Chemical Formula: C6H6N4O2

Chemical Formula C6H6N4O2

Found 58 metabolite its formula value is C6H6N4O2

1-Methylxanthine

2-hydroxy-1-methyl-6,9-dihydro-1H-purin-6-one

C6H6N4O2 (166.0490736)


1-Methylxanthine is one of the major metabolites of caffeine in humans. The oxidation of 1-methylxanthine to 1-methyluric acid occurs so rapidly that the parent compound could not be detected in plasma, and only low concentrations could be detected in the brain (PMID: 28863020). 1-methylxanthine is the major metabolites of caffeine in the human. The oxidation of 1-methylxanthine to 1-methyluric acid occurred so rapidly that the parent compound could not be detected in plasma, and only low concentrations could be detected in brain. (PMID: 28863020 [HMDB] 1-Methylxanthine, a caffeine derivative, is an essential human urinary metabolite of caffeine and theophylline (1,3-dimethylxanthine, TP)[1]. 1-Methylxanthine enhances the radiosensitivity of tumor cells[2]. 1-Methylxanthine, a caffeine derivative, is an essential human urinary metabolite of caffeine and theophylline (1,3-dimethylxanthine, TP)[1]. 1-Methylxanthine enhances the radiosensitivity of tumor cells[2].

   

3-Methylxanthine

3-methyl-2,3,6,7-tetrahydro-1H-purine-2,6-dione

C6H6N4O2 (166.0490736)


3-methyl-9H-xanthine is a 3-methylxanthine tautomer where the imidazole proton is located at the 9-position. It has a role as a metabolite. It is a tautomer of a 3-methyl-7H-xanthine. 3-Methylxanthine, also known as 3 MX or purine analog, belongs to the class of organic compounds known as xanthines. These are purine derivatives with a ketone group conjugated at carbons 2 and 6 of the purine moiety. 3-Methylxanthine is a caffeine and a theophylline metabolite. (PMID 16870158, 16678550) 3-Methylxanthine. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=1076-22-8 (retrieved 2024-07-02) (CAS RN: 1076-22-8). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0). 3-Methylxanthine, a xanthine derivative, is a cyclic guanosine monophosphate (GMP) inhibitor, with an IC50 of 920 μM on guinea-pig isolated trachealis muscle. 3-Methylxanthine, a xanthine derivative, is a cyclic guanosine monophosphate (GMP) inhibitor, with an IC50 of 920 μM on guinea-pig isolated trachealis muscle.

   

7-Methylxanthine

7-methyl-2,3,6,7-tetrahydro-1H-purine-2,6-dione

C6H6N4O2 (166.0490736)


7-Methylxanthine is a methyl derivative of xanthine, found occasionally in human urine. 7-Methylxanthine is one of the purine components in urinary calculi. Methylated purines originate from the metabolism of methylxanthines (caffeine, theophylline and theobromine). Caffeine is metabolized via successive pathways mainly catalyzed by CYP1A2, xanthine oxidase or N-acetyltransferase-2 to give 14 different metabolites, including 7-methylxanthine. CYP1A2 activity shows an inter-individual variability among the population. CYP1A2, an isoform of the CYP1A cytochrome P450 super-family, is involved in the metabolism of many drugs and plays a potentially important role in the induction of chemical carcinogenesis. Purine derivatives in urinary calculi could be considered markers of abnormal purine metabolism. The content of a purine derivative in stone depends on its average urinary excretion in the general population, similarity to the chemical structure of uric acid, and content of the latter in stone. This suggests that purines in stones represent a solid solution with uric acid as solvent. It is also plausible that methylxanthines, ubiquitous components of the diet and drugs, are involved in the pathogenesis of urolithiasis. (PMID:11712316, 15833286, 3506820, 15013152). Found in sugar cane and other biol. sources, a urinary metabolite of caffeine in man 7-Methylxanthine. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=552-62-5 (retrieved 2024-07-16) (CAS RN: 552-62-5). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0). 7-Methylxanthine, a methyl derivative of xanthine, is one of the purine components in urinary calculi.

