PhytoHub: Showing entry for 3-Methyluric acid

3-Methyluric acid

Identification

PhytoHub ID

PHUB002539

Name

3-Methyluric acid

Systematic Name

3-Methyluric acid

Synonyms

3-Methyl-2,6,8-trioxopurine
3-Methyl-7,9-dihydro-3H-purine-2,6,8-trione
3-Methylate
3-Methylic acid
3-Methylurate
4,9-dihydro-3-Methyl-1H-purine-2,6,8(3H)-trione

CAS Number

605-99-2

Average Mass

182.139

Monoisotopic Mass

182.043990069

Chemical Formula

C₆H₆N₄O₃

IUPAC Name

3-methyl-2,3,6,7,8,9-hexahydro-1H-purine-2,6,8-trione

InChI Key

ODCYDGXXCHTFIR-UHFFFAOYSA-N

InChI Identifier

InChI=1S/C6H6N4O3/c1-10-3-2(7-5(12)8-3)4(11)9-6(10)13/h1H3,(H2,7,8,12)(H,9,11,13)

SMILES

CN1C2=C(NC(=O)N2)C(=O)NC1=O

Structure

Similar Structures

Calculated Properties

Solubility (ALOGPS): 3.79e+00 g/l
LogS (ALOGPS): -1.68
LogP (ALOGPS): -1.04
Hydrogen Acceptors: 3
Hydrogen Donors: 3
Rotatable Bond Count: 0
Polar Surface Area: 90.54
Refractivity: 50.5253
Polarizability: 15.61709112473134
Formal Charge: 0
Physiological Charge: 0
pKa (strongest basic): -6.27719813085581
pKa (strongest acidic): 7.662614418431495
Number of Rings: 2
Rule of Five: Yes
Bioavailability: Yes
Ghose Filter: No
Veber's Rule: No
MDDR-like Rule: No

External Links

HMDB: HMDB0001970
FooDB (Compounds): FDB022770
PubChem: 11804

Taxonomy as Metabolite

Family: N-containing compound metabolites
Class: Alkaloid metabolites
Sub-class: Purines and pyrimidines (parent, host and microbial metabolites)

Taxonomy of its Food Phytochemical Precursor(s)

Food Phytochemical	Family	Class	Sub-class
Caffeine	N-containing compounds	Alkaloids	Purines and pyrimidines	Show Food Phytochemical

