PhytoHub: Showing entry for 5-acetylamino-6-formylamino-3-methyluracil

5-acetylamino-6-formylamino-3-methyluracil

Identification

PhytoHub ID

PHUB002405

Name

5-acetylamino-6-formylamino-3-methyluracil

Systematic Name

N-(6-formamido-3-methyl-2,4-dioxo-1H-pyrimidin-5-yl)acetamide

Synonyms

5-acetamido-6-formamido-3-methyluracil
AFMU
N-(6-formamido-3-methyl-2,4-dioxo-1H-pyrimidin-5-yl)acetamide

CAS Number

85438-96-6

Average Mass

226.192

Monoisotopic Mass

226.070204818

Chemical Formula

C₈H₁₀N₄O₄

IUPAC Name

N-(6-formamido-3-methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)acetamide

InChI Key

RDZNZFGKEVDNPK-UHFFFAOYSA-N

InChI Identifier

InChI=1S/C8H10N4O4/c1-4(14)10-5-6(9-3-13)11-8(16)12(2)7(5)15/h3H,1-2H3,(H,9,13)(H,10,14)(H,11,16)

SMILES

CN1C(=O)NC(NC=O)=C(NC(C)=O)C1=O

Structure

Similar Structures

Calculated Properties

Solubility (ALOGPS): 5.34e-01 g/l
LogS (ALOGPS): -2.63
LogP (ALOGPS): -0.74
Hydrogen Acceptors: 4
Hydrogen Donors: 3
Rotatable Bond Count: 2
Polar Surface Area: 107.60999999999999
Refractivity: 61.824000000000005
Polarizability: 20.46849803981673
Formal Charge: 0
Physiological Charge: 0
pKa (strongest basic): -5.747201881980313
pKa (strongest acidic): 9.024399309758753
Number of Rings: 1
Rule of Five: Yes
Bioavailability: Yes
Ghose Filter: No
Veber's Rule: No
MDDR-like Rule: No

External Links

PubChem: 108214

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
Cocoa purines	N-containing compounds	Alkaloids	Purines and pyrimidines	Show Food Phytochemical

Classyfire Taxonomy

Kingdom Name: Organic compounds
Class: Diazines
Super-class: Organoheterocyclic compounds
Sub-class: Pyrimidines and pyrimidine derivatives
Direct Parent Name: Hydroxypyrimidines
Alternative Parent Names: ["Azacyclic compounds", "Carboximidic acids", "Heteroaromatic compounds", "Hydrocarbon derivatives", "Hydropyrimidines", "Lactams", "Organic oxides", "Organonitrogen compounds", "Organooxygen compounds", "Organopnictogen compounds", "Propargyl-type 1,3-dipolar organic compounds", "Pyrimidones"]
External Descriptor Annotations: ["formamidopyrimidine"]
Substituent Names: ["Aromatic heteromonocyclic compound", "Azacycle", "Carboximidic acid", "Carboximidic acid derivative", "Heteroaromatic compound", "Hydrocarbon derivative", "Hydropyrimidine", "Hydroxypyrimidine", "Lactam", "Organic 1,3-dipolar compound", "Organic nitrogen compound", "Organic oxide", "Organic oxygen compound", "Organonitrogen compound", "Organooxygen compound", "Organopnictogen compound", "Propargyl-type 1,3-dipolar organic compound", "Pyrimidone"]

