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Record Information
Version5.0
StatusDetected and Quantified
Creation Date2006-02-22 10:05:38 UTC
Update Date2021-09-07 16:45:31 UTC
HMDB IDHMDB0001857
Secondary Accession Numbers
  • HMDB01857
Metabolite Identification
Common Name1,3-Dimethyluric acid
Description1,3-Dimethyluric acid is a product of theophylline metabolism in man. 1,3-Dimethyluric acid is one of the purine components in urinary calculi. Methylated purines originate from the metabolism of methylxanthines (caffeine, theophylline and theobromine). Methyluric acids are indistinguishable from uric acid by simple methods routinely used in clinical laboratories, requiring the use of high-performance liquid chromatography (HPLC). 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 , 4039734 ).
Structure
Data?1582752212
Synonyms
ValueSource
OxytheophyllineChEBI
1,3-DimethylateGenerator
1,3-Dimethylic acidGenerator
1,3-DimethylurateHMDB
Chemical FormulaC7H8N4O3
Average Molecular Weight196.1634
Monoisotopic Molecular Weight196.059640142
IUPAC Name1,3-dimethyl-2,3,6,7,8,9-hexahydro-1H-purine-2,6,8-trione
Traditional Name1,3-dimethyluric acid
CAS Registry Number944-73-0
SMILES
CN1C2=C(NC(=O)N2)C(=O)N(C)C1=O
InChI Identifier
InChI=1S/C7H8N4O3/c1-10-4-3(8-6(13)9-4)5(12)11(2)7(10)14/h1-2H3,(H2,8,9,13)
InChI KeyOTSBKHHWSQYEHK-UHFFFAOYSA-N
Chemical Taxonomy
Description 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.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassImidazopyrimidines
Sub ClassPurines and purine derivatives
Direct ParentXanthines
Alternative Parents
Substituents
  • Xanthine
  • 6-oxopurine
  • Purinone
  • Alkaloid or derivatives
  • Pyrimidone
  • Pyrimidine
  • Azole
  • Imidazole
  • Heteroaromatic compound
  • Vinylogous amide
  • Lactam
  • Urea
  • Azacycle
  • Hydrocarbon derivative
  • Organic oxide
  • Organooxygen compound
  • Organonitrogen compound
  • Organic nitrogen compound
  • Organopnictogen compound
  • Organic oxygen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Physiological effect

Adverse health effect

Disposition

Biological location

Source

Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point408 - 410 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility0.52 mg/mL at 18 °CNot Available
LogP-0.52GASPARI,F & BONATI,M (1987)
Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct TypeData SourceCCS Value (Å2)Reference
[M-H]-MetCCS_train_neg134.24330932474
[M+H]+MetCCS_train_pos142.52530932474
[M-H]-Not Available134.243http://allccs.zhulab.cn/database/detail?ID=AllCCS00000344
[M+H]+Not Available143.059http://allccs.zhulab.cn/database/detail?ID=AllCCS00000344
Predicted Molecular Properties
PropertyValueSource
Water Solubility8.69 g/LALOGPS
logP-0.74ALOGPS
logP-1.1ChemAxon
logS-1.4ALOGPS
pKa (Strongest Acidic)7.74ChemAxon
pKa (Strongest Basic)-5.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area81.75 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity55.42 m³·mol⁻¹ChemAxon
Polarizability17.74 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+142.4331661259
DarkChem[M-H]-140.71631661259
AllCCS[M+H]+141.23632859911
AllCCS[M-H]-139.52832859911
DeepCCS[M+H]+138.80530932474
DeepCCS[M-H]-136.40930932474
DeepCCS[M-2H]-171.13630932474
DeepCCS[M+Na]+145.57530932474

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
1,3-Dimethyluric acidCN1C2=C(NC(=O)N2)C(=O)N(C)C1=O2409.3Standard polar33892256
1,3-Dimethyluric acidCN1C2=C(NC(=O)N2)C(=O)N(C)C1=O2220.8Standard non polar33892256
1,3-Dimethyluric acidCN1C2=C(NC(=O)N2)C(=O)N(C)C1=O2292.0Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
1,3-Dimethyluric acid,1TMS,isomer #1CN1C(=O)C2=C([NH]C(=O)N2[Si](C)(C)C)N(C)C1=O2030.6Semi standard non polar33892256
1,3-Dimethyluric acid,1TMS,isomer #1CN1C(=O)C2=C([NH]C(=O)N2[Si](C)(C)C)N(C)C1=O2201.2Standard non polar33892256
