precursor metabolite

Showing entry for Theophylline

Identification

PhytoHub ID
PHUB000791
Name
Theophylline
Systematic Name
1,3-dimethylxanthine
Synonyms
  • 1,3-Dimethylxanthine
  • Theocin
CAS Number
58-55-9
Average Mass
180.167
Monoisotopic Mass
180.064725514
Chemical Formula
C7H8N4O2
IUPAC Name
1,3-dimethyl-2,3,6,7-tetrahydro-1H-purine-2,6-dione
InChI Key
ZFXYFBGIUFBOJW-UHFFFAOYSA-N
InChI Identifier
InChI=1S/C7H8N4O2/c1-10-5-4(8-3-9-5)6(12)11(2)7(10)13/h3H,1-2H3,(H,8,9)
SMILES
CN1C2=C(NC=N2)C(=O)N(C)C1=O
Structure
Similar Structures

Calculated Properties

Solubility (ALOGPS)
2.29e+01 g/l
LogS (ALOGPS)
-0.90
LogP (ALOGPS)
-0.26
Hydrogen Acceptors
3
Hydrogen Donors
1
Rotatable Bond Count
0
Polar Surface Area
69.30000000000001
Refractivity
44.9345
Polarizability
16.85513420954144
Formal Charge
0
Physiological Charge
0
pKa (strongest basic)
-0.77711753278622
pKa (strongest acidic)
7.815127426971927
Number of Rings
2
Rule of Five
Yes
Bioavailability
Yes
Ghose Filter
No
Veber's Rule
No
MDDR-like Rule
No

Taxonomy as Food Phytochemical

Family
N-containing compounds
Class
Alkaloids
Sub-class
Purine and pyrimidine alkaloids

Taxonomy as Metabolite

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

Taxonomy of its Food Phytochemical Precursor(s)

Food PhytochemicalFamilyClassSub-class
CaffeineN-containing compoundsAlkaloidsPurine and pyrimidine alkaloidsShow Food Phytochemical
Cocoa purinesN-containing compoundsAlkaloidsPurine and pyrimidine alkaloidsShow Food Phytochemical
TheophyllineN-containing compoundsAlkaloidsPurine and pyrimidine alkaloidsShow Food Phytochemical
Coffee purinesN-containing compoundsAlkaloidsPurine and pyrimidine alkaloidsShow Food Phytochemical

Classyfire Taxonomy

Kingdom Name
Organic compounds
Class
Imidazopyrimidines
Super-class
Organoheterocyclic compounds
Sub-class
Purines and purine derivatives
Direct Parent Name
Xanthines
Alternative Parent Names
["6-oxopurines", "Alkaloids and derivatives", "Azacyclic compounds", "Heteroaromatic compounds", "Hydrocarbon derivatives", "Imidazoles", "Lactams", "Organic oxides", "Organonitrogen compounds", "Organooxygen compounds", "Organopnictogen compounds", "Pyrimidones", "Ureas", "Vinylogous amides"]
External Descriptor Annotations
["Purine alkaloids", "a small molecule", "dimethylxanthine"]
Substituent Names
["6-oxopurine", "Alkaloid or derivatives", "Aromatic heteropolycyclic compound", "Azacycle", "Azole", "Heteroaromatic compound", "Hydrocarbon derivative", "Imidazole", "Lactam", "Organic nitrogen compound", "Organic oxide", "Organic oxygen compound", "Organonitrogen compound", "Organooxygen compound", "Organopnictogen compound", "Purinone", "Pyrimidine", "Pyrimidone", "Urea", "Vinylogous amide", "Xanthine"]

