1.02655303);(96.95955451,2.03546568);(103.0395191,2.186066458);(129.0187836,1.451373178);(131.0344337,8.502072611);(147.0293483,1.767696314);(149.0449984,1.082325808);(175.0242629,1.479856469);(451.3212202,1.560824051);(467.3161349,2.298771091);(469.3317849,1.860460227);(505.2987705,3.04156119);(511.3423496,4.755424172);(531.2780351,2.891644622);(531.2780351,1.253775343);(533.2572997,2.009331327);(549.2885998,11.88254742);(599.3583936,4.077173105);(601.3740437,1.557837294)

Food Sources

No food source information available

Food Sources of its Food Phytochemical(s)

Food PhytochemicalFood SourceFood Source Group
GlycyrrhizinLiquoriceConfectioneries and desserts PublicationsShow

Role as Biomarker of intake

No roles as Biomarker of intake found

Metabolism

Food PhytochemicalMetaboliteSpeciesBiofluidsOriginTMaxCMaxUrinary ExcretionFormulaMonoisotopic mass
Glycyrrhizin Glycyrrhetinic acid 3-O-sulfate-30-glucuronideratbileunknownNot AvailableNot AvailableNot AvailableC36H54O13S726.328512973 Publications

Inter-Individual Variations in Metabolism

Food PhytochemicalMetaboliteEffectValue
Back