metabolite

Showing entry for Menthol glucuronide

Identification

PhytoHub ID
PHUB001016
Name
Menthol glucuronide
Systematic Name
Not Available
Synonyms
Not Available
CAS Number
Not Available
Average Mass
332.393
Monoisotopic Mass
332.183503242
Chemical Formula
C16H28O7
IUPAC Name
3,4,5-trihydroxy-6-{[(2R)-5-methyl-2-(propan-2-yl)cyclohexyl]oxy}oxane-2-carboxylic acid
InChI Key
CLJGMBYGTHRUNF-PJOPELHJSA-N
InChI Identifier
InChI=1S/C16H28O7/c1-7(2)9-5-4-8(3)6-10(9)22-16-13(19)11(17)12(18)14(23-16)15(20)21/h7-14,16-19H,4-6H2,1-3H3,(H,20,21)/t8?,9-,10?,11?,12?,13?,14?,16?/m1/s1
SMILES
CC(C)[C@H]1CCC(C)CC1OC1OC(C(O)C(O)C1O)C(O)=O
Structure
Similar Structures

Calculated Properties

Solubility (ALOGPS)
1.12e+01 g/l
LogS (ALOGPS)
-1.47
LogP (ALOGPS)
1.00
Hydrogen Acceptors
7
Hydrogen Donors
4
Rotatable Bond Count
4
Polar Surface Area
116.45
Refractivity
79.726
Polarizability
35.013705478486735
Formal Charge
0
Physiological Charge
-1
pKa (strongest basic)
-3.6864993624289633
pKa (strongest acidic)
3.91105942596735
Number of Rings
2
Rule of Five
Yes
Bioavailability
Yes
Ghose Filter
Yes
Veber's Rule
No
MDDR-like Rule
No

Taxonomy as Metabolite

Family
Terpenoid metabolites
Class
Monoterpenoid metabolites
Sub-class
Not Available

Taxonomy of its Food Phytochemical Precursor(s)

Food PhytochemicalFamilyClassSub-class
(-)-MentholTerpenoidsMonoterpenoidsNot AvailableShow 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
Terpene glycosides
Alternative Parent Names
["Acetals", "Beta hydroxy acids and derivatives", "Carbonyl compounds", "Carboxylic acids", "Hydrocarbon derivatives", "Menthane monoterpenoids", "Monocarboxylic acids and derivatives", "Monocyclic monoterpenoids", "Monosaccharides", "O-glucuronides", "O-glycosyl compounds", "Organic oxides", "Oxacyclic compounds", "Oxanes", "Polyols", "Pyrans", "Secondary alcohols"]
External Descriptor Annotations
Not Available
Substituent Names
["1-o-glucuronide", "Acetal", "Alcohol", "Aliphatic heteromonocyclic compound", "Beta-hydroxy acid", "Carbonyl group", "Carboxylic acid", "Carboxylic acid derivative", "Glucuronic acid or derivatives", "Glycosyl compound", "Hydrocarbon derivative", "Hydroxy acid", "Monocarboxylic acid or derivatives", "Monocyclic monoterpenoid", "Monosaccharide", "Monoterpenoid", "O-glucuronide", "O-glycosyl compound", "Organic oxide", "Organic oxygen compound", "Organoheterocyclic compound", "Organooxygen compound", "Oxacycle", "Oxane", "P-menthane monoterpenoid", "Polyol", "Pyran", "Secondary alcohol", "Terpene glycoside"]