Spectra from Phytohub

Spectrum Type	Instrument Type	Ion Mode	Collision Energy Level	View	Peaks

Predicted GC-MS	GC-MS	Positive	Not Available	View Spectrum	(27.01034922,1.138689182);(28.01817382,1.18095277);(43.00526332,0.9991889011);(55.00526332,1.380657427);(68.03689622,1.518868702);(82.01616112,1.8843471);(107.0114097,1.433916638);(109.0270589,1.868215261);(110.0110752,1.035198746);(110.0348835,3.162401324);(111.0427081,4.262476123);(112.0505327,1.192188667);(125.021973,2.003334635);(127.0376222,0.8962872757);(137.021973,1.274762881);(138.0297976,1.699827285);(139.0376222,8.274195626);(140.0454468,3.931381071);(151.0012379,0.9255713017);(152.0328708,1.884885812);(153.0168871,1.305558112);(153.0406954,2.093154242);(154.04852,7.248269172);(164.0328708,1.548782811);(165.0168871,1.276702404);(165.0406954,0.9899238089);(166.0121357,0.8358629393);(166.0247117,0.8972964064);(167.0199603,1.32907087);(181.0356095,1.822965406);(182.0434341,5.868198054)
Predicted GC-MS	GC-MS	Ei	Not Available	View Spectrum	(27.01034922,1.138689182);(28.01817382,1.18095277);(43.00526332,0.9991889011);(55.00526332,1.380657427);(68.03689622,1.518868702);(82.01616112,1.8843471);(107.0114097,1.433916638);(109.0270589,1.868215261);(110.0110752,1.035198746);(110.0348835,3.162401324);(111.0427081,4.262476123);(112.0505327,1.192188667);(125.021973,2.003334635);(127.0376222,0.8962872757);(137.021973,1.274762881);(138.0297976,1.699827285);(139.0376222,8.274195626);(140.0454468,3.931381071);(151.0012379,0.9255713017);(152.0328708,1.884885812);(153.0168871,1.305558112);(153.0406954,2.093154242);(154.04852,7.248269172);(164.0328708,1.548782811);(165.0168871,1.276702404);(165.0406954,0.9899238089);(166.0121357,0.8358629393);(166.0247117,0.8972964064);(167.0199603,1.32907087);(181.0356095,1.822965406);(182.0434341,5.868198054)
Predicted GC-MS	GC-MS	Ei	Not Available	View Spectrum	(27.01034922,1.138689182);(28.01817382,1.18095277);(43.00526332,0.9991889011);(55.00526332,1.380657427);(68.03689622,1.518868702);(82.01616112,1.8843471);(107.0114097,1.433916638);(109.0270589,1.868215261);(110.0110752,1.035198746);(110.0348835,3.162401324);(111.0427081,4.262476123);(112.0505327,1.192188667);(125.021973,2.003334635);(127.0376222,0.8962872757);(137.021973,1.274762881);(138.0297976,1.699827285);(139.0376222,8.274195626);(140.0454468,3.931381071);(151.0012379,0.9255713017);(152.0328708,1.884885812);(153.0168871,1.305558112);(153.0406954,2.093154242);(154.04852,7.248269172);(164.0328708,1.548782811);(165.0168871,1.276702404);(165.0406954,0.9899238089);(166.0121357,0.8358629393);(166.0247117,0.8972964064);(167.0199603,1.32907087);(181.0356095,1.822965406);(182.0434341,5.868198054)
LC-MS/MS	Not Available	Negative	Not Available	View Spectrum	(41.99815,20.57);(95.02512,1.16);(97.00683,1.99);(110.0387,6.22);(123.0096,6.13);(138.0339,12.94);(181.0394,100.0)
LC-MS/MS	Not Available	Negative	Not Available	View Spectrum	(41.01538,1.35);(41.99815,100.0);(83.02567,2.36);(95.02512,2.28);(97.00683,5.42);(110.0387,19.35);(111.022,2.16);(123.0096,21.28);(138.0339,21.01);(166.0128,2.11);(181.0394,36.86)
LC-MS/MS	Not Available	Negative	Not Available	View Spectrum	(41.99815,100.0);(55.03127,1.98);(83.02567,1.53);(97.00683,2.52);(110.0387,7.14);(111.022,1.1);(123.0096,9.02);(138.0339,1.74);(181.0394,1.32)
LC-MS/MS	Not Available	Negative	Not Available	View Spectrum	(41.99815,100.0);(55.03127,2.73);(110.0387,1.17);(123.0096,1.76)
