metabolite

Showing entry for Limonene-10-ol-glucuronide

Identification

PhytoHub ID
PHUB000994
Name
Limonene-10-ol-glucuronide
Systematic Name
p-mentha-1,8-dien-10-ol glucuronide
Synonyms
  • p-mentha-1-en-10-ol glucuronide
  • p-mentha-1,8-dien-10-glucuronide
  • p-mentha-8-en-10-ol glucuronide
CAS Number
Not Available
Average Mass
328.361
Monoisotopic Mass
328.152203113
Chemical Formula
C16H24O7
IUPAC Name
3,4,5-trihydroxy-6-{[2-(4-methylcyclohex-3-en-1-yl)prop-2-en-1-yl]oxy}oxane-2-carboxylic acid
InChI Key
CDSMSBUVCWHORP-UHFFFAOYSA-N
InChI Identifier
InChI=1S/C16H24O7/c1-8-3-5-10(6-4-8)9(2)7-22-16-13(19)11(17)12(18)14(23-16)15(20)21/h3,10-14,16-19H,2,4-7H2,1H3,(H,20,21)
SMILES
CC1=CCC(CC1)C(=C)COC1OC(C(O)C(O)C1O)C(O)=O
Structure
Similar Structures

Calculated Properties

Solubility (ALOGPS)
1.35e+01 g/l
LogS (ALOGPS)
-1.39
LogP (ALOGPS)
0.43
Hydrogen Acceptors
7
Hydrogen Donors
4
Rotatable Bond Count
5
Polar Surface Area
116.45
Refractivity
80.53569999999999
Polarizability
34.07671320731947
Formal Charge
0
Physiological Charge
-1
pKa (strongest basic)
-3.686500032994943
pKa (strongest acidic)
3.581747461443608
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
LimoneneTerpenoidsMonoterpenoidsNot AvailableShow Food Phytochemical