   

9-Methylxanthine

9-methyl-2,3,6,9-tetrahydro-1H-purine-2,6-dione

C6H6N4O2 (166.0490736)


9-Methylxanthine is a diuretic agent that serves as a smooth muscle relexant and cardiac muscle and CNS stimulant. Clinically, it is employed as a bronchodilator. 9-Methylxanthine is found to be effective in treating apnea in preterm infants (PMID: 11686952). In another study, 9-Methylxanthine, as a chemical relatives of caffeine, is able to evoke contractures in mammalian heart. (PMID: 1226453)

   

7-methyl-7,9-dihydro-1H-purine-6,8-dione

7-methyl-7,9-dihydro-1H-purine-6,8-dione

C6H6N4O2 (166.0490736)


   

9-methyl-7,9-dihydro-1H-purine-6,8-dione

9-methyl-7,9-dihydro-1H-purine-6,8-dione

C6H6N4O2 (166.0490736)


   

1-Me-6,8-Purinediol

1-Me-6,8-Purinediol

C6H6N4O2 (166.0490736)


   

3-methyl-7,9-dihydro-3H-purine-6,8-dione

3-methyl-7,9-dihydro-3H-purine-6,8-dione

C6H6N4O2 (166.0490736)


   

3-Methylxanthine

3-Methylxanthine

C6H6N4O2 (166.0490736)


MS2 deconvoluted using MS2Dec from all ion fragmentation data, MetaboLights identifier MTBLS1040; GMSNIKWWOQHZGF-UHFFFAOYSA-N_STSL_0034_3-Methylxanthine_0500fmol_180410_S2_LC02_MS02_57; Spectrum acquired as described in Naz et al 2017 PMID 28641411. Preparation and submission to MassBank of North America by Chaleckis R. and Tada I. MS2 deconvoluted using CorrDec from all ion fragmentation data, MetaboLights identifier MTBLS1040; Spectrum acquired as described in Naz et al 2017 PMID 28641411. Preparation and submission to MassBank of North America by Chaleckis R. and Tada I. 3-Methylxanthine, a xanthine derivative, is a cyclic guanosine monophosphate (GMP) inhibitor, with an IC50 of 920 μM on guinea-pig isolated trachealis muscle. 3-Methylxanthine, a xanthine derivative, is a cyclic guanosine monophosphate (GMP) inhibitor, with an IC50 of 920 μM on guinea-pig isolated trachealis muscle.

   

7-Methylxanthine

7-Methylxanthine

C6H6N4O2 (166.0490736)


An oxopurine that is xanthine in which the hydrogen attached to the nitrogen at position 7 is replaced by a methyl group. It is an intermediate metabolite in the synthesis of caffeine. 7-Methylxanthine, a methyl derivative of xanthine, is one of the purine components in urinary calculi.

   

1-Methylxanthine

1-Methylxanthine

C6H6N4O2 (166.0490736)


MS2 deconvoluted using MS2Dec from all ion fragmentation data, MetaboLights identifier MTBLS1040; MVOYJPOZRLFTCP-UHFFFAOYSA-N_STSL_0033_1-Methylxanthine_0500fmol_180410_S2_LC02_MS02_41; Spectrum acquired as described in Naz et al 2017 PMID 28641411. Preparation and submission to MassBank of North America by Chaleckis R. and Tada I. MS2 deconvoluted using CorrDec from all ion fragmentation data, MetaboLights identifier MTBLS1040; Spectrum acquired as described in Naz et al 2017 PMID 28641411. Preparation and submission to MassBank of North America by Chaleckis R. and Tada I. 1-Methylxanthine, a caffeine derivative, is an essential human urinary metabolite of caffeine and theophylline (1,3-dimethylxanthine, TP)[1]. 1-Methylxanthine enhances the radiosensitivity of tumor cells[2]. 1-Methylxanthine, a caffeine derivative, is an essential human urinary metabolite of caffeine and theophylline (1,3-dimethylxanthine, TP)[1]. 1-Methylxanthine enhances the radiosensitivity of tumor cells[2].