LC-MS/MS	Not Available	Positive	Not Available	View Spectrum	(44.0489,1.17);(155.05682,6.67);(183.05176,100.0);(184.05516,5.72)
LC-MS/MS	Not Available	Positive	Not Available	View Spectrum	(42.03308,15.1);(44.04861,34.1);(55.05379,100.0);(69.04404,3.8);(73.02808,8.2);(92.05105,3.5);(104.04955,7.1);(112.04838,1.5)
LC-MS/MS	Not Available	Positive	Not Available	View Spectrum	(42.03305,17.76);(44.0489,33.45);(46.02797,2.74);(55.05381,100.0);(56.04885,5.06);(60.04401,1.33);(73.02795,1.29);(97.03874,1.33);(112.05141,3.99);(140.04558,3.57);(148.00418,3.43);(155.05682,13.23);(183.05176,15.15)
LC-MS/MS	Not Available	Positive	Not Available	View Spectrum	(126.02223,5.48);(183.05176,100.0);(184.05516,6.75)
LC-MS/MS	LC-ESI-QTOF	Negative	low	View Spectrum	(95.02512,0.01157335);(97.00683,0.01990541);(110.0387,0.06222025);(123.0096,0.0612536);(138.0339,0.12940942);(181.0394,1.0)
LC-MS/MS	LC-ESI-QTOF	Negative	medium	View Spectrum	(83.02567,0.02359826);(95.02512,0.02282792);(97.00683,0.05416916);(110.0387,0.19353964);(111.022,0.02155513);(123.0096,0.21279169);(138.0339,0.2100543);(166.0128,0.02112241);(181.0394,0.36857539)
LC-MS/MS	LC-ESI-QTOF	Negative	medium	View Spectrum	(55.03127,0.01975381);(83.02567,0.01525961);(97.00683,0.02517015);(110.0387,0.07144779);(111.022,0.01095082);(123.0096,0.09016789);(138.0339,0.01735165);(181.0394,0.01315936)
LC-MS/MS	LC-ESI-QTOF	Negative	high	View Spectrum	(55.03127,0.02734691);(110.0387,0.01166519);(123.0096,0.01761742)
LC-MS/MS	LC-ESI-QTOF	Positive	medium	View Spectrum	(55.0278,0.038);(55.05379,1.0);(68.9955,0.011);(69.04404,0.038);(73.02808,0.082);(92.05105,0.035);(104.04955,0.071);(112.04838,0.015)
LC-MS/MS	LC-ESI-QTOF	Positive	medium	View Spectrum	(55.05381,1.0);(56.04885,0.05055597);(60.04401,0.01330255);(73.02795,0.0128785);(97.03874,0.01325543);(112.05141,0.03990765);(140.04558,0.03572999);(148.00418,0.03425368);(155.05682,0.13231876);(183.05176,0.15151087)
LC-MS/MS	LC-ESI-QTOF	Positive	low	View Spectrum	(155.05682,0.06673757);(183.05176,1.0);(184.05516,0.05724231)
Predicted LC-MS/MS	Not Available	Positive	low	View Spectrum	(44.01363868,0.0111183487);(55.0296231,0.0000935248);(57.04527316,0.0002658176);(58.02928875,0.0030078576);(67.0296231,0.0000018542);(68.01363868,0.0000677589);(69.04527316,0.0000085245);(73.04018778,0.0004222933);(83.02453772,0.0155613025);(84.0085533,0.0000228408);(85.04018778,0.0001835626);(95.02453772,0.0000436719);(97.04018778,0.0000027477);(99.01945234,0.0007927359);(101.0351024,0.0039036446);(108.0197867,0.0483473491);(110.0354367,0.0176084597);(111.0194523,0.1362646299);(112.0510868,0.1005657057);(124.0147013,0.0000104915);(126.0303514,1.774506766);(138.0303514,0.1216681551);(139.014367,0.0003132193);(140.0460014,0.2664805103);(152.0096159,0.1159962144);(153.0412504,0.0879042749);(154.025266,0.0603390944);(156.0409161,0.0186488774);(165.0412504,7.081281597);(167.020515,0.2576075597);(183.0518151,89.87696061)
Predicted LC-MS/MS	Not Available	Positive	med	View Spectrum	(42.03437413,0.0082750539);(44.01363868,0.3313729976);(53.01397303,0.0720143221);(55.0296231,0.1264860791);(57.04527316,0.0144889561);(58.02928875,1.625522803);(67.0296231,0.0574268155);(68.01363868,0.0924933551);(69.04527316,0.3905297995);(73.04018778,0.2391751354);(83.02453772,6.344481304);(85.04018778,1.732496252);(95.02453772,0.0354897811);(97.04018778,0.1638757946);(99.01945234,0.0173318495);(101.0351024,0.0282588381);(108.0197867,2.047115349);(110.0354367,0.9512914127);(111.0194523,0.6018662918);(112.0510868,4.172654469);(124.0147013,0.0381862547);(126.0303514,9.027630804);(138.0303514,0.1302999159);(140.0460014,10.65013357);(152.0096159,0.9907807026);(153.0412504,0.0540360208);(154.025266,0.3502075256);(156.0409161,0.1708022067);(165.0412504,7.738856772);(167.020515,0.4925831129);(183.0518151,51.30383646)
