Record Information
Version1.0
Creation date2010-04-08 22:04:34 UTC
Update date2019-11-26 02:54:50 UTC
Primary IDFDB000453
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameTheophylline
DescriptionConstituent of tea leaves (Camellia thea) and maté (Ilex paraguariensis) Theophylline, also known as dimethylxanthine, is a methylxanthine drug used in therapy for respiratory diseases such as COPD and asthma under a variety of brand names. As a member of the xanthine family, it bears structural and pharmacological similarity to caffeine. It is naturally found in tea and in cocoa beans.
CAS Number58-55-9
Structure
Thumb
Synonyms
SynonymSource
1,3-Dimethyl-2,6-dioxo-1,2,3,6-tetrahydropurinebiospider
1,3-Dimethyl-3,7-dihydro-1H-purine-2,6-dionebiospider
1,3-Dimethyl-3,9-dihydro-1H-purine-2,6-dionebiospider
1,3-Dimethyl-7H-purine-2,6-dionebiospider
1,3-Dimethylxanthinedb_source
1H-Purine-2,6-dione, 3,7-dihydro-1,3-dimethyl-biospider
1H-Purine-2,6-dione, 3,9-dihydro-1,3-dimethyl-biospider
2,6-Dihydroxy-1,3-dimethylpurinebiospider
3,7-Dihydro-1,3-dimethyl-1H-purine-2,6-dione, 9CIdb_source
Accurbronbiospider
Acet-theocinHMDB
AerolateHMDB
Aerolate IIIHMDB
Aerolate srHMDB
Aminophyllinebiospider
AquaphyllinHMDB
Armophyllinebiospider
AsbronHMDB
AsmaxHMDB
AustynHMDB
BronkodylHMDB
Bronkodyl srHMDB
Choledyl saHMDB
Constant-tHMDB
DiphyllinHMDB
Doraphyllinbiospider
DuraphylHMDB
Dyspne-inhalHMDB
ElixexHMDB
ElixiconHMDB
ElixominHMDB
ElixophyllinChEBI
Elixophyllin srHMDB
Elixophyllinebiospider
Euphyllinebiospider
EuphylongHMDB
LabidHMDB
Labophyllinebiospider
LanophyllinHMDB
Liquophyllinebiospider
LiquoriceHMDB
MaphyllineHMDB
Medaphyllinbiospider
Mudranebiospider
Nuelindb_source
Optiphyllinbiospider
ParkophyllinHMDB
PseudotheophyllineHMDB
Purine-2,6(1H,3H)-dione, 1,3-dimethyl-biospider
Quibron t/srHMDB
Quibron-tHMDB
Quibron-t/srHMDB
RespbidChEBI
Slo-bidHMDB
Slo-phyllinHMDB
Slophyllinbiospider
SolosinHMDB
Somophyllin-crtHMDB
Somophyllin-dfHMDB
Somophyllin-tHMDB
Spophyllin retardHMDB
SustaireHMDB
Synophylatebiospider
Synophylate-l.a. cenulesHMDB
T-phylHMDB
Tefaminbiospider
TeofilinaHMDB
TeofyllaminHMDB
TeolairHMDB
Teonovadb_source
Theacitinbiospider
Theal tabl.HMDB
Theal tabletsHMDB
Theo-durChEBI
Theo-dur-sprinkleHMDB
TheobidHMDB
Theobid jr.HMDB
TheochronHMDB
Theocindb_source
Theoclair-srHMDB
Theoclear 80HMDB
Theoclear l.a.-130HMDB
Theoclear laHMDB
Theoclear-200HMDB
Theoclear-80HMDB
TheocontinHMDB
TheodelHMDB
TheofolHMDB
TheogradHMDB
Theokinbiospider
TheolairChEBI
Theolair-srHMDB
Theolixbiospider
TheolixirHMDB
Theona PHMDB
TheophylHMDB
Theophyl-225HMDB
Theophyl-srHMDB
Theophylinebiospider
Theophyllinbiospider
Theophylline anhydrousChEBI
Theophylline-srHMDB
Theostat 80HMDB
TheoventHMDB
Uni-durHMDB
UnifylHMDB
UniphylChEBI
UniphyllinHMDB
Uniphyllinebiospider
Xanthine, 1,3-dimethyl-biospider
XanthiumHMDB
XantiventHMDB
Predicted PropertiesNot Available
Chemical FormulaC7H8N4O2
IUPAC name
InChI IdentifierInChI=1S/C7H8N4O2/c1-10-5-4(8-3-9-5)6(12)11(2)7(10)13/h3H,1-2H3,(H,8,9)
InChI KeyZFXYFBGIUFBOJW-UHFFFAOYSA-N
Isomeric SMILESCN1C2=C(NC=N2)C(=O)N(C)C1=O
Average Molecular Weight180.164
Monoisotopic Molecular Weight180.06472552
Classification
ClassificationNot classified
Ontology
Physiological effect