Spectra from Phytohub

Spectrum Type	Instrument Type	Ion Mode	Collision Energy Level	View	Peaks

Predicted GC-MS	GC-MS	Positive	Not Available	View Spectrum	(43.01783932,2.341151359);(126.0423736,1.000174596);(128.0580228,0.9307040753);(139.0376222,0.9904666364);(141.0532714,1.211958282);(156.0641692,1.60609771);(165.0168871,1.019814436);(166.0247117,1.542548493);(167.0325363,2.384317643);(168.0403609,1.98503539);(169.0481855,2.026260626);(170.0560101,1.155220347);(180.0277849,0.932858845);(181.0356095,0.9277667082);(181.0481855,1.272762385);(182.0434341,1.182315487);(182.0560101,1.564984069);(183.0512587,3.333079145);(183.0638347,1.624704058);(184.0590833,4.13448198);(185.0669079,1.477357744);(194.0434341,0.9308744202);(195.0512587,1.096407791);(196.0590833,1.164959361);(197.0669079,2.275736288);(198.0747325,3.509765051);(208.0590833,1.616101248);(209.0669079,2.333213487);(211.0461728,4.721116633);(225.061822,1.942699398);(226.0696466,2.02680131)
Predicted GC-MS	GC-MS	Ei	Not Available	View Spectrum	(43.01783932,2.341151359);(126.0423736,1.000174596);(128.0580228,0.9307040753);(139.0376222,0.9904666364);(141.0532714,1.211958282);(156.0641692,1.60609771);(165.0168871,1.019814436);(166.0247117,1.542548493);(167.0325363,2.384317643);(168.0403609,1.98503539);(169.0481855,2.026260626);(170.0560101,1.155220347);(180.0277849,0.932858845);(181.0356095,0.9277667082);(181.0481855,1.272762385);(182.0434341,1.182315487);(182.0560101,1.564984069);(183.0512587,3.333079145);(183.0638347,1.624704058);(184.0590833,4.13448198);(185.0669079,1.477357744);(194.0434341,0.9308744202);(195.0512587,1.096407791);(196.0590833,1.164959361);(197.0669079,2.275736288);(198.0747325,3.509765051);(208.0590833,1.616101248);(209.0669079,2.333213487);(211.0461728,4.721116633);(225.061822,1.942699398);(226.0696466,2.02680131)
Predicted LC-MS/MS	Not Available	Positive	low	View Spectrum	(31.01838972,0.0915782604);(42.03437413,0.1161709566);(43.01838972,0.3079450125);(44.01363868,0.0567756491);(45.03403978,0.1508488867);(46.02928875,0.4847288737);(60.04493881,0.6784618413);(71.02453772,0.1337615676);(125.0351024,0.1829317193);(127.0507525,0.1539852011);(129.0664025,0.2355935259);(140.0460014,0.8582292771);(142.0616515,0.0786163188);(152.0460014,0.5785148359);(154.0616515,3.133729972);(155.0456671,0.0561015182);(155.0569005,2.193918471);(167.0569005,0.4841942199);(168.0409161,0.6213524381);(169.036165,0.2094348275);(179.0569005,1.383823597);(181.036165,0.6805093029);(182.0565661,2.851873098);(183.0518151,11.48564197);(184.0722162,2.741713347);(185.0674651,1.95840987);(197.0674651,49.30435555);(198.0514807,0.1073274842);(209.0674651,5.110606458);(211.0467297,0.4056135818);(227.0780298,13.16325237)
Predicted LC-MS/MS	Not Available	Positive	med	View Spectrum	(42.03437413,0.8289977032);(43.01838972,1.310830321);(46.02928875,1.697566901);(56.01363868,1.265681011);(60.04493881,2.081867041);(69.00888765,0.3984024028);(71.02453772,0.4761537442);(98.02420337,7.725582327);(100.0398534,1.070268581);(124.0147013,0.4110947789);(125.0351024,1.080392126);(126.0303514,3.749461128);(127.0507525,0.6181630068);(129.0664025,0.3903934832);(140.0460014,1.496518527);(152.0460014,1.259151099);(154.0616515,2.928054503);(155.0569005,7.008157309);(167.0569005,1.585010362);(168.0409161,4.584436678);(169.036165,0.8869902704);(170.0565661,1.505692718);(179.0569005,4.158372222);(182.0565661,1.228158921);(183.0518151,11.32926323);(184.0722162,0.6531244364);(185.0674651,1.891692172);(197.0674651,29.1200976);(209.0674651,4.640434973);(211.0467297,0.3929856122);(227.0780298,2.22700482)
