Theacrine
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| Names | |
|---|---|
| IUPAC name
1,3,7,9-Tetramethylpurine-2,6,8-trione | |
| Other names
1,3,7,9-Tetramethyluric acid; Temurin; Temorine; Tetramethyluric acid; Tetramethyl uric acid | |
| Identifiers | |
| 2309-49-1 | |
| ChemSpider | 67862 |
| Jmol 3D model | Interactive image |
| PubChem | 75324 |
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| Properties | |
| C9H12N4O3 | |
| Molar mass | 224.22 g·mol−1 |
| Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
| Infobox references | |
Theacrine, also known as 1,3,7,9-tetramethyluric acid, is a purine alkaloid found in Cupuaçu (Theobroma grandiflorum) and in a Chinese tea known as "ku ding cha" (Camellia assamica var. kucha).[1][2] It shows anti-inflammatory and analgesic effects and appears to affect adenosine signalling in a manner similar to caffeine.[2][3] In kucha leaves, theacrine is synthesized from caffeine in what is thought to be a three-step pathway.[2]
Similarity to caffeine
Theacrine is simply caffeine with an extra ketone and an additional methyl group on the free amine.
See also
References
- ↑ Zheng, XQ; Ye, CX; Kato, M; Crozier, A; Ashihara, H (2002). "Theacrine (1,3,7,9-tetramethyluric acid) synthesis in leaves of a Chinese tea, kucha (Camellia assamica var. Kucha)". Phytochemistry 60 (2): 129–34. doi:10.1016/s0031-9422(02)00086-9. PMID 12009315.
- 1 2 3 Feduccia, Allison A.; Wang, Yuanyuan; Simms, Jeffrey A.; Yi, Henry Y.; Li, Rui; Bjeldanes, Leonard; Ye, Chuangxing; Bartlett, Selena E. (2012). "Locomotor activation by theacrine, a purine alkaloid structurally similar to caffeine: Involvement of adenosine and dopamine receptors". Pharmacology Biochemistry and Behavior 102 (2): 241. doi:10.1016/j.pbb.2012.04.014.
- ↑ Wang, Yuanyuan; Yang, Xiaorong; Zheng, Xinqiang; Li, Jing; Ye, Chuangxing; Song, Xiaohong (2010). "Theacrine, a purine alkaloid with anti-inflammatory and analgesic activities". Fitoterapia 81 (6): 627–31. doi:10.1016/j.fitote.2010.03.008. PMID 20227468.
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