| Record Information |
|---|
| Version | 1.0 |
|---|
| Creation Date | 2016-09-30 22:49:40 UTC |
|---|
| Update Date | 2020-05-11 20:22:59 UTC |
|---|
| BMDB ID | BMDB0001991 |
|---|
| Secondary Accession Numbers | |
|---|
| Metabolite Identification |
|---|
| Common Name | 7-Methylxanthine |
|---|
| Description | 7-Methylxanthine, also known as 7-methylxanthine, 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. 7-Methylxanthine exists as a solid, possibly soluble (in water), and an extremely weak basic (essentially neutral) compound (based on its pKa) molecule. 7-Methylxanthine exists in all living organisms, ranging from bacteria to humans. 7-Methylxanthine participates in a number of enzymatic reactions, within cattle. In particular, 7-Methylxanthine and formaldehyde can be biosynthesized from paraxanthine; which is catalyzed by the enzyme cytochrome P450 1A2. In addition, 7-Methylxanthine can be converted into 7-methyluric acid; which is mediated by the enzyme xanthine dehydrogenase/oxidase. In cattle, 7-methylxanthineee is involved in the metabolic pathway called the caffeine metabolism pathway. |
|---|
| Structure | |
|---|
| Synonyms | | Value | Source |
|---|
| 3,7-Dihydro-7-methyl-1H-purine-2,6-dione | ChEBI | | 7-Methylxanthin | ChEBI | | Heteroxanthin | ChEBI | | Heteroxanthine | ChEBI | | 7-Methylxanthine, 7-(13)C-labeled | MeSH | | 2,6-Dihydroxy-7-methylpurine | HMDB | | 7-Methyl-3,7-dihydro-1H-purine-2,6-dione | HMDB | | 7-Methyl-7H-purine-2,6-diol | HMDB | | Methylxanthine | HMDB |
|
|---|
| Chemical Formula | C6H6N4O2 |
|---|
| Average Molecular Weight | 166.1374 |
|---|
| Monoisotopic Molecular Weight | 166.049075456 |
|---|
| IUPAC Name | 7-methyl-2,3,6,7-tetrahydro-1H-purine-2,6-dione |
|---|
| Traditional Name | 7-methylxanthine |
|---|
| CAS Registry Number | 552-62-5 |
|---|
| SMILES | CN1C=NC2=C1C(=O)NC(=O)N2 |
|---|
| InChI Identifier | InChI=1S/C6H6N4O2/c1-10-2-7-4-3(10)5(11)9-6(12)8-4/h2H,1H3,(H2,8,9,11,12) |
|---|
| InChI Key | PFWLFWPASULGAN-UHFFFAOYSA-N |
|---|
| Chemical Taxonomy |
|---|
| 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. |
|---|
| Kingdom | Organic compounds |
|---|
| Super Class | Organoheterocyclic compounds |
|---|
| Class | Imidazopyrimidines |
|---|
| Sub Class | Purines and purine derivatives |
|---|
| Direct Parent | Xanthines |
|---|
| Alternative Parents | |
|---|
| Substituents | - Xanthine
- Alkaloid or derivatives
- Hydroxypyrimidine
- Pyrimidine
- N-substituted imidazole
- Heteroaromatic compound
- Imidazole
- Azole
- Azacycle
- Hydrocarbon derivative
- Organic oxygen compound
- Organic nitrogen compound
- Organooxygen compound
- Organonitrogen compound
- Organopnictogen compound
- Aromatic heteropolycyclic compound
|
|---|
| Molecular Framework | Aromatic heteropolycyclic compounds |
|---|
| External Descriptors | |
|---|
| Ontology |
|---|
| Status | Expected but not Quantified |
|---|
| Origin | |
|---|
| Biofunction | Not Available |
|---|
| Application | Not Available |
|---|
| Cellular locations | |
|---|
| Physical Properties |
|---|
| State | Solid |
|---|
| Experimental Properties | | Property | Value | Reference |
|---|
| Melting Point | > 300 °C | Not Available | | Boiling Point | Not Available | Not Available | | Water Solubility | Not Available | Not Available | | LogP | -0.89 | GASPARI,F & BONATI,M (1987) |
|
|---|
| Predicted Properties | |
|---|
| Spectra |
|---|
| Spectra | |
|---|