Health effect:

Disposition

Route of exposure:

Source:

Biological location:

Process

Naturally occurring process:

Role

Industrial application:

Biological role:

Foods
  • Cocoa and cocoa products
  • Beverages:

    Physico-Chemical Properties - Experimental
    Physico-Chemical Properties - Experimental
    PropertyValueReference
    Physical stateSolid
    Physical DescriptionNot Available
    Mass CompositionC 46.67%; H 4.48%; N 31.10%; O 17.76%DFC
    Melting PointMp 264°DFC
    Boiling PointNot Available
    Experimental Water Solubility7.36 mg/mL at 25 oCYALKOWSKY,SH & HE,Y (2003)
    Experimental logP-0.02HANSCH,C ET AL. (1995)
    Experimental pKapKa2 8.6 (25°)DFC
    Isoelectric pointNot Available
    ChargeNot Available
    Optical RotationNot Available
    Spectroscopic UV DataNot Available
    DensityNot Available
    Refractive IndexNot Available
    Spectra
    Spectra
    EI-MS/GC-MSNot Available
    MS/MSNot Available
    NMRNot Available
    ChemSpider ID2068
    ChEMBL IDCHEMBL190
    KEGG Compound IDC07130
    Pubchem Compound ID2153
    Pubchem Substance IDNot Available
    ChEBI ID28177
    Phenol-Explorer IDNot Available
    DrugBank IDDB00277
    HMDB IDHMDB01889
    CRC / DFC (Dictionary of Food Compounds) IDBCK73-S:BCK73-S
    EAFUS IDNot Available
    Dr. Duke IDTHEOPHYLLINE| DIMETHYLXANTHINE
    BIGG IDNot Available
    KNApSAcK IDC00001510
    HET IDTEP
    Food Biomarker OntologyNot Available
    VMH IDNot Available
    Flavornet IDNot Available
    GoodScent IDNot Available
    SuperScent IDNot Available
    Wikipedia IDTheophylline
    Phenol-Explorer Metabolite IDNot Available
    Duplicate IDSNot Available
    Old DFC IDSNot Available
    Associated Foods
    FoodContent Range AverageReference
    FoodReference
    Biological Effects and Interactions
    Health Effects / Bioactivities
    DescriptorIDDefinitionReference
    (+)-inotropicDUKE
    allergenic50904 A chemical compound which causes the onset of an allergic reaction by interacting with any of the molecular pathways involved in an allergy.DUKE
    anti apneic52217 Any substance introduced into a living organism with therapeutic or diagnostic purpose.DUKE
    anti asthmatic49167 A drug used to treat asthma.DUKE
    anti bradyarrhythmic38070 A drug used for the treatment or prevention of cardiac arrhythmias. Anti-arrhythmia drugs may affect the polarisation-repolarisation phase of the action potential, its excitability or refractoriness, or impulse conduction or membrane responsiveness within cardiac fibres.DUKE
    anti bronchitic52217 Any substance introduced into a living organism with therapeutic or diagnostic purpose.DUKE
    anti cellulitic52217 Any substance introduced into a living organism with therapeutic or diagnostic purpose.DUKE
    antidote50247 Any protective agent counteracting or neutralizing the action of poisons.DUKE
    anti emphysemic52217 Any substance introduced into a living organism with therapeutic or diagnostic purpose.DUKE
    anti neuralgic52217 Any substance introduced into a living organism with therapeutic or diagnostic purpose.DUKE
    anti rhinitic52217 Any substance introduced into a living organism with therapeutic or diagnostic purpose.DUKE
    anti spasmodic52217 Any substance introduced into a living organism with therapeutic or diagnostic purpose.DUKE
    anti viral22587 A substance that destroys or inhibits replication of viruses.DUKE
    arteriodilatorDUKE
    bronchodilator35523 An agent that causes an increase in the expansion of a bronchus or bronchial tubes.DUKE
