Dihydrocapsaicin
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Preferred IUPAC name N-[(4-Hydroxy-3-methoxyphenyl)methyl]-8-methylnonanamide | |
Other names Dihydrocapsaicin, 6,7-Dihydrocapsaicin, 8-Methyl-N-vanillylnonanamide, Vanillylamide of 8-methylnonanoic acid, DHC, CCRIS 1589 | |
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3D model (JSmol) |
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Beilstein Reference | 2815150 |
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ECHA InfoCard | 100.115.366 |
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InChI
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Properties | |
Chemical formula | C18H29NO3 |
Molar mass | 307.43 g/mol |
Appearance | White to off-white solid |
Solubility in water | Sparingly soluble |
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Hazard statements | H301, H315, H319, H335 |
P261, P264, P270, P271, P280, P301+P310, P302+P352, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+P313, P362, P403+P233, P405, P501 | |
NFPA 704 (fire diamond) | 2 1 0 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). N verify (what is YN ?) Infobox references |
Chemical compound
Dihydrocapsaicin | |
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Heat | Above peak (pure Dihydrocapsaicin is toxic) |
Scoville scale | 16,000,000[1] SHU |
Dihydrocapsaicin is a capsaicinoid and analog and congener of capsaicin in chili peppers (Capsicum). Like capsaicin, it is an irritant. It accounts for about 22% of the total capsaicinoid mixture[2] and has the same pungency as capsaicin.[1] Pure dihydrocapsaicin is a lipophilic colorless odorless crystalline to waxy compound. It is soluble in dimethyl sulfoxide and 100% ethanol.
See also
- Capsaicin
- Nordihydrocapsaicin
- Homocapsaicin
- Homodihydrocapsaicin
- Nonivamide
- Scoville scale
- Pepper spray
- Hot sauce
References
- ^ 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. doi:10.1080/10408399109527536. PMID 2039598.
- ^ Bennett DJ, Kirby GW (1968). "Constitution and biosynthesis of capsaicin". J. Chem. Soc. C: 442. doi:10.1039/j39680000442.
External links
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TRP channel modulators
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See also: Receptor/signaling modulators • Ion channel modulators