Predicted LC-MS/MS	Not Available	Positive	high	View Spectrum	(28.01872406,0.8725243961);(42.03437413,1.04166506);(43.01838972,0.963326844);(44.01363868,0.7769927643);(54.03437413,0.6641133858);(58.02928875,4.073474698);(60.04493881,0.6462575457);(69.00888765,11.17407261);(71.02453772,17.40514413);(73.04018778,0.774328506);(85.04018778,1.708429772);(97.04018778,0.7804719071);(98.03543675,7.644251268);(99.01945234,1.835513213);(100.0510868,2.60354862);(111.0194523,0.834384064);(112.0510868,1.731862128);(124.0147013,1.207295665);(125.0351024,10.06658741);(126.0303514,5.311897319);(128.0460014,1.693664886);(140.0460014,8.123585845);(152.0460014,2.849615023);(154.0616515,4.49051917);(155.0569005,1.818268694);(167.0569005,0.5664219818);(168.0409161,0.7049907439);(179.0569005,3.34731098);(182.0565661,1.052183023);(197.0674651,2.667047878);(211.0467297,0.5702504642)
Predicted LC-MS/MS	Not Available	Negative	low	View Spectrum	(29.00273965,8.153995761);(41.99798862,0.4188107066);(43.01838972,2.127609709);(44.01363868,0.3504108133);(56.01363868,1.368067982);(58.02928875,3.909067429);(71.02453772,0.4815868623);(123.0194523,0.4938595405);(124.0147013,0.5252128702);(125.0351024,1.410965689);(127.0507525,1.251058127);(138.0303514,1.180720422);(140.0460014,1.563133161);(150.0303514,1.572922672);(152.0460014,2.843886491);(153.030017,1.159404261);(153.0412504,1.036781811);(155.0456671,0.721105327);(162.0303514,0.4952985772);(164.0460014,1.426557567);(165.0412504,0.4964521321);(166.025266,3.202679739);(168.0409161,2.410954483);(180.0409161,5.917609086);(181.036165,0.371691141);(182.0565661,23.52067752);(183.0518151,2.331732982);(193.036165,2.018443719);(195.0518151,6.130821481);(207.0518151,5.34667851);(225.0623798,15.76180342)
Predicted LC-MS/MS	Not Available	Negative	med	View Spectrum	(26.003074,2.376194667);(29.00273965,1.622522384);(41.00273965,1.6292748);(41.99798862,3.120023463);(43.01838972,1.894823437);(44.01363868,4.927282029);(56.01363868,11.03363859);(58.02928875,3.260209126);(60.04493881,0.9815557119);(69.00888765,7.446314501);(81.00888765,1.147491454);(83.02453772,6.834842204);(97.00380227,7.585928544);(99.01945234,4.568775726);(109.0401878,1.795962039);(123.0194523,1.436826982);(124.0147013,1.118132576);(125.0351024,5.58652093);(126.0303514,1.539842999);(127.0507525,5.743801333);(152.0460014,1.166964745);(153.030017,1.088144478);(153.0412504,3.534898177);(165.0412504,0.9488452387);(166.025266,1.484389644);(168.0409161,1.606081079);(182.0565661,1.517365832);(183.0518151,3.334248881);(195.0518151,2.116017492);(207.0518151,3.760089144);(225.0623798,3.792991796)
Predicted LC-MS/MS	Not Available	Negative	high	View Spectrum	(26.003074,2.603033259);(29.00273965,3.053613502);(41.00273965,0.8718638227);(41.99798862,8.113824374);(43.01838972,1.744038155);(44.01363868,6.019579812);(53.99798862,0.7390854685);(56.01363868,11.06246989);(58.02928875,4.308762424);(69.00888765,8.325158668);(70.02928875,2.32016395);(71.02453772,1.93767938);(83.02453772,3.00517925);(96.0085533,1.271404923);(96.01978668,3.823101125);(97.00380227,12.20359409);(98.02420337,1.091787486);(98.03543675,1.841179761);(99.01945234,3.284874933);(109.0038023,0.7576787465);(110.0354367,0.926550567);(111.0194523,1.427071527);(112.0147013,1.218043953);(123.0194523,1.013651397);(124.0147013,6.672086549);(125.0351024,0.6814025398);(126.0303514,3.224185853);(138.0303514,2.092351147);(153.0412504,2.22938);(166.025266,1.409399294);(168.0409161,0.7278041562)