Predicted LC-MS/MS	Not Available	Positive	high	View Spectrum	(42.03437413,1.295448285);(44.01363868,2.398756536);(53.01397303,8.462539302);(55.0296231,5.47699314);(57.04527316,1.867955814);(58.02928875,2.274095219);(67.0296231,2.715206074);(68.01363868,15.36393014);(69.04527316,0.8362810845);(73.04018778,0.2523275745);(83.02453772,17.34489998);(84.0085533,0.1367488142);(85.04018778,5.972713168);(95.02453772,0.5110473248);(99.01945234,0.1944963865);(108.0197867,8.037693849);(110.0354367,2.656906185);(111.0194523,4.102465609);(112.0510868,1.465297009);(124.0147013,0.4593621085);(126.0303514,5.136272959);(138.0303514,1.919597777);(139.014367,0.1801942276);(140.0460014,0.6517393175);(152.0096159,4.04370336);(153.0412504,0.3108685992);(154.025266,0.1937685808);(156.0409161,0.2504916159);(165.0412504,4.431697162);(167.020515,0.6918664632);(183.0518151,0.3646363389)
Predicted LC-MS/MS	Not Available	Negative	low	View Spectrum	(17.00273965,0.1657800102);(28.01872406,0.0146202733);(41.99798862,4.044908976);(44.01363868,0.0469687732);(53.01397303,0.0178760274);(53.99798862,0.0133847367);(55.0296231,0.0142033778);(56.01363868,0.5807709018);(67.0296231,0.0866020115);(71.02453772,0.4464837251);(81.00888765,0.2099244371);(81.99290324,0.0321170442);(83.02453772,0.0350330754);(84.0085533,0.0401969568);(95.02453772,0.383844649);(97.00380227,0.0194809901);(99.01945234,0.1410037751);(108.0197867,0.2243500411);(109.0038023,0.1540182353);(110.0354367,0.3477849505);(111.0194523,0.0234638378);(124.0147013,1.660383918);(136.0147013,5.79633593);(138.0303514,16.26602333);(149.9939659,0.3090396543);(151.0256003,0.2531664059);(152.0096159,0.3562226599);(154.025266,0.1858132114);(163.0256003,4.145167006);(165.0048649,0.1803521756);(181.036165,63.80467891)
Predicted LC-MS/MS	Not Available	Negative	med	View Spectrum	(17.00273965,0.1807921864);(29.00273965,0.1593619154);(41.99798862,5.713999325);(44.01363868,0.7507614525);(53.99798862,0.6611478396);(55.0296231,0.215074666);(56.01363868,5.225204938);(67.0296231,0.4835231053);(69.99290324,0.2155716965);(71.02453772,0.3458341765);(81.00888765,2.730122649);(81.99290324,0.1457517874);(83.02453772,0.6728342167);(84.0085533,0.2505849186);(97.00380227,0.2452335086);(99.01945234,0.5911387053);(108.0197867,2.499426849);(109.0038023,1.801553685);(110.0354367,5.283440906);(111.0194523,0.4353812201);(121.9990512,0.155407763);(124.0147013,1.485309524);(136.0147013,0.5021901756);(138.0303514,26.04745064);(149.9939659,0.4921470674);(151.0256003,0.3575882952);(152.0096159,1.112853141);(154.025266,0.7430733904);(163.0256003,7.577800137);(165.0048649,0.7875981341);(181.036165,32.13184199)
Predicted LC-MS/MS	Not Available	Negative	high	View Spectrum	(26.003074,0.308932127);(29.00273965,0.8433273);(41.99798862,40.53102493);(44.01363868,1.093574109);(53.01397303,1.361618412);(55.0296231,1.519551048);(56.01363868,6.282026318);(65.99798862,3.477913299);(69.99290324,2.506697755);(71.02453772,0.3092895909);(72.0085533,0.4890287373);(81.00888765,10.26806415);(81.99290324,1.013020419);(83.02453772,1.055394025);(95.02453772,0.4286627191);(99.01945234,0.5413055949);(106.0041366,0.2108569551);(108.0197867,4.159834475);(109.0038023,2.706506406);(110.0354367,0.3611157955);(111.0194523,0.3141359102);(121.9990512,7.00604537);(124.0147013,1.396050687);(124.9987169,0.2511871141);(136.0147013,0.4674208671);(138.0303514,7.166684349);(149.9939659,0.5528396092);(151.0256003,1.286654578);(152.0096159,0.4669509824);(163.0256003,0.8456660213);(165.0048649,0.7786203405)
