Identification

PhytoHub ID
PHUB002535
Name
3-methylxanthine
Systematic Name
3-methylxanthine
Synonyms
  • 2,6-Dihydroxy-3-methylpurine
  • 3,9-Dihydro-3-methyl-1H-purine-2,6-dione
CAS Number
1076-22-8
Average Mass
166.14
Monoisotopic Mass
166.049075449
Chemical Formula
C6H6N4O2
IUPAC Name
3-methyl-2,3,6,7-tetrahydro-1H-purine-2,6-dione
InChI Key
GMSNIKWWOQHZGF-UHFFFAOYSA-N
InChI Identifier
InChI=1S/C6H6N4O2/c1-10-4-3(7-2-8-4)5(11)9-6(10)12/h2H,1H3,(H,7,8)(H,9,11,12)
SMILES
CN1C2=C(NC=N2)C(=O)NC1=O
Structure

Calculated Properties

Solubility (ALOGPS)
1.27e+01 g/l
LogS (ALOGPS)
-1.12
LogP (ALOGPS)
-0.46
Hydrogen Acceptors
3
Hydrogen Donors
2
Rotatable Bond Count
0
Polar Surface Area
78.09
Refractivity
40.0378
Polarizability
14.751514434380411
Formal Charge
0
Physiological Charge
0
pKa (strongest basic)
-0.7602900334586413
pKa (strongest acidic)
7.856556089951798
Number of Rings
2
Rule of Five
Yes
Bioavailability
Yes
Ghose Filter
No
Veber's Rule
No
MDDR-like Rule
No

Taxonomy as Metabolite

Family
N-containing compound metabolites
Class
Alkaloid metabolites
Sub-class
Purines and pyrimidines (parent, host and microbial metabolites)

Taxonomy of its Food Phytochemical Precursor(s)

Food PhytochemicalFamilyClassSub-class
CaffeineN-containing compoundsAlkaloidsPurines and pyrimidinesShow Food Phytochemical
TheobromineN-containing compoundsAlkaloidsPurines and pyrimidinesShow Food Phytochemical
TheophyllineN-containing compoundsAlkaloidsPurines and pyrimidinesShow Food Phytochemical
Cocoa purinesN-containing compoundsAlkaloidsPurines and pyrimidinesShow Food Phytochemical

Spectra from Online Resources

No spectra information available

Spectra from Phytohub

Spectrum TypeDescriptionSplash KeyDeposition DateView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-01bj-5900000000-e52c5f846a0fa5fe07ef2017-09-01View Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12View Spectrum
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)splash10-004i-1900000000-ddc5f6a902d7bbd1fb472012-07-24View Spectrum
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)splash10-01b9-1900000000-c8fefaf49ff5420982572012-07-24View Spectrum
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)splash10-0006-9100000000-e21e77b88dfb9995efdd2012-07-24View Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Positivesplash10-014i-1900000000-e5e3ab4240496c2d11742012-08-31View Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Negativesplash10-014i-0900000000-18cbc6f55db32d03e9fb2012-08-31View Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , negativesplash10-014i-0900000000-18cbc6f55db32d03e9fb2017-09-14View Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-014i-1900000000-e5e3ab4240496c2d11742017-09-14View Spectrum
LC-MS/MSLC-MS/MS Spectrum - 40V, Positivesplash10-00kf-9000000000-2798f94f3fae6b71fd242021-09-20View Spectrum
LC-MS/MSLC-MS/MS Spectrum - 10V, Negativesplash10-014i-1900000000-e669f6d72e0c6f52426d2021-09-20View Spectrum
LC-MS/MSLC-MS/MS Spectrum - 20V, Positivesplash10-00xr-4900000000-c551a8b2a188600206662021-09-20View Spectrum
LC-MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-014i-0900000000-368b9799295bcad108a62021-09-20View Spectrum
LC-MS/MSLC-MS/MS Spectrum - 20V, Negativesplash10-00xu-5900000000-37aae7a39dc6fe95fe732021-09-20View Spectrum
LC-MS/MSLC-MS/MS Spectrum - 30V, Negativesplash10-00r6-9300000000-8446d34de983224e406e2021-09-20View Spectrum
LC-MS/MSLC-MS/MS Spectrum - 40V, Negativesplash10-014l-9000000000-e59666cd3257a8b919c22021-09-20View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-0900000000-c30c1961ecbdf271a24e2015-04-24View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-014i-1900000000-ab9e73c4012de4c80f382015-04-24View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-014i-9100000000-8c4dac19316eed77c6dc2015-04-24View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0900000000-ef5279264b1ae3a9f2c02015-04-25View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-01bc-5900000000-ae2f574c67e566bead1c2015-04-25View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9100000000-1a0783c7fb8ec28a786f2015-04-25View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-0900000000-d3632c2d43dc7c3c5d2b2021-09-24View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-014i-4900000000-c71fccea6e32b15af7fa2021-09-24View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00kf-9200000000-9a5e9e09ea4184c6ef372021-09-24View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0900000000-d5b4655ae02ddbadcfc02021-09-24View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014i-4900000000-21e34d3a8183ecf2d2092021-09-24View Spectrum