Spectra from Online Resources

Record IDSourceDescriptionView
AU111403MassBankLC-ESI-QTOF Spectrum - Ramp 17.3-26.0 eV, unspecifiedView Spectra
CO000046MassBankLC-ESI-QTOF Spectrum - 10 eV, unspecifiedView Spectra
CO000047MassBankLC-ESI-QTOF Spectrum - 20 eV, unspecifiedView Spectra
CO000048MassBankLC-ESI-QTOF Spectrum - 30 eV, unspecifiedView Spectra
CO000049MassBankLC-ESI-QTOF Spectrum - 40 eV, unspecifiedView Spectra
CO000050MassBankLC-ESI-QTOF Spectrum - 50 eV, unspecifiedView Spectra
JP002818MassBankEI-B Spectrum - -, [M]+*View Spectra
JP011292MassBankEI-B Spectrum - -, [M]+*View Spectra
KO000310MassBankLC-ESI-QQ Spectrum - 10 V, unspecifiedView Spectra
KO000311MassBankLC-ESI-QQ Spectrum - 20 V, unspecifiedView Spectra
KO000312MassBankLC-ESI-QQ Spectrum - 30 V, unspecifiedView Spectra
KO000313MassBankLC-ESI-QQ Spectrum - 40 V, unspecifiedView Spectra
KO000314MassBankLC-ESI-QQ Spectrum - 50 V, unspecifiedView Spectra
KO001904MassBankLC-ESI-QQ Spectrum - 10 V, unspecifiedView Spectra
KO001905MassBankLC-ESI-QQ Spectrum - 20 V, unspecifiedView Spectra
KO001906MassBankLC-ESI-QQ Spectrum - 30 V, unspecifiedView Spectra
KO001907MassBankLC-ESI-QQ Spectrum - 40 V, unspecifiedView Spectra
KO001908MassBankLC-ESI-QQ Spectrum - 50 V, unspecifiedView Spectra
KO002408MassBankLC-ESI-QQ Spectrum - 10 V, unspecifiedView Spectra
KO002409MassBankLC-ESI-QQ Spectrum - 20 V, unspecifiedView Spectra
KO002410MassBankLC-ESI-QQ Spectrum - 30 V, unspecifiedView Spectra
KO002411MassBankLC-ESI-QQ Spectrum - 40 V, unspecifiedView Spectra
KO002412MassBankLC-ESI-QQ Spectrum - 50 V, unspecifiedView Spectra
KO004132MassBankLC-ESI-QQ Spectrum - 10 V, unspecifiedView Spectra
KO004133MassBankLC-ESI-QQ Spectrum - 20 V, unspecifiedView Spectra
KO004134MassBankLC-ESI-QQ Spectrum - 30 V, unspecifiedView Spectra
KO004135MassBankLC-ESI-QQ Spectrum - 40 V, unspecifiedView Spectra
KO004136MassBankLC-ESI-QQ Spectrum - 50 V, unspecifiedView Spectra
MT000080MassBankLC-ESI-IT Spectrum - 40, unspecifiedView Spectra
PS099201ReSpectN/A Spectrum - 10, [M+H]+View Spectra
PS099202ReSpectN/A Spectrum - 20, [M+H]+View Spectra
PS099203ReSpectN/A Spectrum - 30, [M+H]+View Spectra
PS099204ReSpectN/A Spectrum - 40, [M+H]+View Spectra
PS099205ReSpectN/A Spectrum - 50, [M+H]+View Spectra
PS099206ReSpectN/A Spectrum - 60, [M+H]+View Spectra
WA000305MassBankLC-ESI-Q Spectrum - -, unspecifiedView Spectra
WA000306MassBankLC-ESI-Q Spectrum - -, unspecifiedView Spectra
WA000307MassBankLC-ESI-Q Spectrum - -, unspecifiedView Spectra
WA000308MassBankLC-ESI-Q Spectrum - -, unspecifiedView Spectra
WA000309MassBankLC-ESI-Q Spectrum - -, unspecifiedView Spectra
WA000310MassBankLC-ESI-Q Spectrum - -, unspecifiedView Spectra
WA001340MassBankLC-ESI-Q Spectrum - -, unspecifiedView Spectra
WA001341MassBankLC-ESI-Q Spectrum - -, unspecifiedView Spectra
WA001342MassBankLC-ESI-Q Spectrum - -, unspecifiedView Spectra
WA001343MassBankLC-ESI-Q Spectrum - -, unspecifiedView Spectra
WA001344MassBankLC-ESI-Q Spectrum - -, unspecifiedView Spectra
WA001345MassBankLC-ESI-Q Spectrum - -, unspecifiedView Spectra