1,3-Dimethyluric acid,1TMS,isomer #1CN1C(=O)C2=C([NH]C(=O)N2[Si](C)(C)C)N(C)C1=O2870.7Standard polar33892256
1,3-Dimethyluric acid,1TMS,isomer #2CN1C(=O)C2=C(N(C)C1=O)N([Si](C)(C)C)C(=O)[NH]21968.3Semi standard non polar33892256
1,3-Dimethyluric acid,1TMS,isomer #2CN1C(=O)C2=C(N(C)C1=O)N([Si](C)(C)C)C(=O)[NH]22217.6Standard non polar33892256
1,3-Dimethyluric acid,1TMS,isomer #2CN1C(=O)C2=C(N(C)C1=O)N([Si](C)(C)C)C(=O)[NH]22955.0Standard polar33892256
1,3-Dimethyluric acid,2TMS,isomer #1CN1C(=O)C2=C(N(C)C1=O)N([Si](C)(C)C)C(=O)N2[Si](C)(C)C1999.7Semi standard non polar33892256
1,3-Dimethyluric acid,2TMS,isomer #1CN1C(=O)C2=C(N(C)C1=O)N([Si](C)(C)C)C(=O)N2[Si](C)(C)C2253.1Standard non polar33892256
1,3-Dimethyluric acid,2TMS,isomer #1CN1C(=O)C2=C(N(C)C1=O)N([Si](C)(C)C)C(=O)N2[Si](C)(C)C2487.7Standard polar33892256
1,3-Dimethyluric acid,1TBDMS,isomer #1CN1C(=O)C2=C([NH]C(=O)N2[Si](C)(C)C(C)(C)C)N(C)C1=O2210.4Semi standard non polar33892256
1,3-Dimethyluric acid,1TBDMS,isomer #1CN1C(=O)C2=C([NH]C(=O)N2[Si](C)(C)C(C)(C)C)N(C)C1=O2398.3Standard non polar33892256
1,3-Dimethyluric acid,1TBDMS,isomer #1CN1C(=O)C2=C([NH]C(=O)N2[Si](C)(C)C(C)(C)C)N(C)C1=O2830.6Standard polar33892256
1,3-Dimethyluric acid,1TBDMS,isomer #2CN1C(=O)C2=C(N(C)C1=O)N([Si](C)(C)C(C)(C)C)C(=O)[NH]22182.7Semi standard non polar33892256
1,3-Dimethyluric acid,1TBDMS,isomer #2CN1C(=O)C2=C(N(C)C1=O)N([Si](C)(C)C(C)(C)C)C(=O)[NH]22421.5Standard non polar33892256
1,3-Dimethyluric acid,1TBDMS,isomer #2CN1C(=O)C2=C(N(C)C1=O)N([Si](C)(C)C(C)(C)C)C(=O)[NH]22889.9Standard polar33892256
1,3-Dimethyluric acid,2TBDMS,isomer #1CN1C(=O)C2=C(N(C)C1=O)N([Si](C)(C)C(C)(C)C)C(=O)N2[Si](C)(C)C(C)(C)C2403.8Semi standard non polar33892256
1,3-Dimethyluric acid,2TBDMS,isomer #1CN1C(=O)C2=C(N(C)C1=O)N([Si](C)(C)C(C)(C)C)C(=O)N2[Si](C)(C)C(C)(C)C2670.7Standard non polar33892256
1,3-Dimethyluric acid,2TBDMS,isomer #1CN1C(=O)C2=C(N(C)C1=O)N([Si](C)(C)C(C)(C)C)C(=O)N2[Si](C)(C)C(C)(C)C2593.5Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 1,3-Dimethyluric acid GC-MS (Non-derivatized) - 70eV, Positivesplash10-00kr-1900000000-572b5e917ae798f7285d2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 1,3-Dimethyluric acid GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 1,3-Dimethyluric acid GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - 1,3-Dimethyluric acid Quattro_QQQ 10V, Positive-QTOF (Annotated)splash10-01ot-1900000000-bbb1123e337bff47c6902012-07-24HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 1,3-Dimethyluric acid Quattro_QQQ 25V, Positive-QTOF (Annotated)splash10-02mr-7900000000-fad7e7de9dee95b2d94b2012-07-24HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 1,3-Dimethyluric acid Quattro_QQQ 40V, Positive-QTOF (Annotated)splash10-047i-6900000000-b985a0b78d94b88e55772012-07-24HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 1,3-Dimethyluric acid 10V, Negative-QTOFsplash10-0002-0900000000-7e858efa4500086bcd702021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 1,3-Dimethyluric acid 20V, Negative-QTOFsplash10-0012-1900000000-1524d46953fcc6d20c7c2021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 1,3-Dimethyluric acid 40V, Negative-QTOFsplash10-0006-9200000000-b367b1622a53667ca97a2021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 1,3-Dimethyluric acid 30V, Negative-QTOFsplash10-01px-5900000000-ab0ac771da751bdacb1e2021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 1,3-Dimethyluric acid 20V, Positive-QTOFsplash10-066s-4900000000-2bebf7701e72700299832021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 1,3-Dimethyluric acid 30V, Negative-QTOFsplash10-01q0-1900000000-e48fc1c8a03d0a4a26c42021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 1,3-Dimethyluric acid 40V, Positive-QTOFsplash10-0a4i-9000000000-63cd602ba4ec338dced42021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 1,3-Dimethyluric acid 10V, Positive-QTOFsplash10-0002-0900000000-85bd64c90cc931b94c6d2021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 