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CHEBI:28177 - theophylline

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ChEBI Name theophylline
ChEBI ID CHEBI:28177
Definition A dimethylxanthine having the two methyl groups located at positions 1 and 3. It is structurally similar to caffeine and is found in green and black tea.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:45950, CHEBI:9523, CHEBI:26940
Supplier Information
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Formula C7H8N4O2
Net Charge 0
Average Mass 180.16418
Monoisotopic Mass 180.065
InChI InChI=1S/C7H8N4O2/c1-10-5-4(8-3-9-5)6(12)11(2)7(10)13/h3H,1-2H3,(H,8,9)
InChIKey ZFXYFBGIUFBOJW-UHFFFAOYSA-N
SMILES Cn1c2nc[nH]c2c(=O)n(C)c1=O
Metabolite of Species Details
Citrus limon (NCBI:2708) See: DOI
Citrus maxima (NCBI:37334) See: DOI
Citrus x paradisi (NCBI:37656) See: DOI
Homo sapiens (NCBI:9606) Found in blood serum (BTO:0000133). See: MetaboLights Study
Roles Classification
Biological Role(s): EC 3.1.4.* (phosphoric diester hydrolase) inhibitor
An EC 3.1.* (ester hydrolase) inhibitor that interferes with the action of a phosphoric diester hydrolase (EC 3.1.4.*).
immunomodulator
Biologically active substance whose activity affects or plays a role in the functioning of the immune system.
adenosine receptor antagonist
An antagonist at any adenosine receptor.
drug metabolite

fungal metabolite
Any eukaryotic metabolite produced during a metabolic reaction in fungi, the kingdom that includes microorganisms such as the yeasts and moulds.
human blood serum metabolite
Any metabolite (endogenous or exogenous) found in human blood serum samples.
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
(via alkaloid )
Application(s): muscle relaxant
A drug used to produce muscle relaxation (excepting neuromuscular blocking agents). Its primary clinical and therapeutic use is the treatment of muscle spasm and immobility associated with strains, sprains, and injuries of the back and, to a lesser degree, injuries to the neck. Also used for the treatment of a variety of clinical conditions that have in common only the presence of skeletal muscle hyperactivity, for example, the muscle spasms that can occur in multiple sclerosis.
bronchodilator agent
An agent that causes an increase in the expansion of a bronchus or bronchial tubes.
vasodilator agent
A drug used to cause dilation of the blood vessels.
immunomodulator
Biologically active substance whose activity affects or plays a role in the functioning of the immune system.
anti-inflammatory agent
Any compound that has anti-inflammatory effects.
anti-asthmatic drug
A drug used to treat asthma.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing theophylline (CHEBI:28177) has role adenosine receptor antagonist (CHEBI:71232)
theophylline (CHEBI:28177) has role anti-asthmatic drug (CHEBI:49167)
theophylline (CHEBI:28177) has role anti-inflammatory agent (CHEBI:67079)
theophylline (CHEBI:28177) has role bronchodilator agent (CHEBI:35523)
theophylline (CHEBI:28177) has role drug metabolite (CHEBI:49103)
theophylline (CHEBI:28177) has role EC 3.1.4.* (phosphoric diester hydrolase) inhibitor (CHEBI:50218)
theophylline (CHEBI:28177) has role fungal metabolite (CHEBI:76946)
theophylline (CHEBI:28177) has role human blood serum metabolite (CHEBI:85234)
theophylline (CHEBI:28177) has role immunomodulator (CHEBI:50846)
theophylline (CHEBI:28177) has role muscle relaxant (CHEBI:51371)
theophylline (CHEBI:28177) has role vasodilator agent (CHEBI:35620)
theophylline (CHEBI:28177) is a dimethylxanthine (CHEBI:23818)
Incoming aminophylline (CHEBI:2659) has part theophylline (CHEBI:28177)
IUPAC Name
1,3-dimethyl-3,7-dihydro-1H-purine-2,6-dione
Synonyms Sources
1,3-dimethyl-7H-purine-2,6-dione IUPHAR
1,3-Dimethylxanthine KEGG COMPOUND
Theophyllin ChemIDplus
Theophylline KEGG COMPOUND
THEOPHYLLINE PDBeChem
theophylline UniProt
théophylline ChEBI
theophylline anhydrous ChemIDplus
Brand Names Sources
Elixophyllin KEGG DRUG
Respbid ChemIDplus
Theo-Dur ChemIDplus
Theolair KEGG DRUG
Uniphyl KEGG DRUG
Database Links Databases
C00001510 KNApSAcK
C07130 KEGG COMPOUND
CPD-12479 MetaCyc
D00371 KEGG DRUG
DB00277 DrugBank
HMDB01889 HMDB
TEP PDBeChem
Theophylline Wikipedia
View more database links
Registry Numbers Types Sources
13463 Beilstein Registry Number Beilstein
13463 Reaxys Registry Number Reaxys
51226 Gmelin Registry Number Gmelin
58-55-9 CAS Registry Number KEGG COMPOUND
58-55-9 CAS Registry Number ChemIDplus
58-55-9 CAS Registry Number NIST Chemistry WebBook
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Last Modified
25 February 2016