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Pellitorine

AG-CN2-0009-M001 1 mg INQ
AG-CN2-0009-M005 5 mg INQ
AG-CN2-0009-M025 25 mg INQ
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Additional Information

Product Data
Synonyms (2E,4E)-N-(2-Methylpropyl)-2,4-decadienamide; BRN 1725967
Properties
Formula C14H25NO
MW 223.4
Merck Index 14: 7073
CAS 18836-52-7
Source/Host Synthetic. Originally isolated from roots of Anacyclus pryrethrum and fruits of Piper nigrum.
Purity ≥97% (HPLC)
Appearance Yellow to beige solid.
Solubility Soluble in 100% ethanol, methanol, DMSO or dichloromethane. Sparingly soluble in water.
InChi Key MAGQQZHFHJDIRE-BNFZFUHLSA-N
Product Type Chemical
Shipping and Handling
Shipping AMBIENT
Short Term Storage +4°C
Long Term Storage -20°C
Use/Stability Stable for at least 2 years after receipt when stored at -20°C.
Documents
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Product Description

  • Tingling-inducing agent. Excellent stable model compound for sensory studies [3]. Exerts same profile as the unstable compound hydroxy-α-sanshool.
  • Shows larvicidal, antimycobacterial and antituberculosis activity [1, 2, 4].
  • α-Glucosidase inhibitor used in diabetes mellitus, cancer, infection and inflammatory research [5].
  • ACAT (Acyl-CoA cholesteryl acyl transferase) inhibitor [6].
  • Potential anti-cancer lead compound [7].
  • Anti-thrombotic [8].
  • Anti-septic [9].
  • Antiprotozoal, antimalarial activity [10].

Product References

  1. Larvicidal activity of isobutylamides identified in Piper nigrum fruits against three mosquito species: I.K. Park, et al.; J. Agric. Food Chem. 50, 1866 (2002)
  2. Chemical constituents and bioactivity of Piper sarmentosum: T. Rukachaisirikul, et al.; J. Ethnopharmacol. 93, 173 (2004)
  3. Stereoselective Enzymatic Synthesis of cis-Pellitorine, a Taste Active Alkamide Naturally Occurring in Tarragon: P. J. Ley, et al.; Eur. J. Org. Chem. 2004, 5135 
  4. Chemical constituents of the roots of Piper sarmentosum: P. Tuntiwachwuttikul, et al.; Chem. Pharm. Bull. (Tokyo) 54, 149 (2006)
  5. HPLC assisted chemobiological standardization of alpha-glucosidase-I enzyme inhibitory constituents from Piper longum Linn - An Indian medicinal plant: S.V. Pullela, et al.; J. Ethnopharmacol. 108, 445 (2006)
  6. ACAT inhibition of alkamides identified in the fruits of Piper nigrum: M.C. Rho, et al.; Phytochemistry 68, 899 (2007)
  7. Pellitorine, a potential anti-cancer lead compound against HL6 and MCT-7 cell lines and microbial transformation of piperine from Piper Nigrum: G.C. Ee, et al.; Molecules 15, 2398 (2010)
  8. Antithrombotic activities of pellitorine in vitro and in vivo: S.K. Ku, et al.; Fitoterapia 91, 1 (2013)
  9. Anti-septic effects of pellitorine in HMGB1-induced inflammatory responses in vitro and in vivo: S.K. Ku, et al.; Inflammation 37, 338 (2014)
  10. Antiprotozoal activity of Achillea ptarmica (Asteraceae) and its main alkamide constituents: J.B. Althaus, et al.; Molecules 19, 6428 (2014)
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