| Record Information |
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| Version | 1.0 |
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| Creation Date | 2018-06-29 22:18:17 UTC |
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| Update Date | 2020-05-11 20:42:53 UTC |
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| BMDB ID | BMDB0062200 |
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| Secondary Accession Numbers | |
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| Metabolite Identification |
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| Common Name | Theobromine |
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| Description | Theobrominee, also known as theobromine, belongs to the class of organic compounds known as xanthines. These are purine derivatives with a ketone group conjugated at carbons 2 and 6 of the purine moiety. Theobrominee exists as a solid, possibly soluble (in water), and an extremely weak basic (essentially neutral) compound (based on its pKa) molecule. Theobrominee exists in all living organisms, ranging from bacteria to humans. Theobrominee participates in a number of enzymatic reactions, within cattle. In particular, Theobrominee and formaldehyde can be biosynthesized from caffeine through the action of the enzymes cytochrome P450 1A2 and cytochrome P450 2E1. In addition, Theobrominee can be converted into 3,7-dimethyluric acid through the action of the enzyme xanthine dehydrogenase/oxidase. In cattle, theobrominee is involved in the metabolic pathway called the caffeine metabolism pathway. |
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| Structure | |
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| Synonyms | | Value | Source |
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| 3,7-Dihydro-3,7-dimethyl-1H-purine-2,6-dione | ChEBI | | 3,7-Dimethylpurine-2,6-dione | ChEBI | | 3,7-Dimethylxanthine | ChEBI | | Theobromin | ChEBI | | Teobromin | HMDB | | 2,6-Dihydroxy-3,7-dimethyl-purine | HMDB | | 3,7-Dimethyl-xanthine | HMDB | | Diurobromine | HMDB |
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| Chemical Formula | C7H8N4O2 |
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| Average Molecular Weight | 180.164 |
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| Monoisotopic Molecular Weight | 180.06472552 |
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| IUPAC Name | 3,7-dimethyl-2,3,6,7-tetrahydro-1H-purine-2,6-dione |
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| Traditional Name | theobromine |
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| CAS Registry Number | 83-67-0 |
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| SMILES | CN1C=NC2=C1C(O)=NC(=O)N2C |
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| InChI Identifier | 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) |
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| InChI Key | YAPQBXQYLJRXSA-UHFFFAOYSA-N |
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| Chemical Taxonomy |
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| Description | belongs to the class of organic compounds known as xanthines. These are purine derivatives with a ketone group conjugated at carbons 2 and 6 of the purine moiety. |
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| Kingdom | Organic compounds |
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| Super Class | Organoheterocyclic compounds |
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| Class | Imidazopyrimidines |
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| Sub Class | Purines and purine derivatives |
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| Direct Parent | Xanthines |
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| Alternative Parents | |
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| Substituents | - Xanthine
- 6-oxopurine
- Purinone
- Alkaloid or derivatives
- Pyrimidone
- N-substituted imidazole
- Pyrimidine
- Azole
- Imidazole
- Heteroaromatic compound
- Vinylogous amide
- Lactam
- Urea
- Azacycle
- Hydrocarbon derivative
- Organic oxide
- Organopnictogen compound
- Organooxygen compound
- Organonitrogen compound
- Organic oxygen compound
- Organic nitrogen compound
- Aromatic heteropolycyclic compound
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| Molecular Framework | Aromatic heteropolycyclic compounds |
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| External Descriptors | |
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| Ontology |
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| Status | Expected but not Quantified |
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| Origin | |
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| Biofunction | Not Available |
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| Application | Not Available |
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| Cellular locations | |
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| Physical Properties |
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| State | Not Available |
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| Experimental Properties | | Property | Value | Reference |
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| Melting Point | Not Available | Not Available | | Boiling Point | Not Available | Not Available | | Water Solubility | Not Available | Not Available | | LogP | Not Available | Not Available |
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| Predicted Properties | |
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| Spectra |
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| Spectra | |
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