metabolite

Showing entry for Glycyrrhetinic acid 30-O-glucuronide

Identification

PhytoHub ID
PHUB000949
Name
Glycyrrhetinic acid 30-O-glucuronide
Systematic Name
Not Available
Synonyms
Not Available
CAS Number
Not Available
Average Mass
646.818
Monoisotopic Mass
646.371697939
Chemical Formula
C36H54O10
IUPAC Name
6-[(2S,4aS,6aS,6bR,8aR,10S,12aS,12bR,14bR)-10-hydroxy-2,4a,6a,6b,9,9,12a-heptamethyl-13-oxo-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
PCQOITPWNKCXLU-TYBNYSPSSA-N
InChI Identifier
InChI=1S/C36H54O10/c1-31(2)21-8-11-36(7)27(34(21,5)10-9-22(31)38)20(37)16-18-19-17-33(4,13-12-32(19,3)14-15-35(18,36)6)30(44)46-29-25(41)23(39)24(40)26(45-29)28(42)43/h16,19,21-27,29,38-41H,8-15,17H2,1-7H3,(H,42,43)/t19-,21-,22-,23?,24?,25?,26?,27+,29?,32+,33-,34-,35+,36+/m0/s1
SMILES
CC1(C)[C@@H](O)CC[C@@]2(C)[C@H]1CC[C@]1(C)[C@@H]2C(=O)C=C2[C@@H]3C[C@](C)(CC[C@]3(C)CC[C@@]12C)C(=O)OC1OC(C(O)C(O)C1O)C(O)=O
Structure
Similar Structures

Calculated Properties

Solubility (ALOGPS)
1.06e-02 g/l
LogS (ALOGPS)
-4.79
LogP (ALOGPS)
3.73
Hydrogen Acceptors
9
Hydrogen Donors
5
Rotatable Bond Count
4
Polar Surface Area
170.82
Refractivity
166.56710000000004
Polarizability
71.07127598066901
Formal Charge
0
Physiological Charge
-1
pKa (strongest basic)
-0.8350448889648998
pKa (strongest acidic)
3.4623930357067634
Number of Rings
6
Rule of Five
No
Bioavailability
Yes
Ghose Filter
No
Veber's Rule
No
MDDR-like Rule
No