Predicted LC-MS/MS	Not Available	Positive	low	View Spectrum	(183.05127,100.0);(183.05127,100.0);(183.05127,100.0);(183.05127,100.0);(183.05127,100.0);(183.05127,100.0);(183.05127,100.0);(183.05127,100.0);(183.05127,100.0);(183.05127,100.0)
Predicted LC-MS/MS	Not Available	Positive	medium	View Spectrum	(112.05054,27.44);(112.05054,27.44);(112.05054,27.44);(112.05054,27.44);(112.05054,27.44);(112.05054,27.44);(112.05054,27.44);(112.05054,27.44);(112.05054,27.44);(138.0298,8.11);(138.0298,8.11);(138.0298,8.11);(138.0298,8.11);(138.0298,8.11);(138.0298,8.11);(138.0298,8.11);(138.0298,8.11);(140.04545,8.23);(140.04545,8.23);(140.04545,8.23);(140.04545,8.23);(140.04545,8.23);(140.04545,8.23);(140.04545,8.23);(140.04545,8.23);(140.04545,8.23);(140.04545,8.23);(140.04545,8.23);(140.04545,8.23);(140.04545,8.23);(140.04545,8.23);(140.04545,8.23);(140.04545,8.23);(140.04545,8.23);(140.04545,8.23);(155.05635,17.54);(155.05635,17.54);(155.05635,17.54);(155.05635,17.54);(155.05635,17.54);(155.05635,17.54);(155.05635,17.54);(155.05635,17.54);(183.05127,100.0);(183.05127,100.0);(183.05127,100.0);(183.05127,100.0);(183.05127,100.0);(183.05127,100.0);(183.05127,100.0);(183.05127,100.0);(183.05127,100.0);(183.05127,100.0)
Predicted LC-MS/MS	Not Available	Positive	high	View Spectrum	(52.01818,84.58);(55.02907,33.27);(55.02907,33.27);(56.01309,17.22);(56.01309,17.22);(57.04472,100.0);(57.04472,100.0);(65.99744,12.4);(65.99744,12.4);(67.02907,31.32);(69.04472,70.99);(69.04472,70.99);(84.05562,22.95);(85.03964,79.79);(85.03964,79.79);(85.03964,79.79);(85.03964,79.79);(85.03964,79.79);(85.03964,79.79);(85.03964,79.79);(95.02399,16.34);(95.02399,16.34);(110.03489,23.67);(110.03489,23.67);(110.03489,23.67);(110.03489,23.67);(112.05054,43.63);(112.05054,43.63);(112.05054,43.63);(112.05054,43.63);(112.05054,43.63);(112.05054,43.63);(112.05054,43.63);(112.05054,43.63);(112.05054,43.63);(140.04545,20.33);(140.04545,20.33);(140.04545,20.33);(140.04545,20.33);(140.04545,20.33);(140.04545,20.33);(140.04545,20.33);(140.04545,20.33);(140.04545,20.33);(140.04545,20.33);(140.04545,20.33);(140.04545,20.33);(140.04545,20.33);(140.04545,20.33);(140.04545,20.33);(140.04545,20.33);(140.04545,20.33);(140.04545,20.33)
Predicted LC-MS/MS	Not Available	Negative	low	View Spectrum	(110.03599,11.35);(110.03599,11.35);(110.03599,11.35);(110.03599,11.35);(110.03599,11.35);(110.03599,11.35);(110.03599,11.35);(181.03671,100.0);(181.03671,100.0);(181.03671,100.0);(181.03671,100.0);(181.03671,100.0);(181.03671,100.0)
Predicted LC-MS/MS	Not Available	Negative	medium	View Spectrum	(110.03599,16.69);(110.03599,16.69);(110.03599,16.69);(110.03599,16.69);(110.03599,16.69);(110.03599,16.69);(110.03599,16.69);(153.0418,15.06);(153.0418,15.06);(153.0418,15.06);(153.0418,15.06);(153.0418,15.06);(153.0418,15.06);(153.0418,15.06);(153.0418,15.06);(181.03671,100.0);(181.03671,100.0);(181.03671,100.0);(181.03671,100.0);(181.03671,100.0);(181.03671,100.0)
Predicted LC-MS/MS	Not Available	Negative	high	View Spectrum	(41.99854,100.0);(55.03017,7.38);(81.00944,9.62);(81.00944,9.62);(153.0418,8.49);(153.0418,8.49);(153.0418,8.49);(153.0418,8.49);(153.0418,8.49);(153.0418,8.49);(153.0418,8.49);(153.0418,8.49)

