Nordihydrocapsaicin

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Nordihydrocapsaicin
Nordihydrocapsaicin chemical structure.png
Names
IUPAC name
N-(4-Hydroxy-3-methoxybenzyl)-7-methyloctanamide
Other names
N-[(4-Hydroxy-3-methoxyphenyl)methyl]-7-methyloctanamide; N-Vanillyl-7-methyloctanamide; Vanillylamide of 7-methyloctanoic acid; NDHC
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.208.673
Properties
C17H27NO3
Molar mass 293.41 g·mol−1
Negligible
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
Nordihydrocapsaicin
Hottest-chili-rating.gif
Heat Above peak
Scoville scale 9,100,000[1] SHU

Nordihydrocapsaicin is a capsaicinoid and analog and congener of capsaicin in chili peppers (Capsicum).

Properties[edit]

Like capsaicin, it is an irritant. Nordihydrocapsaicin accounts for about 7% of the total capsaicinoids mixture[2] and has about half the pungency of capsaicin. Pure nordihydrocapsaicin is a lipophilic colorless odorless crystalline to waxy compound. On the Scoville scale it has 9,100,000 SHU (Scoville heat units),[1] significantly higher than pepper spray.

See also[edit]

References[edit]

  1. ^ a b Govindarajan, Sathyanarayana (1991). "Capsicum — Production, Technology, Chemistry, and Quality. Part V. Impact on Physiology, Pharmacology, Nutrition, and Metabolism; Structure, Pungency, Pain, and Desensitization Sequences". Critical Reviews in Food Science and Nutrition. 29 (6): 435–474. 
  2. ^ Bennett DJ, Kirby GW (1968). "Constitution and biosynthesis of capsaicin". J. Chem. Soc. C: 442. doi:10.1039/j39680000442.