   

1-Methylxanthine; LC-tDDA; CE10

1-Methylxanthine; LC-tDDA; CE10

C6H6N4O2 (166.0490736)


   

1-Methylxanthine; LC-tDDA; CE20

1-Methylxanthine; LC-tDDA; CE20

C6H6N4O2 (166.0490736)


   

1-Methylxanthine; LC-tDDA; CE30

1-Methylxanthine; LC-tDDA; CE30

C6H6N4O2 (166.0490736)


   

1-Methylxanthine; LC-tDDA; CE40

1-Methylxanthine; LC-tDDA; CE40

C6H6N4O2 (166.0490736)


   

3-Methylxanthine; LC-tDDA; CE10

3-Methylxanthine; LC-tDDA; CE10

C6H6N4O2 (166.0490736)


   

3-Methylxanthine; LC-tDDA; CE20

3-Methylxanthine; LC-tDDA; CE20

C6H6N4O2 (166.0490736)


   

3-Methylxanthine; LC-tDDA; CE30

3-Methylxanthine; LC-tDDA; CE30

C6H6N4O2 (166.0490736)


   

3-Methylxanthine; LC-tDDA; CE40

3-Methylxanthine; LC-tDDA; CE40

C6H6N4O2 (166.0490736)


   

9-Methylxanthine; LC-tDDA; CE10

9-Methylxanthine; LC-tDDA; CE10

C6H6N4O2 (166.0490736)


   

9-Methylxanthine; LC-tDDA; CE20

9-Methylxanthine; LC-tDDA; CE20

C6H6N4O2 (166.0490736)


   

9-Methylxanthine; LC-tDDA; CE30

9-Methylxanthine; LC-tDDA; CE30

C6H6N4O2 (166.0490736)


   

9-Methylxanthine; LC-tDDA; CE40

9-Methylxanthine; LC-tDDA; CE40

C6H6N4O2 (166.0490736)


   

7-Methylxanthine; LC-tDDA; CE10

7-Methylxanthine; LC-tDDA; CE10

C6H6N4O2 (166.0490736)


   

7-Methylxanthine; LC-tDDA; CE20

7-Methylxanthine; LC-tDDA; CE20

C6H6N4O2 (166.0490736)


   

7-Methylxanthine; LC-tDDA; CE30

7-Methylxanthine; LC-tDDA; CE30

C6H6N4O2 (166.0490736)


   

7-Methylxanthine; LC-tDDA; CE40

7-Methylxanthine; LC-tDDA; CE40

C6H6N4O2 (166.0490736)


   

9-Methylxanthine; AIF; CE0; CorrDec

9-Methylxanthine; AIF; CE0; CorrDec

C6H6N4O2 (166.0490736)


   

9-Methylxanthine; AIF; CE10; CorrDec

9-Methylxanthine; AIF; CE10; CorrDec

C6H6N4O2 (166.0490736)


   

9-Methylxanthine; AIF; CE30; CorrDec

9-Methylxanthine; AIF; CE30; CorrDec

C6H6N4O2 (166.0490736)


   

9-Methylxanthine; AIF; CE0; MS2Dec

9-Methylxanthine; AIF; CE0; MS2Dec

C6H6N4O2 (166.0490736)


   

9-Methylxanthine; AIF; CE10; MS2Dec

9-Methylxanthine; AIF; CE10; MS2Dec

C6H6N4O2 (166.0490736)


   

9-Methylxanthine; AIF; CE30; MS2Dec

9-Methylxanthine; AIF; CE30; MS2Dec

C6H6N4O2 (166.0490736)


   

7-Methylxanthine; AIF; CE0; CorrDec

7-Methylxanthine; AIF; CE0; CorrDec

C6H6N4O2 (166.0490736)


   

7-Methylxanthine; AIF; CE10; CorrDec

7-Methylxanthine; AIF; CE10; CorrDec

C6H6N4O2 (166.0490736)


   

7-Methylxanthine; AIF; CE30; CorrDec

7-Methylxanthine; AIF; CE30; CorrDec

C6H6N4O2 (166.0490736)


   

7-Methylxanthine; AIF; CE0; MS2Dec

7-Methylxanthine; AIF; CE0; MS2Dec

C6H6N4O2 (166.0490736)


   

7-Methylxanthine; AIF; CE10; MS2Dec

7-Methylxanthine; AIF; CE10; MS2Dec

C6H6N4O2 (166.0490736)