Spectra from Phytohub

Spectrum TypeInstrument TypeIon ModeCollision Energy LevelViewPeaks
LC-MS/MSLC-ESI-QFTNegativemediumView Spectrum(50.639367,0.0000727);(50.689336,0.00063763);(52.051105,0.00005043);(53.217325,0.00003736);(53.774025,0.00006615);(54.14491,0.0000527);(54.474762,0.00006303);(55.445965,0.0000648);(55.742596,0.00005241);(57.534009,0.00005944);(57.952298,0.00007933);(59.028431,0.00003774);(59.634734,0.00005409);(59.817012,0.00007424);(60.224827,0.00004453);(60.459358,0.00005874);(60.463692,0.0000628);(61.207278,0.00004212);(61.366981,0.00006113);(61.947421,0.00005639);(61.987008,0.00898751);(62.296712,0.00006319);(62.422157,0.0000629);(62.616601,0.00003455);(62.934049,0.00006128);(63.275882,0.00004512);(63.313472,0.00005721);(63.866764,0.00006956);(63.961083,0.00172319);(64.491339,0.00005686);(64.715779,0.00005551);(64.71799,0.00005037);(65.079549,0.00006158);(65.334243,0.00006017);(66.73773,0.00005658);(68.652202,0.00006775);(69.238598,0.00006971);(71.069364,0.00007968);(71.857867,0.00003905);(72.135009,0.00006008);(74.989459,0.00009284);(75.450793,0.00006769);(75.483709,0.00006678);(76.370173,0.00006485);(76.499956,0.00004241);(76.567165,0.0000494);(76.974074,0.00006567);(77.24075,0.00006153);(77.38985,0.0000776);(78.247133,0.00006163);(78.764462,0.00007223);(79.734377,0.0000934);(80.004612,0.00006479);(80.846051,0.00006918);(81.928769,0.00005902);(82.140926,0.00005934);(82.941429,0.00006263);(83.190615,0.00007941);(83.368916,0.00004995);(84.804478,0.00006124);(85.218083,0.00005764);(86.524584,0.00006476);(86.977404,0.00005621);(87.895717,0.00006035);(87.913008,0.00007072);(88.268457,0.00004872);(89.89898,0.00005678);(91.338878,0.00006331);(92.576731,0.00006394);(93.000491,0.00007167);(93.360057,0.00006566);(93.713771,0.00005744);(94.875591,0.00004168);(95.798604,0.00006005);(97.028244,0.04530251);(97.031973,0.00052751);(97.68185,0.00004173);(98.031566,0.00178687);(98.332052,0.00007335);(99.924511,0.00142235);(100.810499,0.00004296);(101.377065,0.00004291);(103.422286,0.00006312);(103.729224,0.0000674);(104.200513,0.00004557);(105.04775,0.00006948);(105.657418,0.00006022);(106.676438,0.00006459);(106.689971,0.0000413);(106.995669,0.00008795);(108.713353,0.00007174);(109.291995,0.00007299);(110.469437,0.00006417);(112.542153,0.00006336);(114.286171,0.00007194);(114.502503,0.0000688);(114.622381,0.0000717);(119.049637,0.00007188);(121.028311,0.00031608);(121.981464,0.00006931);(122.203545,0.00005233);(122.655232,0.00007443);(122.740702,0.00007242);(123.639729,0.00004416);(123.925399,0.00003857);(125.189415,0.00007902);(128.111044,0.0000423);(130.308565,0.0000563);(135.769059,0.00006459);(138.40848,0.00006463);(139.230545,0.00006143);(142.750755,0.00006681);(143.91725,0.00003818);(145.810081,0.00006992);(149.008558,0.00998423);(150.008285,0.00017896);(153.980708,0.00004248);(159.063401,0.00006554);(162.546757,0.00006109);(163.075586,0.00298596);(163.838513,0.00013307);(164.078987,0.00056128);(164.835319,0.00203424);(165.040182,0.0019324);(165.078385,0.00406499);(165.091204,1.0);(165.675548,0.00007799);(165.835937,0.00007421);(166.040156,0.00004274);(166.094538,0.0980527);(167.060524,0.00065629);(167.070599,0.00089505);(167.096801,0.00109641);(167.106201,0.000218);(167.20654,0.00006573)
LC-MS/MSLC-ESI-QFTNegativehighView Spectrum(50.430289,0.00038254);(50.434361,0.00030403);(51.127872,0.00032972);(51.274219,0.00044993);(53.08774,0.00041977);(53.371455,0.0003383);(53.94396,0.00046365);(54.314758,0.00026376);(55.130374,0.00043863);(55.557336,0.0004037);(56.310077,0.0003478);(57.062916,0.00036711);(57.555068,0.00038867);(57.594495,0.00032034);(58.45175,0.00041326);(58.547376,0.00032428);(59.209591,0.00031795);(59.529607,0.00038757);(60.41754,0.00027661);(61.434899,0.00024079);(61.987011,0.03207784);(62.214014,0.00035192);(62.273847,0.00030915);(62.466303,0.00031981);(62.469817,0.00027829);(62.850895,0.00045644);(63.961084,0.00415914);(65.033363,0.0004282);(65.379913,0.00027557);(65.532991,0.0004562);(65.665045,0.00051805);(66.043305,0.00025879);(66.556833,0.00037467);(70.567734,0.00032435);(70.765696,0.00039116);(71.02775,0.00034536);(71.451469,0.00025488);(71.873837,0.00039714);(72.863594,0.00029068);(73.106752,0.00034764);(73.617655,0.00027847);(74.77912,0.00048126);(75.570972,0.00029871);(76.583338,0.00048313);(77.978023,0.00049987);(78.984523,0.00040855);(81.137163,0.00040222);(81.400207,0.00045029);(81.429845,0.00031036);(81.603495,0.0003707);(82.421195,0.00035392);(84.394201,0.000306);(84.536789,0.00040515);(84.993076,0.00026216);(85.726566,0.00040964);(86.800999,0.0004413);(86.969184,0.00025041);(90.253662,0.0004157);(90.445259,0.00052371);(92.765143,0.00046013);(93.624775,0.00033593);(95.965357,0.00032099);(96.067904,0.00025824);(96.438589,0.0002874);(96.612526,0.00045021);(96.927508,0.00027157);(97.02825,0.11976708);(98.031558,0.00190971);(99.924612,0.0054521);(100.068078,0.00029614);(100.485841,0.00032843);(101.818315,0.00046661);(102.461596,0.00053275);(104.841116,0.00044454);(106.049114,0.00038081);(106.227157,0.00042975);(110.273979,0.00026256);(110.347293,0.00049526);(118.819112,0.00029163);(121.649426,0.00029884);(126.329172,0.00026669);(127.711859,0.00047231);(128.483073,0.00033185);(130.018349,0.00031526);(131.812958,0.00033938);(132.5295,0.00036043);(134.271349,0.00037921);(136.162487,0.00032467);(136.410099,0.00030313);(136.594013,0.00039081);(139.174005,0.00033456);(142.056035,0.00034485);(143.418092,0.00047784);(144.509511,0.00031442);(147.0982,0.0002675);(149.008503,0.02758944);(152.042375,0.00047829);(152.733409,0.0004605);(158.258797,0.00045994);(158.81406,0.00038273);(158.893502,0.00026232);(159.503441,0.00047704);(164.080658,0.00046983);(165.091235,1.0);(165.130391,0.00060407);(166.094585,0.09607647);(167.097752,0.00047101)
LC-MS/MSLC-ESI-QFTNegativehighView Spectrum(50.558584,0.00530263);(52.216005,0.00627918);(52.680165,0.00492468);(52.854672,0.00422457);(54.035378,0.00291251);(54.43874,0.00260159);(54.615511,0.00377209);(55.636499,0.00600246);(56.014709,0.00539287);(56.804108,0.00502407);(57.731746,0.00530722);(59.648564,0.00555859);(59.684908,0.00418765);(59.977722,0.0041516);(60.152623,0.00357553);(61.369843,0.00462336);(61.987025,0.25656815);(61.989118,0.00386307);(62.245292,0.00462915);(63.843899,0.00516268);(63.961092,0.02498815);(64.144857,0.00555146);(64.20486,0.00638138);(64.456853,0.00383696);(64.651203,0.00353179);(65.189292,0.00274405);(65.895432,0.00419455);(66.008001,0.00421185);(66.346398,0.00508438);(66.604116,0.00535073);(68.878197,0.00428153);(69.580112,0.00337089);(70.176635,0.00530144);(72.11531,0.00555066);(72.996526,0.00460686);(74.21291,0.00551186);(74.989458,0.04353503);(75.901515,0.00549093);(79.228837,0.00560149);(79.658131,0.00579636);(79.994881,0.00413552);(81.757008,0.00523566);(82.469742,0.00394605);(82.591691,0.00548002);(83.129018,0.00413746);(83.644238,0.00365393);(85.687684,0.00401345);(87.157319,0.00614029);(90.49271,0.00507973);(91.02082,0.00974127);(93.000211,0.01048649);(93.373477,0.00502747);(96.554974,0.00373242);(96.65439,0.00367375);(97.028215,0.56855373);(97.3635,0.00367721);(98.031489,0.00524108);(98.966778,0.00393593);(99.92457,0.03526769);(100.17034,0.00481578);(100.697136,0.00437997);(101.114056,0.0052158);(102.362401,0.00396814);(105.331835,0.00316524);(107.385847,0.00452463);(110.703474,0.00303683);(111.297671,0.0040655);(112.33485,0.00533197);(112.505767,0.00492665);(113.629395,0.0034721);(114.525607,0.00348746);(114.854084,0.00495938);(118.945048,0.00316435);(121.077909,0.00342993);(123.757457,0.00493169);(123.898663,0.00546001);(127.136524,0.00351448);(135.758388,0.00416922);(136.452354,0.00568952);(136.527179,0.00559724);(137.314491,0.0042875);(137.646218,0.00570286);(137.948306,0.00543842);(137.954961,0.00532682);(143.509938,0.00546173);(145.582373,0.00397315);(147.217071,0.00351351);(148.486535,0.00520686);(148.704351,0.00482662);(149.008565,0.24984629);(151.199303,0.00561605);(163.011495,0.00526074);(165.091216,1.0);(165.318919,0.0054491);(166.094715,0.06265902);(167.060796,0.01848274)