1,3-Dimethyluric acid 40V, Positive-QTOFsplash10-0a4i-9000000000-0cdabbf6e8f8f82a9c922021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 1,3-Dimethyluric acid 30V, Positive-QTOFsplash10-0a4i-9300000000-bb25898e6cd1e8fd7df62021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 1,3-Dimethyluric acid 0V, Positive-QTOFsplash10-0002-0900000000-8abc1aacd1e330f9d5662021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 1,3-Dimethyluric acid 30V, Positive-QTOFsplash10-0a4i-9000000000-de880ba189f6704041582021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 1,3-Dimethyluric acid 0V, Positive-QTOFsplash10-0002-0900000000-c398e5bc602974ed2c8e2021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 1,3-Dimethyluric acid 10V, Positive-QTOFsplash10-0a4i-9300000000-370654114c452519f68c2021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 1,3-Dimethyluric acid 30V, Positive-QTOFsplash10-014l-8900000000-fcc11a5a39d775601b502021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 1,3-Dimethyluric acid 10V, Positive-QTOFsplash10-0002-0900000000-5e9ba94ec6b6d85ef52c2021-09-20HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1,3-Dimethyluric acid 10V, Positive-QTOFsplash10-0002-0900000000-6845b92ac4775760f4e22017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1,3-Dimethyluric acid 20V, Positive-QTOFsplash10-0005-0900000000-b12d2b6804ac76c77b2d2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1,3-Dimethyluric acid 40V, Positive-QTOFsplash10-08gi-9400000000-3767a7fbda9ed867cbc52017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1,3-Dimethyluric acid 10V, Negative-QTOFsplash10-0002-0900000000-f5b0e3ac88c5546199d92017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1,3-Dimethyluric acid 20V, Negative-QTOFsplash10-0002-0900000000-f914e8dc73864e65caff2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1,3-Dimethyluric acid 40V, Negative-QTOFsplash10-052f-9300000000-ea85e3f13c8017afbbb32017-09-01Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Experimental 1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, experimental)2012-12-04Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Experimental 2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, H2O, experimental)2012-12-05Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm (predicted from logP)
Biospecimen Locations
  • Blood
  • Feces
  • Urine
Tissue Locations
  • Kidney
  • Liver
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothNormal details
BloodExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableNormal
      Not Available
details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal
details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal
details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal
details
UrineDetected and Quantified4.758 +/- 2.472 umol/mmol creatinineChildren (1 - 13 years old)Not Specified
Normal
    • Analysis of 30 no...
details
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothNormal details
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal
details
UrineDetected and Quantified7.63 umol/mmol creatinineAdult (>18 years old)MaleNormal
    • Shaykhutdinov RA,...
details
UrineDetected and Quantified1.5 (1.34-2.34) umol/mmol creatinineAdult (>18 years old)BothNormal details
UrineDetected and Quantified3.1 (1.3-6.8) umol/mmol creatinineAdult (>18 years old)Both
Normal
details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Colorectal adenoma
details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothInflammatory bowel disease details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Colorectal cancer
details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothColorectal Cancer details
UrineDetected and Quantified9.167 +/- 9.245 umol/mmol creatinineChildren (1 - 13 years old)Not Specified
Eosinophilic esophagitis
    • Analysis of 30 no...