Predicted LC-MS/MS	Not Available	Negative	low	View Spectrum	(127.0513,9.46);(127.0513,9.46);(127.0513,9.46);(180.04146,15.75);(180.04146,15.75);(180.04146,15.75);(180.04146,15.75);(180.04146,15.75);(182.05711,7.84);(182.05711,7.84);(182.05711,7.84);(182.05711,7.84);(182.05711,7.84);(197.06801,37.83);(197.06801,37.83);(197.06801,37.83);(197.06801,37.83);(197.06801,37.83);(197.06801,37.83);(197.06801,37.83);(197.06801,37.83);(225.06293,100.0);(225.06293,100.0);(225.06293,100.0);(225.06293,100.0);(225.06293,100.0);(225.06293,100.0);(225.06293,100.0)
Predicted LC-MS/MS	Not Available	Negative	medium	View Spectrum	(41.99854,28.79);(58.02984,17.61);(58.02984,17.61);(70.02984,19.58);(97.00435,14.54);(99.02,19.06);(125.03565,39.26);(125.03565,39.26);(125.03565,39.26);(127.0513,50.26);(127.0513,50.26);(127.0513,50.26);(138.0309,55.68);(138.0309,55.68);(138.0309,55.68);(140.04655,49.44);(140.04655,49.44);(140.04655,49.44);(140.04655,49.44);(153.03057,23.9);(154.0622,38.77);(154.0622,38.77);(155.05745,16.84);(155.05745,16.84);(155.05745,16.84);(166.02581,19.05);(166.02581,19.05);(166.02581,19.05);(166.02581,19.05);(166.02581,19.05);(166.02581,19.05);(166.02581,19.05);(168.04146,43.14);(168.04146,43.14);(182.05711,39.19);(182.05711,39.19);(182.05711,39.19);(182.05711,39.19);(182.05711,39.19);(183.05236,33.65);(183.05236,33.65);(183.05236,33.65);(183.05236,33.65);(183.05236,33.65);(183.05236,33.65);(183.05236,33.65);(194.02073,19.95);(196.03638,12.97);(197.06801,30.04);(197.06801,30.04);(197.06801,30.04);(197.06801,30.04);(197.06801,30.04);(197.06801,30.04);(197.06801,30.04);(197.06801,30.04);(207.05236,23.56);(207.05236,23.56);(207.05236,23.56);(207.05236,23.56);(207.05236,23.56);(207.05236,23.56);(207.05236,23.56);(207.05236,23.56);(207.05236,23.56);(207.05236,23.56);(207.05236,23.56);(223.04728,98.79);(223.04728,98.79);(223.04728,98.79);(225.06293,100.0);(225.06293,100.0);(225.06293,100.0);(225.06293,100.0);(225.06293,100.0);(225.06293,100.0);(225.06293,100.0)
Predicted LC-MS/MS	Not Available	Negative	high	View Spectrum	(41.01452,11.67);(41.99854,100.0);(44.01419,40.76);(56.01419,20.96);(56.01419,20.96);(58.02984,65.26);(58.02984,65.26);(65.99854,15.61);(69.00944,42.99);(70.02984,17.84);(71.02509,14.55);(71.02509,14.55);(99.02,12.4);(123.02,20.4);(123.02,20.4);(125.03565,58.81);(125.03565,58.81);(125.03565,58.81);(126.0309,28.98);(126.0309,28.98);(126.0309,28.98);(126.0309,28.98);(126.0309,28.98);(127.0513,18.87);(127.0513,18.87);(127.0513,18.87);(138.0309,24.84);(138.0309,24.84);(138.0309,24.84);(140.04655,23.18);(140.04655,23.18);(140.04655,23.18);(140.04655,23.18);(152.04655,15.3);(152.04655,15.3);(152.04655,15.3);(152.04655,15.3);(153.03057,10.51);(153.0418,11.25);(155.05745,11.34);(155.05745,11.34);(155.05745,11.34);(166.02581,11.61);(166.02581,11.61);(166.02581,11.61);(166.02581,11.61);(166.02581,11.61);(166.02581,11.61);(166.02581,11.61);(168.04146,11.2);(168.04146,11.2);(181.03671,11.89);(181.03671,11.89);(181.03671,11.89);(181.03671,11.89);(181.03671,11.89);(181.03671,11.89);(181.03671,11.89);(223.04728,16.47);(223.04728,16.47);(223.04728,16.47)