Food Sources

No food source information available

Food Sources of its Food Phytochemical(s)

Food PhytochemicalFood SourceFood Source Group
LimoneneAppleFruit, Pomes PublicationsShow
LimoneneDillHerbs and SpicesShow
LimoneneGinsengHerbs and Spices PublicationsShow
LimoneneGrapeFruit, Berries PublicationsShow
LimoneneGrape wineBeverages, Alcoholic PublicationsShow
LimoneneLemonFruit, Citrus PublicationsShow
LimoneneMandarin orange (Clementine, Tangerine)Fruit, Citrus PublicationsShow
LimoneneMintHerbs and Spices PublicationsShow
LimoneneNutmegHerbs and SpicesShow
LimoneneOrange juiceBeverages, Non-alcoholic PublicationsShow
LimonenePepperHerbs and SpicesShow
LimonenePeppermintHerbs and Spices PublicationsShow
LimoneneStar aniseHerbs and Spices PublicationsShow
LimoneneSweet orangeFruit, Citrus PublicationsShow

Role as Biomarker of intake

No roles as Biomarker of intake found

Metabolism

Food PhytochemicalMetaboliteSpeciesBiofluidsOriginTMaxCMaxUrinary ExcretionFormulaMonoisotopic mass
Limonene Limonene-10-ol-glucuronidedog human mouse rabbit raturineNot AvailableNot AvailableNot AvailableNot AvailableC16H24O7328.152203113 Publications

Inter-Individual Variations in Metabolism

Food PhytochemicalMetaboliteEffectValue
Back