metabolite

Showing entry for Glycyrrhetinic acid 3-O-sulfate

Identification

PhytoHub ID
PHUB000950
Name
Glycyrrhetinic acid 3-O-sulfate
Systematic Name
Not Available
Synonyms
Not Available
CAS Number
Not Available
Average Mass
550.75
Monoisotopic Mass
550.296424995
Chemical Formula
C30H46O7S
IUPAC Name
(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-carboxylic acid
InChI Key
IKLVARHEXXESBF-YKLVYJNSSA-N
InChI Identifier
InChI=1S/C30H46O7S/c1-25(2)21-8-11-30(7)23(28(21,5)10-9-22(25)37-38(34,35)36)20(31)16-18-19-17-27(4,24(32)33)13-12-26(19,3)14-15-29(18,30)6/h16,19,21-23H,8-15,17H2,1-7H3,(H,32,33)(H,34,35,36)/t19-,21-,22-,23+,26+,27-,28-,29+,30+/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)=O
Structure
Similar Structures

Calculated Properties

Solubility (ALOGPS)
4.51e-04 g/l
LogS (ALOGPS)
-6.09
LogP (ALOGPS)
2.47
Hydrogen Acceptors
6
Hydrogen Donors
2
Rotatable Bond Count
3
Polar Surface Area
117.97
Refractivity
144.2603
Polarizability
61.20212441182367
Formal Charge
0
Physiological Charge
-2
pKa (strongest basic)
-5.103019387855211
pKa (strongest acidic)
-1.3782972080487363
Number of Rings
5
Rule of Five
No
Bioavailability
No
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
Triterpenoids
Direct Parent Name
Triterpenoids
Alternative Parent Names
["Alkyl sulfates", "Carboxylic acids", "Cyclohexenones", "Hydrocarbon derivatives", "Monocarboxylic acids and derivatives", "Organic oxides", "Sulfated steroids", "Sulfuric acid monoesters"]
External Descriptor Annotations
Not Available
Substituent Names
["Aliphatic homopolycyclic compound", "Alkyl sulfate", "Carbonyl group", "Carboxylic acid", "Carboxylic acid derivative", "Cyclohexenone", "Hydrocarbon derivative", "Ketone", "Monocarboxylic acid or derivatives", "Organic oxide", "Organic oxygen compound", "Organic sulfuric acid or derivatives", "Organooxygen compound", "Sulfate-ester", "Sulfated steroid skeleton", "Sulfuric acid ester", "Sulfuric acid monoester", "Triterpenoid"]