Spectra from Phytohub

Spectrum TypeInstrument TypeIon ModeCollision Energy LevelViewPeaks
Predicted LC-MS/MSNot AvailablePositivelowView Spectrum(55.05477522,0.3542036482);(57.07042529,0.6772611866);(68.99765427,0.3714376774);(71.08607535,0.3574780783);(85.10172542,0.4020609834);(87.00821896,0.5256625362);(95.08607535,0.4927803022);(99.00821896,0.6353728487);(113.09664,0.6534120984);(117.0187836,0.6985055739);(123.1173755,0.3484879853);(125.1330255,1.218577595);(127.1486756,1.359324831);(129.1643257,0.369438555);(137.1330255,2.076481404);(139.1486756,19.61930851);(141.1643257,1.023765098);(153.1279402,0.3554883998);(155.1435902,0.4744082251);(157.1592403,27.85066249);(159.0293483,0.8661551115);(161.0449984,0.3463557375);(177.039913,2.296806215);(273.1338134,0.3951404475);(287.185849,0.5699352051);(289.128728,0.3302594919);(291.1443781,0.6589743462);(297.1701989,2.104107323);(297.1701989,0.4119421643);(315.1807636,15.17388892);(333.1913283,16.98231702)
Predicted LC-MS/MSNot AvailablePositivemedView Spectrum(41.03912516,0.8185329681);(43.05477522,1.571423037);(55.05477522,1.370404898);(57.07042529,2.147007758);(69.07042529,2.929592668);(71.08607535,1.531942089);(81.07042529,0.6416884988);(83.08607535,1.034900876);(85.10172542,0.6438309906);(95.08607535,1.051205771);(99.11737548,0.9105795419);(111.1173755,0.9144742965);(113.09664,3.27195158);(113.1330255,0.5751042814);(115.1122901,4.037900645);(125.1330255,0.6300509866);(127.1486756,0.8668680688);(135.1173755,0.5999482116);(137.1330255,2.301497145);(139.1486756,22.5029697);(141.1279402,0.6227543158);(155.1435902,0.7727071166);(157.1592403,34.66890325);(159.0293483,2.633938108);(177.039913,3.583330744);(179.0555631,0.5293084097);(287.185849,0.7609606237);(291.1443781,0.5505900899);(297.1701989,1.351602215);(315.1807636,2.659130954);(333.1913283,1.51490016)
Predicted LC-MS/MSNot AvailablePositivehighView Spectrum(41.03912516,0.8917279073);(43.01838972,1.666675985);(53.03912516,1.333229064);(55.05477522,5.488429209);(57.07042529,7.434520085);(67.05477522,5.824399638);(69.07042529,9.502283316);(71.08607535,4.842323921);(73.10172542,0.9725457528);(81.07042529,1.098280378);(83.08607535,3.115076156);(85.10172542,3.10134846);(87.00821896,1.80833395);(101.09664,0.9084120585);(105.0187836,1.033428598);(109.1017254,1.001241564);(111.1173755,2.920919552);(113.1330255,2.044266332);(117.0187836,1.493525413);(125.1330255,4.115269972);(127.1486756,5.198295664);(137.1330255,1.585972332);(139.1486756,14.73495804);(141.1279402,1.422698398);(157.1592403,7.831617551);(159.0293483,1.884416805);(161.0449984,2.052547554);(163.0606485,1.447768807);(181.1228548,1.288912638);(195.1385048,0.8991573626);(271.1545488,1.057417538)
Predicted LC-MS/MSNot AvailableNegativelowView Spectrum(41.00273965,0.7803652215);(56.99765427,0.4898518836);(59.01330434,0.7640944073);(71.01330434,1.975286471);(73.0289544,0.6612750031);(87.00821896,1.549457425);(89.02386902,2.53748863);(101.023869,0.4977844104);(103.0031336,1.521576458);(103.0395191,0.45991157);(117.0187836,2.512558881);(133.0136983,0.4424682434);(135.1173755,1.003271705);(137.1330255,9.608063338);(139.1486756,0.9063110196);(147.0293483,1.975055718);(149.0449984,0.5529221763);(155.1435902,21.67247453);(163.0242629,0.8543394026);(175.0242629,1.392560842);(193.0348276,1.239906765);(197.1541549,1.364381867);(213.1490695,0.8441507127);(227.1647196,0.5944985907);(257.1752843,0.4329831935);(269.1752843,2.377848215);(285.1701989,3.24223983);(287.185849,7.173799543);(301.1651135,0.6327200279);(313.1651135,3.48804819);(331.1756782,26.45230573)
Predicted LC-MS/MSNot AvailableNegativemedView Spectrum(43.01838972,1.430704909);(59.01330434,1.918289973);(72.99256889,0.8967092658);(73.0289544,1.633079575);(87.00821896,2.180570363);(89.02386902,1.957100623);(103.0395191,2.377951125);(111.08099,0.7760462965);(113.09664,1.351983869);(117.0187836,0.9186424149);(131.0344337,1.144081902);(135.1173755,0.8534936326);(137.1330255,9.244933471);(139.1122901,1.02113074);(139.1486756,1.774865338);(145.0136983,1.045555274);(147.0293483,2.728838051);(149.0449984,1.211038278);(153.1279402,0.8983544798);(155.1435902,39.89906985);(167.1435902,1.21262651);(175.0242629,2.79304948);(193.0348276,2.126321486);(197.1541549,1.179976458);(213.1490695,0.9244923466);(269.1752843,3.371875149);(285.1701989,1.910961554);(287.185849,3.966152138);(289.128728,0.7134673311);(313.1651135,2.975325886);(331.1756782,3.563312232)
Predicted LC-MS/MSNot AvailableNegativehighView Spectrum(41.00273965,2.026751274);(43.01838972,4.867542744);(53.03912516,0.6121941562);(55.05477522,0.9793399145);(56.99765427,0.9911929326);(59.01330434,5.734039257);(61.0289544,4.207223733);(71.01330434,1.361184518);(73.0289544,2.523379661);(84.99256889,0.593655027);(87.00821896,1.334920608);(89.02386902,0.9503866719);(91.03951908,0.70905091);(101.023869,0.5794935306);(103.0395191,1.359861994);(111.08099,3.130967778);(113.09664,3.483873039);(117.0187836,0.5964312109);(123.1173755,2.022788092);(125.1330255,2.328124508);(127.1122901,0.5981643513);(131.0344337,4.44777192);(137.09664,0.9138381767);(137.1330255,2.090879172);(139.1122901,13.81665165);(147.0293483,1.651993301);(149.0449984,0.7525283151);(151.1122901,0.5799805939);(153.1279402,2.921530907);(155.1435902,31.05483894);(225.1490695,0.7794211121)

Food Sources

No food source information available

Food Sources of its Food Phytochemical(s)

Food PhytochemicalFood SourceFood Source Group
(-)-MentholMintHerbs and Spices PublicationsShow
(-)-MentholPeppermintHerbs and Spices PublicationsShow

Role as Biomarker of intake

No roles as Biomarker of intake found

Metabolism

Food PhytochemicalMetaboliteSpeciesBiofluidsOriginTMaxCMaxUrinary ExcretionFormulaMonoisotopic mass
(-)-Menthol Menthol glucuronidehuman ratplasma (major), urine (major)Not AvailableNot AvailableNot AvailableNot AvailableC16H28O7332.183503242 Publications

Inter-Individual Variations in Metabolism

Food PhytochemicalMetaboliteEffectValue
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