details
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Colorectal adenoma
details
UrineDetected and Quantified33.0 (21.8-52.0) umol/mmol creatinineAdult (>18 years old)Both
Asthma
details
Associated Disorders and Diseases
Disease References
Inflammatory bowel disease
  1. Lee T, Clavel T, Smirnov K, Schmidt A, Lagkouvardos I, Walker A, Lucio M, Michalke B, Schmitt-Kopplin P, Fedorak R, Haller D: Oral versus intravenous iron replacement therapy distinctly alters the gut microbiota and metabolome in patients with IBD. Gut. 2017 May;66(5):863-871. doi: 10.1136/gutjnl-2015-309940. Epub 2016 Feb 4. [PubMed:26848182 ]
Colorectal cancer
  1. Brown DG, Rao S, Weir TL, O'Malia J, Bazan M, Brown RJ, Ryan EP: Metabolomics and metabolic pathway networks from human colorectal cancers, adjacent mucosa, and stool. Cancer Metab. 2016 Jun 6;4:11. doi: 10.1186/s40170-016-0151-y. eCollection 2016. [PubMed:27275383 ]
  2. Goedert JJ, Sampson JN, Moore SC, Xiao Q, Xiong X, Hayes RB, Ahn J, Shi J, Sinha R: Fecal metabolomics: assay performance and association with colorectal cancer. Carcinogenesis. 2014 Sep;35(9):2089-96. doi: 10.1093/carcin/bgu131. Epub 2014 Jul 18. [PubMed:25037050 ]
Asthma
  1. Zydron M, Baranowski J, Baranowska I: Separation, pre-concentration, and HPLC analysis of methylxanthines in urine samples. J Sep Sci. 2004 Oct;27(14):1166-72. [PubMed:15537072 ]
Eosinophilic esophagitis
  1. Slae, M., Huynh, H., Wishart, D.S. (2014). Analysis of 30 normal pediatric urine samples via NMR spectroscopy (unpublished work). NA.
Associated OMIM IDs
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB022712
KNApSAcK IDC00052097
Chemspider ID63527
KEGG Compound IDNot Available
BioCyc IDCPD-14118
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN ID2822
PubChem Compound70346
PDB IDNot Available
ChEBI ID68447
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDMDB00000346
Good Scents IDNot Available
References
Synthesis ReferenceTaylor, Edward C.; Sowinski, Frank. Reaction of 6-amino- and 6-hydrazinopyrimidines with diethyl azodicarboxylate. New method for C-5 functionalization of pyrimidines. Journal of Organic Chemistry (1974), 39(7), 907-10.
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  1. Orlando R, Padrini R, Perazzi M, De Martin S, Piccoli P, Palatini P: Liver dysfunction markedly decreases the inhibition of cytochrome P450 1A2-mediated theophylline metabolism by fluvoxamine. Clin Pharmacol Ther. 2006 May;79(5):489-99. [PubMed:16678550 ]
  2. Knoppert DC, Spino M, Beck R, Thiessen JJ, MacLeod SM: Cystic fibrosis: enhanced theophylline metabolism may be linked to the disease. Clin Pharmacol Ther. 1988 Sep;44(3):254-64. [PubMed:3046811 ]
  3. Miller M, Opheim KE, Raisys VA, Motulsky AG: Theophylline metabolism: variation and genetics. Clin Pharmacol Ther. 1984 Feb;35(2):170-82. [PubMed:6362955 ]
  4. Morris GS, Simmonds HA, Davies PM: Use of biological fluids for the rapid diagnosis of potentially lethal inherited disorders of human purine and pyrimidine metabolism. Biomed Chromatogr. 1986 Jun;1(3):109-18. [PubMed:3506820 ]
  5. Safranow K, Machoy Z: Simultaneous determination of 16 purine derivatives in urinary calculi by gradient reversed-phase high-performance liquid chromatography with UV detection. J Chromatogr B Analyt Technol Biomed Life Sci. 2005 May 25;819(2):229-35. [PubMed:15833286 ]
  6. Safranow K: [Identification and quantitation of purine derivatives in urinary calculi as markers of abnormal purine metabolism by using high-performance liquid chromatography (HPLC)]. Ann Acad Med Stetin. 2000;46:35-49. [PubMed:11712316 ]
  7. Caubet MS, Comte B, Brazier JL: Determination of urinary 13C-caffeine metabolites by liquid chromatography-mass spectrometry: the use of metabolic ratios to assess CYP1A2 activity. J Pharm Biomed Anal. 2004 Feb 4;34(2):379-89. [PubMed:15013152 ]
  8. Miller CA, Slusher LB, Vesell ES: Polymorphism of theophylline metabolism in man. J Clin Invest. 1985 May;75(5):1415-25. [PubMed:4039734 ]