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CHEBI:28946 - theobromine

ChEBI IDCHEBI:28946
ChEBI Nametheobromine
Stars
DefinitionA dimethylxanthine having the two methyl groups located at positions 3 and 7. A purine alkaloid derived from the cacao plant, it is found in chocolate, as well as in a number of other foods, and is a vasodilator, diuretic and heart stimulator.
Secondary ChEBI IDsCHEBI:9521, CHEBI:26939, CHEBI:39914
Last Modified20 June 2017
DownloadsMolfile
FormulaC7H8N4O2
Net Charge0
Average Mass180.167
Monoisotopic Mass180.06473
SMILESCn1cnc2c1c(=O)nc(=O)n2C
InChIInChI=1S/C7H8N4O2/c1-10-3-8-5-4(10)6(12)9-7(13)11(5)2/h3H,1-2H3,(H,9,12,13)
InChIKeyYAPQBXQYLJRXSA-UHFFFAOYSA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Theobroma cacao (ncbitaxon:3641) fruit (BTO:0000486) PubMed (15128023)
Homo sapiens (ncbitaxon:9606) blood serum (BTO:0000133) MetaboLights (MTBLS90)
Mus musculus (ncbitaxon:10090) - PubMed (19425150) Source: BioModels - MODEL1507180067
Roles Classification
Biological Roles:
food component  A physiological role played by any substance that is distributed in foodstuffs. It includes materials derived from plants or animals, such as vitamins or minerals, as well as environmental contaminants.
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
mouse metabolite  Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
adenosine receptor antagonist  An antagonist at any adenosine receptor.
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.
Applications:
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.
ChEBI Ontology
Outgoing Relation(s)
theobromine (CHEBI:28946) has role adenosine receptor antagonist (CHEBI:71232)
theobromine (CHEBI:28946) has role bronchodilator agent (CHEBI:35523)
theobromine (CHEBI:28946) has role food component (CHEBI:78295)
theobromine (CHEBI:28946) has role human blood serum metabolite (CHEBI:85234)
theobromine (CHEBI:28946) has role mouse metabolite (CHEBI:75771)
theobromine (CHEBI:28946) has role plant metabolite (CHEBI:76924)
theobromine (CHEBI:28946) has role vasodilator agent (CHEBI:35620)
theobromine (CHEBI:28946) is a dimethylxanthine (CHEBI:23818)
IUPAC Name 
3,7-dimethyl-3,7-dihydro-1H-purine-2,6-dione
Synonyms  Source
TheobromineKEGG COMPOUND
3,7-dimethylxanthineChEBI
THEOBROMINEPDBeChem
TheobrominChEBI
3,7-dihydro-3,7-dimethyl-1H-purine-2,6-dioneNIST Chemistry WebBook
3,7-dimethylpurine-2,6-dioneDrugBank
UniProt Name  Source
theobromineUniProt
Manual XrefsDatabases
C07480KEGG COMPOUND
37TPDBeChem
DB01412DrugBank
HMDB0002825HMDB
3-7-DIMETHYLXANTHINEMetaCyc
TheobromineWikipedia
C00001509KNApSAcK
LSM-5483LINCS
2618DrugCentral
Registry NumbersSources
Gmelin:143367Gmelin
Reaxys:16464Reaxys
CAS:83-67-0KEGG COMPOUND
CAS:83-67-0NIST Chemistry WebBook
CAS:83-67-0ChemIDplus
Citations