| Record Information |
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| Version | 1.0 |
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| Creation Date | 2016-09-30 22:48:07 UTC |
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| Update Date | 2020-06-04 20:04:41 UTC |
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| BMDB ID | BMDB0001847 |
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| Secondary Accession Numbers | |
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| Metabolite Identification |
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| Common Name | Caffeine |
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| Description | Caffeine, also known as caffeine or caffeine, 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. Caffeine is a drug which is used for management of fatigue, orthostatic hypotension, and for the short term treatment of apnea of prematurity in infants. Caffeine exists as a solid, possibly soluble (in water), and an extremely weak basic (essentially neutral) compound (based on its pKa) molecule. Caffeine participates in a number of enzymatic reactions, within cattle. In particular, Caffeine can be converted into paraxanthine and formaldehyde through its interaction with the enzyme cytochrome P450 1A2. In addition, Caffeine can be converted into theobromine and formaldehyde; which is mediated by the enzymes cytochrome P450 1A2 and cytochrome P450 2E1. In cattle, caffeine is involved in the metabolic pathway called the caffeine metabolism pathway. Caffeine is a potentially toxic compound. |
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| Structure | |
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| Synonyms | | Value | Source |
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| 1,3,7-Trimethyl-2,6-dioxopurine | ChEBI | | 1,3,7-Trimethylpurine-2,6-dione | ChEBI | | 1,3,7-Trimethylxanthine | ChEBI | | 1-Methyltheobromine | ChEBI | | 3,7-Dihydro-1,3,7-trimethyl-1H-purin-2,6-dion | ChEBI | | 7-Methyltheophylline | ChEBI | | Anhydrous caffeine | ChEBI | | Cafeina | ChEBI | | Cafeine | ChEBI | | Coffein | ChEBI | | Guaranine | ChEBI | | Koffein | ChEBI | | Mateina | ChEBI | | Methyltheobromine | ChEBI | | Teina | ChEBI | | Thein | ChEBI | | Theine | ChEBI | | Respia | Kegg | | 1,3,7-Trimethyl-3,7-dihydro-1H-purine-2,6-dione | HMDB | | 1-Methyl-theobromine | HMDB | | 3,7-Dihydro-1,3,7-trimethyl-1H-purine-2,6-dione | HMDB | | 7-Methyl theophylline | HMDB | | Anhydrous caffeine (JP15) | HMDB | | Hycomine | HMDB | | Lanorinal | HMDB | | Methyltheobromide | HMDB | | Methylxanthine theophylline | HMDB | | Monohydrate caffeine | HMDB | | Propoxyphene | HMDB | | Merck dura brand OF caffeine | HMDB | | Thompson brand 1 OF caffeine | HMDB | | Bristol-myers squibb brand OF caffeine | HMDB | | Caffedrine | HMDB | | Dexitac | HMDB | | Percoffedrinol N | HMDB | | Pierre fabre brand OF caffeine | HMDB | | Republic drug brand OF caffeine | HMDB | | Thompson brand 2 OF caffeine | HMDB | | Vivarin | HMDB | | Coffeinum N | HMDB | | Coffeinum purrum | HMDB | | Durvitan | HMDB | | GlaxoSmithKline brand OF caffeine | HMDB | | No doz | HMDB | | Percutaféine | HMDB | | Quick-pep | HMDB | | Seid brand OF caffeine | HMDB | | Berlin-chemie brand OF caffeine | HMDB | | Passauer brand OF caffeine | HMDB | | Quick pep | HMDB | | QuickPep | HMDB |
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| Chemical Formula | C8H10N4O2 |
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| Average Molecular Weight | 194.1906 |
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| Monoisotopic Molecular Weight | 194.080375584 |
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| IUPAC Name | Not Available |
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| Traditional Name | Not Available |
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| CAS Registry Number | 58-08-2 |
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| SMILES | Not Available |
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| InChI Identifier | InChI=1S/C8H10N4O2/c1-10-4-9-6-5(10)7(13)12(3)8(14)11(6)2/h4H,1-3H3 |
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| InChI Key | RYYVLZVUVIJVGH-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
- Purinone
- 6-oxopurine
- Alkaloid or derivatives
- Pyrimidone
- Pyrimidine
- N-substituted imidazole
- Heteroaromatic compound
- Vinylogous amide
- Imidazole
- Azole
- Urea
- Lactam
- Azacycle
- Organic nitrogen compound
- Organic oxygen compound
- Organopnictogen compound
- Organic oxide
- Hydrocarbon derivative
- Organooxygen compound
- Organonitrogen 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 | Solid |
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| Experimental Properties | | Property | Value | Reference |
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| Melting Point | 238 °C | Not Available | | Boiling Point | Not Available | Not Available | | Water Solubility | 21.6 mg/mL at 25 °C | Not Available | | LogP | -0.07 | HANSCH,C ET AL. (1995) |
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| Predicted Properties | Not Available |
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| Spectra |
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| Spectra | |
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