    cAMP inhibitor35222 A substance that diminishes the rate of a chemical reaction.DUKE
    cAMP-phosphodiesterase inhibitor23924 A compound or agent that combines with an enzyme in such a manner as to prevent the normal substrate-enzyme combination and the catalytic reaction.DUKE
    cardiovascular38070 A drug used for the treatment or prevention of cardiac arrhythmias. Anti-arrhythmia drugs may affect the polarisation-repolarisation phase of the action potential, its excitability or refractoriness, or impulse conduction or membrane responsiveness within cardiac fibres.DUKE
    cGMP inhibitor35222 A substance that diminishes the rate of a chemical reaction.DUKE
    cGMP-phosphodiesterase inhibitor23924 A compound or agent that combines with an enzyme in such a manner as to prevent the normal substrate-enzyme combination and the catalytic reaction.DUKE
    cholereticDUKE
    central nervous system stimulant35470 A class of drugs producing both physiological and psychological effects through a variety of mechanisms involving the central nervous system.DUKE
    diuretic35498 An agent that promotes the excretion of urine through its effects on kidney function.DUKE
    fetotoxic52209 A role played by the molecular entity or part thereof which causes the development of a pathological process.DUKE
    herbicide24527 A substance used to destroy plant pests.DUKE
    hypertensiveDUKE
    hyperuricemicDUKE
    hypoglycemic35526 A drug which lowers the blood glucose level.DUKE
    myocardiotonic38070 A drug used for the treatment or prevention of cardiac arrhythmias. Anti-arrhythmia drugs may affect the polarisation-repolarisation phase of the action potential, its excitability or refractoriness, or impulse conduction or membrane responsiveness within cardiac fibres.DUKE
    myorelaxantDUKE
    pesticide25944 Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests.DUKE
    prostaglandin secretorDUKE
    stimulantDUKE
    tachycardic38070 A drug used for the treatment or prevention of cardiac arrhythmias. Anti-arrhythmia drugs may affect the polarisation-repolarisation phase of the action potential, its excitability or refractoriness, or impulse conduction or membrane responsiveness within cardiac fibres.DUKE
    teratogenic50905 A role played by a chemical compound in biological systems with adverse consequences in embryo developments, leading to birth defects, embryo death or altered development, growth retardation and functional defect.DUKE
    vasodilator35620 A drug used to cause dilation of the blood vessels.DUKE
    Enzymes
    NameGene NameUniProt ID
    Adenosine deaminaseADAP00813
    Adenosine receptor A1ADORA1P30542
    Adenosine receptor A2aADORA2AP29274
    Adenosine receptor A2bADORA2BP29275
    Pathways
    NameSMPDB LinkKEGG Link
    Caffeine MetabolismSMP00028 map00232
    MetabolismNot Available
    BiosynthesisNot Available
    Organoleptic Properties
    Flavours
    FlavorCitations
    bitter
    1. Ayana Wiener, Marina Shudler, Anat Levit, Masha Y. Niv. BitterDB: a database of bitter compounds. Nucleic Acids Res 2012, 40(Database issue):D413-419. DOI:10.1093/nar/gkr755
    Files
    MSDSshow
    References
    Synthesis ReferenceNot Available
    General ReferenceNot Available
    Content Reference— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).
    — Shinbo, Y., et al. 'KNApSAcK: a comprehensive species-metabolite relationship database.' Plant Metabolomics. Springer Berlin Heidelberg, 2006. 165-181.