Spectra from Phytohub

Spectrum TypeInstrument TypeIon ModeCollision Energy LevelViewPeaks
Predicted LC-MS/MSNot AvailablePositivelowView Spectrum(80.96463989,0.819023361);(169.1228548,0.6466661831);(221.1541549,0.651550322);(289.1473553,0.5075216426);(369.17357,0.4806473009);(383.1892201,0.6991041565);(397.27427,0.5288993832);(399.2899201,0.8518452069);(405.3157409,1.353247821);(407.331391,2.890591038);(421.3106556,0.6691390428);(435.3263056,1.805111153);(437.3055702,0.593394561);(439.3212202,1.55740415);(451.3212202,4.01548856);(453.3368703,7.790017155);(477.2674704,0.7223714375);(487.2882059,0.7559221905);(487.2882059,1.056782574);(503.2831205,1.318584085);(505.2987705,10.86285852);(507.2416496,0.640229457);(507.3144206,1.751159937);(509.2936852,0.5140938923);(515.2831205,4.26225017);(523.2729497,0.5179631977);(533.2936852,15.11065037);(533.2936852,5.081745512);(535.2729497,0.8471137125);(535.2729497,1.026438642);(551.3042498,29.67218527)
Predicted LC-MS/MSNot AvailablePositivemedView Spectrum(41.03912516,1.394611679);(80.96463989,2.239590741);(123.1173755,1.010235076);(136.9908546,1.059356159);(217.1228548,0.9056408386);(219.069105,1.052449654);(219.1385048,1.065525507);(235.169805,0.9903331086);(365.2844408,1.546308981);(367.3000909,0.933704908);(385.27427,1.033767575);(405.3157409,6.326438421);(407.331391,10.76971269);(409.3470411,2.810734473);(423.3263056,2.018464156);(425.3419557,3.216771713);(431.2950055,1.019069297);(433.3106556,1.216616423);(435.3263056,8.575034433);(449.3055702,2.554942357);(451.3212202,2.858029751);(453.3368703,23.82618205);(463.2518203,0.8773472034);(469.3317849,1.006507813);(471.347435,3.695386157);(487.2882059,1.372399927);(505.2987705,3.292846168);(515.2831205,4.288070836);(533.2936852,3.09910517);(533.2936852,2.160134308);(551.3042498,1.784682424)
Predicted LC-MS/MSNot AvailablePositivehighView Spectrum(67.05477522,2.793683158);(69.07042529,2.155674627);(93.07042529,3.879614867);(123.1173755,2.806413836);(133.1017254,2.125567853);(175.1486756,5.846635073);(179.1072047,2.026965997);(339.2687907,2.678007607);(349.2531407,2.737309305);(353.2844408,8.888375066);(375.2324052,1.912519276);(377.2480553,3.9101796);(379.2637054,4.921177916);(393.17357,1.980023873);(395.1892201,1.896868373);(395.25862,3.392665409);(395.331391,4.60874021);(405.3157409,3.232736576);(407.331391,2.830724828);(421.3106556,5.409318185);(433.2048702,1.980023873);(437.3055702,2.710649486);(445.2412557,2.972985644);(445.2412557,2.906289994);(459.2569057,2.292775338);(461.2361703,4.754757239);(463.2518203,2.078185891);(521.2572997,2.680877828);(523.2729497,2.101300657);(535.2729497,2.504636688);(535.2729497,2.984315726)
Predicted LC-MS/MSNot AvailableNegativelowView Spectrum(80.96463989,0.845272449);(82.98028996,0.733956548);(84.99594002,0.1672810927);(96.95955451,2.478703662);(98.97520458,0.1299387278);(287.1317052,0.2019894069);(395.1892201,0.1231608537);(405.3157409,1.352338776);(407.331391,1.926133931);(421.3106556,0.1777491243);(423.3263056,0.5696221151);(425.3419557,0.6217602);(435.2205202,0.1231608537);(447.2899201,1.355690659);(449.3055702,1.991870296);(451.3212202,5.292500143);(463.2848347,0.5574439806);(465.3004848,0.3697563684);(467.3161349,0.2307324589);(469.3317849,3.335686917);(487.2882059,1.308761852);(489.2674704,0.5163314202);(501.2674704,0.1671545074);(503.2831205,0.5059475348);(505.2987705,17.61903038);(521.2572997,0.3012819861);(531.2780351,3.188516436);(531.2780351,1.824688336);(533.2572997,0.3151251861);(533.2572997,0.4282928502);(549.2885998,51.24012095)
Predicted LC-MS/MSNot AvailableNegativemedView Spectrum(17.00273965,0.3340243249);(44.99765427,0.2166134117);(80.96463989,1.29679078);(82.98028996,0.7398097312);(96.95955451,5.263882995);(98.97520458,0.2940496302);(287.1317052,0.1932107475);(405.3157409,1.622848675);(407.331391,4.924391806);(419.2950055,0.2127107338);(421.3106556,2.36457366);(423.3263056,9.524089218);(425.3419557,10.24427137);(437.3055702,0.2164913817);(447.2899201,0.8799032157);(449.3055702,1.392483191);(451.3212202,5.737492637);(453.3004848,1.59566424);(463.2848347,1.498266833);(465.3004848,2.074205871);(467.3161349,2.313130929);(469.3317849,16.70339349);(487.2882059,2.059703304);(489.2674704,1.098266703);(501.2674704,0.3691803135);(503.2831205,0.9754663136);(505.2987705,12.62332392);(531.2780351,1.386275857);(531.2780351,0.6134980466);(533.2572997,0.6090858882);(549.2885998,10.62290078)
Predicted LC-MS/MSNot AvailableNegativehighView Spectrum(41.00273965,0.7368772224);(44.99765427,2.02114487);(64.96972527,2.809830251);(71.01330434,0.6144414706);(80.96463989,12.55265389);(82.98028996,2.23720582);(84.99594002,3.469539067);(96.95955451,5.082111635);(261.1490695,0.7171271186);(301.1803697,0.6536159067);(313.1803697,0.611655238);(315.1960197,0.7321280353);(329.2116698,0.6536159067);(369.2429699,0.6112910446);(421.3106556,2.40233338);(423.3263056,11.83338598);(425.3419557,15.22635155);(437.3055702,1.224491159);(439.3212202,0.7376415746);(451.3212202,2.903331542);(453.3004848,2.372115389);(453.3004848,10.89172051);(467.3161349,1.253226445);(469.3317849,6.552932583);(487.2882059,1.857878494);(489.2674704,4.14538055);(505.2987705,0.8165667779);(521.2572997,0.7465061503);(531.2780351,0.7049625565);(533.2572997,0.7795146717);(533.2572997,2.048423203)

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-sulfatehuman ratbile, plasma, urineunknownNot AvailableNot AvailableNot AvailableC30H46O7S550.296424995 Publications

Inter-Individual Variations in Metabolism

Food PhytochemicalMetaboliteEffectValue
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