Food Sources

NameGroup
Cocoa beanCocoa and cocoa products PublicationsShow
GuaranaBeverages, Non-alcoholic PublicationsShow
MateTeas and herbal teas PublicationsShow
Roasted coffeeCoffee and coffee products PublicationsShow
TeaTeas and herbal teas PublicationsShow

Food Sources of its Food Phytochemical(s)

Food PhytochemicalFood SourceFood Source Group
CaffeineArabica coffeeCoffee and coffee products PublicationsShow
CaffeineBlack teaTeas and herbal teas PublicationsShow
CaffeineBlackcurrantFruit, Berries PublicationsShow
CaffeineChocolateCocoa and cocoa products PublicationsShow
CaffeineCocoaCocoa and cocoa products PublicationsShow
Cocoa purinesCocoaCocoa and cocoa products PublicationsShow
CaffeineCocoa 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
Coffee purinesGreen/roasted coffeeCoffee and coffee products PublicationsShow
CaffeineGuaranaBeverages, Non-alcoholic PublicationsShow
TheophyllineGuaranaBeverages, Non-alcoholic PublicationsShow
CaffeineMateTeas and herbal teas PublicationsShow
TheophyllineMateTeas and herbal teas PublicationsShow
CaffeineMocha coffeeCoffee and coffee products PublicationsShow
CaffeineRoasted coffeeCoffee and coffee products PublicationsShow
TheophyllineRoasted coffeeCoffee and coffee products PublicationsShow
CaffeineSodaBeverages, Non-alcoholic PublicationsShow
CaffeineTeaTeas 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
Theophylline Theophyllinehumanplasma, serum, urineunchanged3h-5h>20µmol/L10-30%C7H8N4O2180.064725514 Detailed Intervention Studies Publications
Theophylline 1,3-dimethyluric acidhumanurinehost metabolismNot AvailableNot Available30-50%C7H8N4O3196.059640134 Detailed Intervention Studies Publications
Theophylline 1-methylxanthinehumanplasma, urinehost metabolismNot AvailableNot AvailableNot AvailableC6H6N4O2166.049075449 Publications
Theophylline 1-methyluric acidhumanurinehost metabolismNot AvailableNot Available10-30%C6H6N4O3182.043990069 Detailed Intervention Studies Publications
Theophylline 3-methylxanthinehumanurinehost metabolismNot AvailableNot Available10-30%C6H6N4O2166.049075449 Detailed Intervention Studies Publications
Caffeine Theophyllinehumanplasma, serum, urinehost metabolism1h-3h2-5µmol/L1-5%C7H8N4O2180.064725514 Detailed Intervention Studies Publications
Cocoa purines Theophyllinehumanplasmaunchanged1h-3h5-20µmol/LNot AvailableC7H8N4O2180.064725514 Detailed Intervention Studies Publications
Coffee purines TheophyllineNot AvailableNot AvailableNot AvailableNot AvailableNot AvailableNot AvailableC7H8N4O2180.064725514 Detailed Intervention Studies

Inter-Individual Variations in Metabolism

Food PhytochemicalMetaboliteEffectValue
Theophylline TheophyllineAgeNo effect Publications
Theophylline 1,3-dimethyluric acidAgeNo effect Publications
Theophylline 1-methylxanthineSmokingNo effect Publications
Theophylline ParaxanthineAgeNo effect Publications
Theophylline ParaxanthineBmiEffect, clusters Publications
Theophylline 3-methylxanthineAgeNo effect Publications
Caffeine TheophyllineAgeNo effect Publications
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