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

Spectra from Phytohub

Spectrum TypeInstrument TypeIon ModeCollision Energy LevelViewPeaks
Predicted LC-MS/MSNot AvailablePositivelowView Spectrum(117.0187836,0.4542323728);(159.0293483,2.925987473);(161.0449984,0.8219114218);(175.0242629,0.9635551902);(177.039913,7.758855304);(179.0555631,0.5659663268);(181.0712131,0.4034338789);(195.0504777,0.4814377701);(221.1541549,0.3548075469);(277.0923425,0.3536073593);(303.2324052,0.4195563452);(371.2950055,0.3639872098);(407.331391,0.9415909599);(423.3263056,0.3810361269);(425.3419557,2.104068745);(433.3106556,0.8949900153);(435.3263056,5.279399693);(435.3263056,0.3839157509);(437.3419557,0.668152281);(449.3055702,1.433061537);(451.3212202,2.304269099);(453.3368703,22.11226824);(455.3525204,2.184849559);(467.3161349,0.421547879);(471.347435,14.57518487);(475.3787351,0.4233142022);(611.3583936,5.723016123);(617.3689583,0.3815202231);(629.3689583,0.4102415271);(629.3689583,15.7276207);(647.379523,7.782614269)
Predicted LC-MS/MSNot AvailablePositivemedView Spectrum(131.0344337,0.9119970613);(139.1122901,1.312267957);(159.0293483,5.190447731);(167.1435902,0.8521711821);(177.039913,7.091778605);(209.1905404,0.7801243548);(221.1541549,1.477444728);(277.0923425,0.7914144978);(303.2324052,0.885712516);(369.2793554,0.9251861928);(371.2950055,0.7347912203);(379.2637054,0.8067191133);(381.2793554,1.213929041);(383.2950055,1.298665632);(399.2899201,0.7439990043);(407.331391,1.949117635);(411.201893,0.8456169633);(425.3419557,3.999292507);(435.3263056,9.485016222);(435.3263056,1.217455596);(437.3419557,1.304274538);(451.3212202,1.544459485);(453.3368703,27.16950056);(455.3525204,2.336862386);(471.347435,9.98328687);(575.3220081,0.7738653213);(583.363479,0.8230472748);(611.3583936,4.94060515);(615.3533082,0.7390714512);(629.3689583,6.605345313);(647.379523,1.266533887)
Predicted LC-MS/MSNot AvailablePositivehighView Spectrum(87.00821896,5.566942313);(89.02386902,2.445775069);(117.0187836,2.798451758);(137.09664,1.869986027);(139.1122901,2.6534378);(159.0293483,3.222736972);(161.0449984,4.13679404);(163.0606485,2.582436542);(165.1279402,1.90925506);(177.039913,2.362528156);(205.1592403,3.324185766);(221.1541549,5.189674436);(285.185455,1.854566085);(365.2844408,3.138103912);(369.2793554,2.150259162);(371.25862,2.159168245);(381.2793554,4.076283487);(383.2950055,4.099989484);(405.3157409,2.508516861);(407.331391,6.829871344);(423.3263056,1.9256159);(425.3419557,2.781805574);(433.3106556,2.356999685);(437.3419557,1.956439887);(449.3055702,3.257753349);(451.3212202,2.993271398);(453.3368703,10.39033802);(455.3525204,2.994236402);(557.3478289,1.829148925);(615.3533082,1.914591428);(629.3689583,2.720836909)
Predicted LC-MS/MSNot AvailableNegativelowView Spectrum(41.00273965,0.938112857);(56.99765427,0.4768644767);(59.01330434,0.7011405923);(71.01330434,1.493843889);(73.0289544,0.5327726874);(87.00821896,1.268093867);(89.02386902,1.804410763);(103.0031336,1.245795225);(117.0187836,1.897866438);(131.0344337,0.5492151664);(147.0293483,1.44483418);(163.0242629,0.8967094942);(175.0242629,3.542399989);(193.0348276,0.695797399);(407.331391,0.9053569425);(425.3419557,2.813433558);(433.3106556,2.406949687);(449.3055702,0.5171263896);(451.3212202,20.46030126);(469.3317849,16.59052675);(493.3317849,0.8253646102);(511.3423496,0.8614298459);(523.3423496,0.8174889186);(527.3372642,0.509929633);(541.3529143,0.4344892365);(583.363479,3.566796444);(599.3583936,2.14438559);(601.3740437,4.513785817);(615.3533082,0.923728935);(627.3533082,6.069708906);(645.3638729,18.15134045)
Predicted LC-MS/MSNot AvailableNegativemedView Spectrum(43.01838972,2.685558391);(56.99765427,0.7453567787);(59.01330434,2.221535774);(71.01330434,1.003255448);(72.99256889,0.9758489645);(73.0289544,4.567233315);(87.00821896,1.830765536);(89.02386902,1.886469853);(103.0395191,1.658971406);(117.0187836,0.8353033613);(129.0187836,0.9466522972);(131.0344337,4.397337634);(133.0500838,1.25620438);(145.0136983,0.8936201211);(147.0293483,1.47042084);(149.0449984,1.136235714);(175.0242629,6.852269787);(193.0348276,1.856424948);(407.331391,1.577482);(425.3419557,6.058393);(451.3212202,18.83335277);(453.3004848,1.310975786);(469.3317849,17.85713878);(481.3317849,1.011798416);(527.3372642,0.8220969135);(583.363479,3.972053251);(599.3583936,1.285317556);(601.3740437,2.56802462);(615.3533082,0.6553899225);(627.3533082,4.322484271);(645.3638729,2.506028162)
Predicted LC-MS/MSNot AvailableNegativehighView Spectrum(41.00273965,5.906012358);(43.01838972,8.326479312);(56.99765427,1.874116018);(59.01330434,8.193705709);(61.0289544,5.747571456);(71.01330434,2.10940804);(73.0289544,3.85824644);(84.99256889,0.6883474722);(87.00821896,1.36157527);(89.02386902,1.474129802);(91.03951908,0.8449153548);(101.023869,0.849922178);(103.0395191,2.514010373);(117.0187836,0.6606174073);(129.0187836,1.505502044);(131.0344337,8.457172778);(133.0500838,1.544894495);(147.0293483,1.712635839);(149.0449984,1.042200964);(175.0242629,0.8770895634);(409.3106556,1.308991017);(421.3106556,0.8301142201);(423.3263056,0.9129091426);(425.3419557,6.111546662);(435.2899201,0.8054433332);(435.2899201,1.541312831);(451.3212202,6.138189956);(453.3004848,0.9111041649);(453.3004848,3.958227453);(469.3317849,16.98593262);(509.3266995,0.947675729)

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 30-O-glucuronideratbileunknownNot AvailableNot AvailableNot AvailableC36H54O10646.371697939 Publications

Inter-Individual Variations in Metabolism

Food PhytochemicalMetaboliteEffectValue
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