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7-Methylxanthine

PubChem CID: 68374

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Compound Synonyms 7-Methylxanthine, 552-62-5, Heteroxanthine, 7-Methylxanthin, Heteroxanthin, 2,6-Dihydroxy-7-methylpurine, 7-methyl-3H-purine-2,6-dione, 7-methyl xanthine, 7-Methyl-1H-purine-2,6(3H,7H)-dione, Xanthine, 7-methyl-, 1H-Purine-2,6-dione, 3,7-dihydro-7-methyl-, methyl xanthine, 3,7-Dihydro-7-methyl-1H-purine-2,6-dione, 7-methyl-3,7-dihydro-1H-purine-2,6-dione, NSC 7861, CCRIS 5818, NSC-7861, EINECS 209-019-0, E9M81NJM6G, MFCD00037979, 7-methyl-2,3,6,7-tetrahydro-1H-purine-2,6-dione, CHEBI:48991, METHYLXANTHINE, 7-, CHEMBL321248, DTXSID60203696, UNII-E9M81NJM6G, 7-MethylX, Heteroxanthine (8CI), 7-Methyl-2,6-dioxypurin, 7-Methylxanthine (Standard), SCHEMBL235130, METHYL XANTHINE [INCI], 7-methyl-7H-purine-2,6-diol, BDBM82522, DTXCID90126187, NSC7861, purine, 2,6-dihydroxy-7-methyl-, HY-W017163R, PDSP1_001040, PDSP2_001024, WLN: T56 BN DN FMVMVJ B1, 6-hydroxy-7-methyl-1H-purin-2-one, AKOS015903147, CS-W017879, FM25575, HY-W017163, 1H-Purine-2, 3,7-dihydro-7-methyl-, 7-Methylxanthine, >=98.0% (HPLC), AS-56812, CAS_552-62-5, PD055547, purine-2,6(1H,3H)-dione, 7-methyl-, NS00005508, EN300-393798, G12100, 1H-Purine-2,6-dione, 3,7-dihydro-7-methyl-(9CI), BRD-K41592905-001-01-6, Q27121426, Heteroxanthine, NSC 7861, 3,7-Dihydro-7-methyl-1H-purine-2,6-dione, 209-019-0, InChI=1/C6H6N4O2/c1-10-2-7-4-3(10)5(11)9-6(12)8-4/h2H,1H3,(H2,8,9,11,12
Topological Polar Surface Area 76.0
Hydrogen Bond Donor Count 2.0
Heavy Atom Count 12.0
Pathway Kegg Map Id map00232
Description Found in sugar cane and other biol. sources, a urinary metabolite of caffeine in man 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. 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. Caffeine is metabolized via successive pathways mainly catalyzed by CYP1A2, xanthine oxidase or N-acetyltransferase-2 to give 14 different metabolites. 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. (PMID: 11712316, 15833286, 3506820, 15013152), Xanthine (pronounced /?zæn?i?n, ?zæn?a?n]/), (3,7-dihydro-purine-2,6-dione), is a purine base found in most body tissues and fluids and in other organisms. A number of mild stimulants are derived from xanthine, including caffeine and theobromine., Xanthine is a product on the pathway of purine degradation.
Isotope Atom Count 0.0
Molecular Complexity 242.0
Database Name cmaup_ingredients;fooddb_chem_all;hmdb_chem_all;npass_chem_all;pubchem
Defined Atom Stereocenter Count 0.0
Uniprot Id P47989, P25099, P30543, Q9Y2T3, n.a., P0DTD1
Iupac Name 7-methyl-3H-purine-2,6-dione
Prediction Hob 1.0
Class Imidazopyrimidines
Target Id NPT876
Xlogp -0.9
Superclass Alkaloids and derivatives
Subclass Purines and purine derivatives
Molecular Formula C6H6N4O2
Prediction Swissadme 0.0
Inchi Key PFWLFWPASULGAN-UHFFFAOYSA-N
Fcsp3 0.1666666666666666
Logs -2.579
Rotatable Bond Count 0.0
State Solid
Logd -0.189
Synonyms 2,6-Dihydroxy-7-methylpurine, 3,7-dihydro-7-Methyl-1H-purine-2,6-dione, 3,7-Dihydro-7-methyl-1H-purine-2,6-dione, 9CI, 7-Methyl-3,7-dihydro-1H-purine-2,6-dione, 7-Methyl-7H-purine-2,6-diol, 7-Methylxanthin, 7-Methylxanthine, Heteroxanthin, Heteroxanthine, Methylxanthine, 3,7-Dihydro-7-methyl-1H-purine-2,6-dione, 7-Methylxanthine, 7-(13)C-labeled
Substituent Name Alkaloid or derivatives, Xanthine, Purinone, 6-oxopurine, Purine, Imidazopyrimidine, Pyrimidone, Pyrimidine, N-substituted imidazole, Heteroaromatic compound, Vinylogous amide, Imidazole, Azole, Urea, Lactam, Azacycle, Organoheterocyclic compound, Hydrocarbon derivative, Organooxygen compound, Organonitrogen compound, Aromatic heteropolycyclic compound
Compound Name 7-Methylxanthine
Kingdom Organic compounds
Prediction Hob Swissadme 0.0
Exact Mass 166.049
Formal Charge 0.0
Monoisotopic Mass 166.049
Hydrogen Bond Acceptor Count 3.0
Molecular Weight 166.14
Covalent Unit Count 1.0
Total Atom Stereocenter Count 0.0
Total Bond Stereocenter Count 0.0
Molecular Framework Aromatic heteropolycyclic compounds
Esol -1.431368
Inchi InChI=1S/C6H6N4O2/c1-10-2-7-4-3(10)5(11)9-6(12)8-4/h2H,1H3,(H2,8,9,11,12)
Smiles CN1C=NC2=C1C(=O)NC(=O)N2
Nring 2.0
Defined Bond Stereocenter Count 0.0
Taxonomy Direct Parent Xanthines

  • 1. Outgoing r'ship FOUND_IN to/from Coffea Arabica (Plant) Rel Props:Source_db:fooddb_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Theobroma Cacao (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all