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Chemical Structure
Chemical Structure
Chemical Structure

Theacrine [2309-49-1]

Research Use Only
AG-CN2-0466
AdipoGen Life Sciences
CAS Number2309-49-1
Product group Chemicals
Estimated Purity>98%
Molecular Weight224.2
Price on request
Packing Size
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Overview

  • Supplier
    AdipoGen Life Sciences
  • Product Name
    Theacrine [2309-49-1]
  • Delivery Days Customer
    10
  • CAS Number
    2309-49-1
  • Certification
    Research Use Only
  • Estimated Purity
    >98%
  • Molecular Formula
    C9H12N4O3
  • Molecular Weight
    224.2
  • Scientific Description
    Chemical. CAS: 2309-49-1. Formula: C9H12N4O3. MW: 224.2. Synthetic. Originally isolated from Theobroma grandiflorum. Purine alkaloid related to caffeine. Potent antioxidant. Not through direct scavenging of ROS but strengthen antioxidant systems in vivo. Anti-inflammatory and antinociceptive compound. Suggested to have adenosine receptor agonistic activity and also acting on dopamine receptors. Shown to have potent sedative and hypnotic properties. Ameliorated learning and memory impairments caused by central fatigue. Shown to inhibit cAMP-specific PDE4 and cGMP-specific PDE5 activity in vivo and in vitro. Increased glucose level, decreased lactic acid concentration, reduced LDH activity and elevated the expressions of both GLUT1/3 in restraint-stressed mice. Can increase the solubility of aromatic systems in water. - Purine alkaloid related to caffeine. Potent antioxidant. Not through direct scavenging of ROS but strengthen antioxidant systems in vivo. Anti-inflammatory and antinociceptive compound. Suggested to have adenosine receptor agonistic activity and also acting on dopamine receptors. Shown to have potent sedative and hypnotic properties. Ameliorated learning and memory impairments caused by central fatigue. Shown to inhibit cAMP-specific PDE4 and cGMP-specific PDE5 activity in vivo and in vitro. Increased glucose level, decreased lactic acid concentration, reduced LDH activity and elevated the expressions of both GLUT1/3 in restraint-stressed mice. Can increase the solubility of aromatic systems in water.
  • SMILES
    CN1C(=O)N(C)C2=C1N(C)C(=O)N(C)C2=O
  • Storage Instruction
    RT
  • UNSPSC
    12352200

References

  • The solubilization of polycyclic aromatic hydrocarbons by purines: H. Weil-Malherbe; Biochem. J. 40, 351 (1946)
  • 1,3,7,9-Tetramethyluric acid ­ a chromosome-damaging agent occurring as a natural metabolite in certain caffeine-producing plants; B.A. Kihlman; Mutat. Res. 39, 297 (1977)
  • Efficient scavenging of hydroxyl radicals and inhibition of lipid peroxidation by novel analogues of 1,3,7-trimethyluric acid: V.B. Bhat, et al.; Life Sci. 70, 381 (2001)
  • Caffeine and other xanthines as cytochemical blockers and removers of heterocyclic DNA intercalators from chromatin: M.B. Lyles & I.L. Cameron; Cell Biol. Int. 26, 145 (2002)
  • Theacrine, a special purine alkaloid with sedative and hypnotic properties from Cammelia assamica var. kucha in mice: J.K. Xu, et al.; J. Asian Nat. Prod. Res. 9, 665 (2007)
  • Theacrine, a purine alkaloid with anti-inflammatory and analgesic activities: Y. Wang, et al.; Fitoterapia 81, 627 (2010)
  • Locomotor activation by theacrine, a purine alkaloid structurally similar to caffeine: involvement of adenosine and dopamine receptors: A.A. Feduccia, et al.; Pharmacol. Biochem. Behav. 102, 241 (2012)
  • Theacrine, a purine alkaloid obtained from Camellia assamica var. kucha, attenuates restraint stress-provoked liver damage in mice: W.X. Li, et al.; J. Agric. Food Chem. 61, 6328 (2013)
  • Comparing antioxidant capacity of purine alkaloids: A new, efficient trio for screening and discovering potential antioxidants in vitro and in vivo: B. Tsoi, et al.; Food Chem. 176, 411 (2015)