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7-Methylxanthine

CAS No.:
552-62-5
Catalog Number:
AG00D8QS
Molecular Formula:
C6H6N4O2
Molecular Weight:
166.1374
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
10mg
99%
1 week
United States
$126
- +
50mg
99%
1 week
United States
$251
- +
Product Description
Catalog Number:
AG00D8QS
Chemical Name:
7-Methylxanthine
CAS Number:
552-62-5
Molecular Formula:
C6H6N4O2
Molecular Weight:
166.1374
MDL Number:
MFCD00037979
IUPAC Name:
7-methyl-3H-purine-2,6-dione
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)
InChI Key:
PFWLFWPASULGAN-UHFFFAOYSA-N
SMILES:
O=c1[nH]c(=O)c2c([nH]1)ncn2C
EC Number:
209-019-0
UNII:
E9M81NJM6G
NSC Number:
7861
Properties
Complexity:
242  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
166.049g/mol
Formal Charge:
0
Heavy Atom Count:
12  
Hydrogen Bond Acceptor Count:
3  
Hydrogen Bond Donor Count:
2  
Isotope Atom Count:
0
Molecular Weight:
166.14g/mol
Monoisotopic Mass:
166.049g/mol
Rotatable Bond Count:
0
Topological Polar Surface Area:
76A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
-0.9  
Literature
Title Journal
Role of carotenoids in light-harvesting processes in an antenna protein from the chromophyte Xanthonema debile. The journal of physical chemistry. B 20120802
Effects of 7-methylxanthine on form-deprivation myopia in pigmented rabbits. International journal of ophthalmology 20120101
Effects of 7-methylxanthine on the sclera in form deprivation myopia in guinea pigs. Acta ophthalmologica 20110601
Characterization of a broad-specificity non-haem iron N-demethylase from Pseudomonas putida CBB5 capable of utilizing several purine alkaloids as sole carbon and nitrogen source. Microbiology (Reading, England) 20110201
Distribution, biosynthesis and catabolism of methylxanthines in plants. Handbook of experimental pharmacology 20110101
Deep sequencing of the Camellia sinensis transcriptome revealed candidate genes for major metabolic pathways of tea-specific compounds. BMC genomics 20110101
Adenosine receptor protein changes in guinea pigs with form deprivation myopia. Acta ophthalmologica 20101101
Identification of small molecule compounds with higher binding affinity to guanine deaminase (cypin) than guanine. Bioorganic & medicinal chemistry 20100915
Carotenoids in clams, Ruditapes philippinarum and Meretrix petechialis. Journal of agricultural and food chemistry 20100512
Altered expression of the caffeine synthase gene in a naturally caffeine-free mutant of Coffea arabica. Genetics and molecular biology 20090101
Systemic 7-methylxanthine in retarding axial eye growth and myopia progression: a 36-month pilot study. Journal of ocular biology, diseases, and informatics 20081201
Non-standard base pairing and stacked structures in methyl xanthine clusters. Physical chemistry chemical physics : PCCP 20080521
Distribution of adenosine receptors in human sclera fibroblasts. Molecular vision 20080101
Degradation kinetics of caffeine and related methylxanthines by induced cells of Pseudomonas sp. Current microbiology 20070701
Methylated purines in urinary stones. Clinical chemistry 20050801
Simultaneous determination of 16 purine derivatives in urinary calculi by gradient reversed-phase high-performance liquid chromatography with UV detection. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20050525
Coffee and tomato share common gene repertoires as revealed by deep sequencing of seed and cherry transcripts. TAG. Theoretical and applied genetics. Theoretische und angewandte Genetik 20050101
Acid-base properties of xanthosine 5'-monophosphate (XMP) and of some related nucleobase derivatives in aqueous solution: micro acidity constant evaluations of the (N1)H versus the (N3)H deprotonation ambiguity. Chemistry (Weinheim an der Bergstrasse, Germany) 20041011
Separation, pre-concentration, and HPLC analysis of methylxanthines in urine samples. Journal of separation science 20041001
Catabolism of caffeine in plants and microorganisms. Frontiers in bioscience : a journal and virtual library 20040501
Molecular cloning and functional characterization of three distinct N-methyltransferases involved in the caffeine biosynthetic pathway in coffee plants. Plant physiology 20030501
Isolation of a new dual-functional caffeine synthase gene encoding an enzyme for the conversion of 7-methylxanthine to caffeine from coffee (Coffea arabica L.). FEBS letters 20030116
Identification of N1-methyl-2-pyridone-5-carboxamide and N1-methyl-4-pyridone-5-carboxamide as components in urine extracts of individuals consuming coffee. Journal of pharmaceutical and biomedical analysis 20021015
Differences in caffeine and paraxanthine metabolism between human and murine CYP1A2. Biochemical pharmacology 20020615
[Research on the separation of caffeine and its nine analogues by micellar electrokinetic capillary chromatography]. Se pu = Chinese journal of chromatography 20020501
Group I aptazymes as genetic regulatory switches. BMC biotechnology 20020101
Use of novel solid-phase extraction sorbent materials for high-performance liquid chromatography quantitation of caffeine metabolism products methylxanthines and methyluric acids in samples of biological origin. Journal of chromatography. B, Biomedical sciences and applications 20010815
Oral pentoxifylline inhibits release of tumor necrosis factor-alpha from human peripheral blood monocytes : a potential treatment for aseptic loosening of total joint components. The Journal of bone and joint surgery. American volume 20010701
7-Methylxanthine methyltransferase of coffee plants. Gene isolation and enzymatic properties. The Journal of biological chemistry 20010316
Determination of urinary methylated purine pattern by high-performance liquid chromatography. Journal of chromatography. B, Biomedical sciences and applications 20010210
Caffeine metabolism before and after liver transplantation. International journal of clinical pharmacology and therapeutics 20010201
Caffeine metabolism in a group of 67 patients with primary biliary cirrhosis. International journal of clinical pharmacology and therapeutics 20010101
Cytochrome P450 isoform selectivity in human hepatic theobromine metabolism. British journal of clinical pharmacology 19990301
Synthesis of paraxanthine analogs (1,7-disubstituted xanthines) and other xanthines unsubstituted at the 3-position: structure-activity relationships at adenosine receptors. Journal of medicinal chemistry 19931029
Properties