Predicted LC-MS/MS	Not Available	Positive	low	View Spectrum	(185.06692,8.07);(185.06692,8.07);(185.06692,8.07);(185.06692,8.07);(185.06692,8.07);(227.07748,100.0);(227.07748,100.0);(227.07748,100.0);(227.07748,100.0);(227.07748,100.0);(227.07748,100.0);(227.07748,100.0)
Predicted LC-MS/MS	Not Available	Positive	medium	View Spectrum	(70.02874,4.33);(127.0502,6.03);(127.0502,6.03);(127.0502,6.03);(140.04545,4.29);(140.04545,4.29);(140.04545,4.29);(140.04545,4.29);(140.04545,4.29);(140.04545,4.29);(140.04545,4.29);(142.0611,4.78);(142.0611,4.78);(168.04037,5.8);(168.04037,5.8);(168.04037,5.8);(168.04037,5.8);(168.04037,5.8);(168.04037,5.8);(168.04037,5.8);(168.04037,5.8);(170.05602,8.9);(170.05602,8.9);(170.05602,8.9);(182.05602,2.75);(182.05602,2.75);(182.05602,2.75);(182.05602,2.75);(182.05602,2.75);(185.06692,14.36);(185.06692,14.36);(185.06692,14.36);(185.06692,14.36);(185.06692,14.36);(199.08257,8.97);(199.08257,8.97);(199.08257,8.97);(199.08257,8.97);(209.06692,10.57);(209.06692,10.57);(209.06692,10.57);(209.06692,10.57);(209.06692,10.57);(209.06692,10.57);(209.06692,10.57);(209.06692,10.57);(209.06692,10.57);(225.06183,4.1);(225.06183,4.1);(225.06183,4.1);(227.07748,100.0);(227.07748,100.0);(227.07748,100.0);(227.07748,100.0);(227.07748,100.0);(227.07748,100.0);(227.07748,100.0)
Predicted LC-MS/MS	Not Available	Positive	high	View Spectrum	(43.01784,21.79);(54.03383,18.73);(56.04948,20.42);(58.02874,21.34);(58.02874,21.34);(60.04439,14.8);(60.04439,14.8);(68.01309,22.75);(69.00834,35.49);(70.02874,100.0);(71.02399,68.11);(72.04439,66.34);(73.03964,63.81);(73.03964,63.81);(74.06004,19.97);(82.02874,15.81);(83.02399,34.46);(83.02399,34.46);(85.03964,13.02);(85.03964,13.02);(85.03964,13.02);(85.03964,13.02);(96.008,16.26);(96.008,16.26);(99.0189,25.67);(100.0393,12.75);(100.0393,12.75);(100.05054,15.4);(100.05054,15.4);(101.03455,19.26);(101.03455,19.26);(111.0189,14.36);(111.0189,14.36);(111.0189,14.36);(114.06619,15.58);(125.03455,19.38);(125.03455,19.38);(125.03455,19.38);(125.03455,19.38);(127.0502,10.56);(127.0502,10.56);(127.0502,10.56);(128.04545,12.67);(128.04545,12.67);(128.04545,12.67);(128.04545,12.67);(140.04545,52.55);(140.04545,52.55);(140.04545,52.55);(140.04545,52.55);(140.04545,52.55);(140.04545,52.55);(140.04545,52.55);(142.0611,17.75);(142.0611,17.75);(166.02472,9.61);(166.02472,9.61);(166.02472,9.61);(166.02472,9.61);(166.02472,9.61);(168.04037,13.29);(168.04037,13.29);(168.04037,13.29);(168.04037,13.29);(168.04037,13.29);(168.04037,13.29);(168.04037,13.29);(168.04037,13.29);(209.06692,16.26);(209.06692,16.26);(209.06692,16.26);(209.06692,16.26);(209.06692,16.26);(209.06692,16.26);(209.06692,16.26);(209.06692,16.26);(209.06692,16.26)

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
Cocoa purines	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		5-acetylamino-6-formylamino-3-methyluracil	human	urine	host metabolism	Not Available	Not Available	5-10%	C₈H₁₀N₄O₄	226.070204818	Detailed Intervention Studies	Publications

Inter-Individual Variations in Metabolism

	Food Phytochemical		Metabolite	Effect	Value

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Showing entry for 5-acetylamino-6-formylamino-3-methyluracil