   

7-Methylxanthine; AIF; CE30; MS2Dec

7-Methylxanthine; AIF; CE30; MS2Dec

C6H6N4O2 (166.0490736)


   

9-Methylxanthine

9-methyl-2,3,6,9-tetrahydro-1H-purine-2,6-dione

C6H6N4O2 (166.0490736)


   

1H-Imidazole-5-carboxylicacid,2-amino-4-cyano-1-methyl-(9CI)

1H-Imidazole-5-carboxylicacid,2-amino-4-cyano-1-methyl-(9CI)

C6H6N4O2 (166.0490736)


   

1H-Imidazole-4-carboxylicacid,2-amino-5-cyano-1-methyl-(9CI)

1H-Imidazole-4-carboxylicacid,2-amino-5-cyano-1-methyl-(9CI)

C6H6N4O2 (166.0490736)


   

1H-Imidazole-4-carboxylicacid,2-amino-5-cyano-,methylester(9CI)

1H-Imidazole-4-carboxylicacid,2-amino-5-cyano-,methylester(9CI)

C6H6N4O2 (166.0490736)


   

pyrazine-2,5-dicarboxamide

pyrazine-2,5-dicarboxamide

C6H6N4O2 (166.0490736)


   

2,3-pyrazinedicarboxamide

2,3-pyrazinedicarboxamide

C6H6N4O2 (166.0490736)


   

1H-Imidazo[1,2-b]pyrazole-6-carboxylicacid,7-amino-(9CI)

1H-Imidazo[1,2-b]pyrazole-6-carboxylicacid,7-amino-(9CI)

C6H6N4O2 (166.0490736)


   

1H-Purine-2,6-dione,3,9-dihydro-8-methyl-

1H-Purine-2,6-dione,3,9-dihydro-8-methyl-

C6H6N4O2 (166.0490736)


   

6-Methoxy-[1,2,4]triazolo[4,3-b]pyridazin-3(2H)-one

6-Methoxy-[1,2,4]triazolo[4,3-b]pyridazin-3(2H)-one

C6H6N4O2 (166.0490736)


   

3-methyl-7H-purine-2,6-dione

3-methyl-7H-purine-2,6-dione

C6H6N4O2 (166.0490736)


   

1H-1,2,4-Triazole-3-carboxylicacid, 1-(cyanomethyl)-, methyl ester

1H-1,2,4-Triazole-3-carboxylicacid, 1-(cyanomethyl)-, methyl ester

C6H6N4O2 (166.0490736)


   

1H-Imidazole-1-aceticacid,4-amino-5-cyano-(9CI)

1H-Imidazole-1-aceticacid,4-amino-5-cyano-(9CI)

C6H6N4O2 (166.0490736)


   

1-methyl-1H-pyrazolo[3,4-d]pyrimidine-4,6(5H,7H)-dione

1-methyl-1H-pyrazolo[3,4-d]pyrimidine-4,6(5H,7H)-dione

C6H6N4O2 (166.0490736)


   

7,8-Dihydro-2,4(1H,3H)-pteridinedione

7,8-Dihydro-2,4(1H,3H)-pteridinedione

C6H6N4O2 (166.0490736)


   

3-amino-1H-pyrazolo[4,3-c]pyridine-4,6-diol

3-amino-1H-pyrazolo[4,3-c]pyridine-4,6-diol

C6H6N4O2 (166.0490736)


   

8-Methyl-9-oxoguanine

8-Methyl-9-oxoguanine

C6H6N4O2 (166.0490736)


   

3-methyl-9H-xanthine

3-methyl-9H-xanthine

C6H6N4O2 (166.0490736)


A 3-methylxanthine tautomer where the imidazole proton is located at the 9-position.

   

3-methyl-7H-xanthine

3-methyl-7H-xanthine

C6H6N4O2 (166.0490736)


A 3-methylxanthine tautomer where the imidazole proton is located at the 7-position.

   

1-methyl-7H-xanthine

1-methyl-7H-xanthine

C6H6N4O2 (166.0490736)


A 1-methylxanthine tautomer where the imidazole proton is located at the 7-position.