Food Sources

No food source information available

Food Sources of its Food Phytochemical(s)

Food PhytochemicalFood SourceFood Source Group
CaffeineArabica coffeeCoffee and coffee products PublicationsShow
TheobromineArabica coffeeCoffee and coffee products PublicationsShow
CaffeineBlack teaTeas and herbal teas PublicationsShow
CaffeineBlackcurrantFruit, Berries PublicationsShow
CaffeineChocolateCocoa and cocoa products PublicationsShow
TheobromineChocolateCocoa and cocoa products PublicationsShow
CaffeineCocoaCocoa and cocoa products PublicationsShow
TheobromineCocoaCocoa and cocoa products PublicationsShow
Cocoa purinesCocoaCocoa and cocoa products PublicationsShow
CaffeineCocoa beanCocoa and cocoa products PublicationsShow
TheobromineCocoa beanCocoa and cocoa products PublicationsShow
TheophyllineCocoa beanCocoa and cocoa products PublicationsShow
CaffeineCoffeeCoffee and coffee products PublicationsShow
CaffeineGreen teaTeas and herbal teas PublicationsShow
CaffeineGreen/roasted coffeeCoffee and coffee products PublicationsShow
TheobromineGreen/roasted coffeeCoffee and coffee products PublicationsShow
CaffeineGuaranaBeverages, Non-alcoholic PublicationsShow
TheobromineGuaranaBeverages, Non-alcoholic PublicationsShow
TheophyllineGuaranaBeverages, Non-alcoholic PublicationsShow
CaffeineMateTeas and herbal teas PublicationsShow
TheobromineMateTeas and herbal teas PublicationsShow
TheophyllineMateTeas and herbal teas PublicationsShow
CaffeineMocha coffeeCoffee and coffee products PublicationsShow
CaffeineRoasted coffeeCoffee and coffee products PublicationsShow
TheobromineRoasted coffeeCoffee and coffee products PublicationsShow
TheophyllineRoasted coffeeCoffee and coffee products PublicationsShow
CaffeineSodaBeverages, Non-alcoholic PublicationsShow
CaffeineTeaTeas and herbal teas PublicationsShow
TheobromineTeaTeas and herbal teas PublicationsShow
TheophyllineTeaTeas and herbal teas PublicationsShow

Role as Biomarker of intake

No roles as Biomarker of intake found

Metabolism

Food PhytochemicalMetaboliteSpeciesBiofluidsOriginTMaxCMaxUrinary ExcretionFormulaMonoisotopic mass
Caffeine 3-methylxanthinehumanurinehost metabolismNot AvailableNot Available1-5%C6H6N4O2166.049075449 Detailed Intervention Studies Publications
Theobromine 3-methylxanthinehumanurinehost metabolismNot AvailableNot Available10-30%C6H6N4O2166.049075449 Detailed Intervention Studies Publications
Theophylline 3-methylxanthinehumanurinehost metabolismNot AvailableNot Available10-30%C6H6N4O2166.049075449 Detailed Intervention Studies Publications
Cocoa purines 3-methylxanthinehumanplasmahost metabolism1h-3h0.5-2┬Ámol/LNot AvailableC6H6N4O2166.049075449 Detailed Intervention Studies Publications

Inter-Individual Variations in Metabolism

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