Food Sources

No food source information available

Food Sources of its Food Phytochemical(s)

Food Phytochemical	Food Source	Food Source Group
Caffeine	Arabica coffee	Coffee and coffee products	Publications	Show
Caffeine	Black tea	Teas and herbal teas	Publications	Show
Caffeine	Blackcurrant	Fruit, Berries	Publications	Show
Caffeine	Chocolate	Cocoa and cocoa products	Publications	Show
Caffeine	Cocoa	Cocoa and cocoa products	Publications	Show
Caffeine	Cocoa bean	Cocoa and cocoa products	Publications	Show
Caffeine	Coffee	Coffee and coffee products	Publications	Show
Caffeine	Green tea	Teas and herbal teas	Publications	Show
Caffeine	Green/roasted coffee	Coffee and coffee products	Publications	Show
Caffeine	Guarana	Beverages, Non-alcoholic	Publications	Show
Caffeine	Mate	Teas and herbal teas	Publications	Show
Caffeine	Mocha coffee	Coffee and coffee products	Publications	Show
Caffeine	Roasted coffee	Coffee and coffee products	Publications	Show
Caffeine	Soda	Beverages, Non-alcoholic	Publications	Show
Caffeine	Tea	Teas and herbal teas	Publications	Show

Role as Biomarker of intake

No roles as Biomarker of intake found

Metabolism

	Food Phytochemical		Metabolite	Species	Biofluids	Origin	TMax	CMax	Urinary Excretion	Formula	Monoisotopic mass
	Caffeine		3-Methyluric acid	human	urine	host metabolism	Not Available	Not Available	1-5%	C₆H₆N₄O₃	182.043990069	Detailed Intervention Studies	Publications

Inter-Individual Variations in Metabolism

	Food Phytochemical		Metabolite	Effect	Value
	Caffeine		3-Methyluric acid	Age	Effect, clusters	Publications
	Caffeine		3-Methyluric acid	Smoking	No effect	Publications

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Showing entry for 3-Methyluric acid