M6885
1-Methyluric acid
Synonym(s):
1-Methyl-2,6,8-trihydroxypurine, 1-U, 1MUA
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About This Item
Empirical Formula (Hill Notation):
C6H6N4O3
CAS Number:
Molecular Weight:
182.14
Beilstein:
195190
EC Number:
MDL number:
UNSPSC Code:
41106305
PubChem Substance ID:
NACRES:
NA.51
Pricing and availability is not currently available.
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Assay
≥98% (HPLC)
form
powder
solubility
1 M NaOH: 20 mg/mL, clear to slightly hazy
SMILES string
CN1C(=O)NC2=C(NC(=O)N2)C1=O
InChI
1S/C6H6N4O3/c1-10-4(11)2-3(9-6(10)13)8-5(12)7-2/h1H3,(H,9,13)(H2,7,8,12)
InChI key
QFDRTQONISXGJA-UHFFFAOYSA-N
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Application
Biochem/physiol Actions
1-Methyluric acid (1-U) is a major metabolite of caffeine and theophylline with antioxidant activity that protects molecules such as low density lipoproteins (LDL) from oxidative modifications. 1-Methyluric acid may be used in studies aimed at differentiating the activities of caffeine and theophylline metabolites.
Packaging
Bottomless glass bottle. Contents are inside inserted fused cone.
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Effects of peppermint tea consumption on the activities of CYP1A2, CYP2A6, Xanthine Oxidase, N-acetyltranferase-2 and UDP-glucuronosyltransferases-1A1/1A6 in healthy volunteers
Begas E, et al.
Food And Chemical Toxicology, 100, 80-89 (2017)
C Lee
Clinica chimica acta; international journal of clinical chemistry, 295(1-2), 141-154 (2000-04-18)
Although caffeine has been suggested as an antioxidant at millimolar concentrations, little information is available about the antioxidant activity of caffeine and its metabolites at physiological concentrations. Antioxidant activity was measured by oxygen-radical absorbing capacity (ORAC) using 2, 2'-azobis(2-amidinopropane) dihydrochloride
Theophano A Psarra et al.
Fundamental & clinical pharmacology, 22(5), 537-547 (2008-10-11)
The present study, aimed to clarify whether the gastrointestinal adverse effects following administration of the bronchodilator theophylline are owing to the action of the drug itself or its metabolites, investigates the pharmacodymanic effects of theophylline's metabolites on the spontaneous contractility
M Boda et al.
Journal of pediatric gastroenterology and nutrition, 29(5), 546-550 (1999-11-30)
The xanthine oxidoreductase system has been identified as one of the main sources of free radicals responsible for various forms of tissue injury. Because the intestinal villi are an important location of this enzyme, it was of interest to study
Klaus Abraham et al.
Clinical pharmacology and therapeutics, 72(2), 163-174 (2002-08-22)
The correct in vivo quantification of aryl hydrocarbon receptor-mediated induction of cytochrome P450 1A2 (CYP1A2) in humans is a long-standing question. We compared the performance of several modifications of the caffeine test for measurement of CYP1A2 activity in subjects with
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