theobromine (CHEBI:28946)

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ChEBI Name	theobromine

ChEBI ID	CHEBI:28946

Definition	A 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.

Stars	This entity has been manually annotated by the ChEBI Team.

Secondary ChEBI IDs	CHEBI:39914, CHEBI:9521, CHEBI:26939

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Formula

C7H8N4O2

Net Charge

Average Mass

180.16418

Monoisotopic Mass

180.06473

InChI

InChI=1S/C7H8N4O2/c1-10-3-8-5-4(10)6(12)9-7(13)11(5)2/h3H,1-2H3,(H,9,12,13)

InChIKey

YAPQBXQYLJRXSA-UHFFFAOYSA-N

SMILES

Cn1cnc2n(C)c(=O)[nH]c(=O)c12

Metabolite of Species	Details
Mus musculus (NCBI:txid10090)	Source: BioModels - MODEL1507180067 See: PubMed
Theobroma cacao (NCBI:txid3641)	Found in fruit (BTO:0000486). See: PubMed
Homo sapiens (NCBI:txid9606)	Found in blood serum (BTO:0000133). See: MetaboLights Study

Roles Classification
Biological Role(s):	mouse metabolite Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus). adenosine receptor antagonist An antagonist at any adenosine receptor. 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. 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):	vasodilator agent A drug used to cause dilation of the blood vessels. bronchodilator agent An agent that causes an increase in the expansion of a bronchus or bronchial tubes.

ChEBI Ontology
Outgoing	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	Sources
3,7-dihydro-3,7-dimethyl-1H-purine-2,6-dione	NIST Chemistry WebBook
3,7-dimethylpurine-2,6-dione	DrugBank
3,7-dimethylxanthine	ChEBI
3,7-Dimethylxanthine	KEGG COMPOUND
Theobromin	ChEBI
Theobromine	KEGG COMPOUND
THEOBROMINE	PDBeChem
theobromine	UniProt
théobromine	ChEBI

Last Modified

20 June 2017