Chemistry:Tinyatoxin

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Tinyatoxin
Tinyatoxin.svg
Names
Preferred IUPAC name
[(2S,3aR,3bS,6aR,9aR,9bR,10R,11aR)-2-Benzyl-6a-hydroxy-8,10-dimethyl-7-oxo-11a-(prop-1-en-2-yl)-3a,3b,6,6a,7,9a,11,11a-octahydro-2H,10H-2,9b-epoxyazuleno[5,4-e][1,3]benzodioxol-5-yl]methyl (4-hydroxyphenyl)acetate
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
MeSH tinyatoxin
UNII
Properties
C36H38O8
Molar mass 598.692 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references
Tracking categories (test):
Tinyatoxin
HeatAbove peak
Scoville scale5,300,000,000 SHU

Tinyatoxin (TTX or TTN) is an analog of the neurotoxin resiniferatoxin. It occurs naturally in Euphorbia poissonii.[1]

It is a neurotoxin that acts via full agonism of the vanilloid receptors of sensory nerves.[2] Tinyatoxin has a potential for pharmaceutical uses similar to uses of capsaicin. Tinyatoxin is about one third as strong as resiniferatoxin but is still an ultrapotent analogue of capsaicin, with a heat intensity estimate of 300 to 350 times that of capsaicin.[citation needed]

References

  1. Euphorbia poissonii in BoDD – Botanical Dermatology Database
  2. Szallasi, A.; Blumberg, P.M. (1991). "Characterization of vanilloid receptors in the dorsal horn of pig spinal cord". Brain Res 547 (2): 335–338. doi:10.1016/0006-8993(91)90982-2. PMID 1884211.