| Version |
2.5 |
| Creation Date |
2007-07-17 12:41:19 |
| Update Date |
2009-02-19 16:04:20 |
| Primary Accession Number |
DB01412 |
| Secondary Accession Number |
Not Available |
| Name |
Theobromine |
| Drug Type |
|
| Description |
3,7-Dimethylxanthine. The principle alkaloid in Theobroma cacao (the cacao bean) and other plants. A xanthine alkaloid that is used as a bronchodilator and as a vasodilator. It has a weaker diuretic activity than theophylline and is also a less powerful stimulant of smooth muscle. It has practically no stimulant effect on the central nervous system. It was formerly used as a diuretic and in the treatment of angina pectoris and hypertension. (From Martindale, The Extra Pharmacopoeia, 30th ed, pp1318-9) |
| Synonyms |
Not Available |
| Brand Names |
Not Available |
| Brand Mixtures |
Not Available |
| Chemical IUPAC Name |
3,7-dimethylpurine-2,6-dione |
| Chemical Formula |
C7H8N4O2 |
| Chemical Structure |
 |
| CAS Registry Number |
83-67-0 |
| InChI Identifier |
InChI=1/C7H8N4O2/c1-10-3-8-5-4(10)6(12)9-7(13)11(5)2/h3H,1-2H3,(H,9,12,13)/f/h9H |
| InChI Key |
YAPQBXQYLJRXSA-BGGKNDAXCS |
| KEGG Drug |
Not Available |
| KEGG Compound |
C07480  |
| PubChem Compound |
5429 |
| PubChem Substance |
10321963 |
| ChEBI ID |
28946 |
| PharmGKB ID |
PA451646 |
| HET ID |
Not Available |
| GenBank ID |
Not Available |
| Drug ID Number [DIN] |
02236220 |
| RxList Link |
Not Available |
| PDRhealth Link |
Not Available |
| Wikipedia Link |
http://en.wikipedia.org/wiki/Theobromine |
| FDA Label |
Not Available |
| Material Safety Data Sheet (MSDS) |
|
| Synthesis Reference |
Not Available |
| Average Molecular Weight |
180.1640 |
| Monoisotopic Molecular Weight |
180.0647 |
| State |
Solid |
| Melting Point |
357 oC |
| Experimental Water Solubility |
0.33 mg/mL at 25 oC [YALKOWSKY,SH & HE,Y (2003)]
Source: PhysProp
|
| Predicted Water Solubility |
9.74e+00 mg/mL
Calculated using ALOGPS
|
| Experimental LogP/Hydrophobicity |
-0.78 [HANSCH,C ET AL. (1995)]
Source: PhysProp
|
| Predicted LogP |
-0.46
Calculated using ALOGPS
|
| Experimental LogS |
Not Available |
| Predicted LogS |
-1.27
Calculated using ALOGPS
|
| Experimental Caco2 Permeability |
Not Available |
| pKa/Isoelectric Point |
Not Available |
| Mass Spectrum |
Not Available
|
| MOL File |
Show | Download |
| SDF File |
Show | Download |
| PDB File |
Show | Download |
| 2D Structure |
|
| 3D Structure |
|
| Experimental PDB ID |
Not Available |
| Isomeric SMILES |
CN1C=NC2=C1C(=O)NC(=O)N2C |
| Canonical SMILES |
CN1C=NC2=C1C(=O)NC(=O)N2C |
| Drug Category |
- Bronchodilator Agents
- Vasodilator Agents
|
| ATC Codes |
|
| AHFS Codes |
|
| Indication |
Not Available |
| Pharmacology |
Not Available |
| Mechanism of Action |
Not Available |
| Absorption |
Not Available |
| Toxicity |
Not Available |
| Protein Binding |
Not Available |
| Biotransformation |
Not Available |
| Half Life |
Not Available |
| Dosage Forms |
| Form |
Route |
| Solution / drops |
Oral |
|
| Patient Information |
Not Available |
| Contraindications |
Not Available |
| Interactions |
Not Available |
| Drug Interactions |
Not Available
|
| Food Interactions |
Not Available
|
| Pathways |
Not Available
|
| General References |
- Usmani OS, Belvisi MG, Patel HJ, Crispino N, Birrell MA, Korbonits M, Korbonits D, Barnes PJ: Theobromine inhibits sensory nerve activation and cough. FASEB J. 2005 Feb;19(2):231-3. Epub 2004 Nov 17. [PubMed ]
- Slattery ML, West DW: Smoking, alcohol, coffee, tea, caffeine, and theobromine: risk of prostate cancer in Utah (United States). Cancer Causes Control. 1993 Nov;4(6):559-63. [PubMed ]
- Wikipedia
|
| Organisms Affected |
Not Available |
