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Overview of Minor Capsaicinoids, Page 2

Previous (Overview of Minor Capsaicinoids, page 1)
Homocapsaicin
Homocapsaicin II
Homodihydrocapsaicin
Homodihydrocapsaicin II
Nordihydrocapsaicin
Vanillylamide of octanoic acid
Vanillylamide of nonanoic acid
Vanillylamide of decanoic acid

Homodihydrocapsaicin II
The Homodihydrocapsaicin II Molecule
The Homodihydrocapsaicin II Molecule

Common name: Homodihydrocapsaicin II
Semi-systematic names: N-vanillyl-8-methyldecanamide; vanillylamide of 8-methyldecanoic acid
Systematic name: N-(4-hydroxy-3-methoxybenzyl)-8-methyldecanamide
Molecular formula: C19H31NO3
Molecular weight: 321.46
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Nordihydrocapsaicin
The Nordihydrocapsaicin Molecule
The Nordihydrocapsaicin Molecule

Common name: Nordihydrocapsaicin
Semi-systematic names: N-vanillyl-7-methyloctanamide; vanillylamide of 7-methyloctanoic acid
Systematic name: N-(4-hydroxy-3-methoxybenzyl)-7-methyloctanamide
Molecular formula: C17H27NO3
Molecular weight: 293.41
Detection Threshold: 19.46 ± 3.16 million SHU (Ref 9, 903).

Pungency Threshold: 9.38 ± 0.80 million SHU (Ref 9, 904). Other studies have determined different pungency thresholds for nordihydrocapsaicin; reported values range from 9.1 million to 9.6 million SHU (Ref 9, 902 and Ref 7, 461)

Type of pungency: In a detailed study performed by Anna Krajewska and John Powers (Ref 9), nordihydrocapsaicin, in a very dilute solution, was noted as producing a "mellow, warming effect" with "immediate build and rapid fade" located "in [the] front of the mouth and palate" (Ref 9, 904).
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Vanillylamide of octanoic acid
Vanillylamide of octanoic acid
Vanillylamide of octanoic acid

Common name: None
Semi-systematic names: N-vanillyloctanamide; Vanillylamide of octanoic acid
Systematic name: N-(4-hydroxy-3-methoxybenzyl)-octanamide
Molecular formula: C16H25NO3
Molecular weight: 279.38

Pungency Threshold: 8.0 million SHU (Ref 7, 461).
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Next (Overview of Minor Capsaicinoids, page 3)

All of the chemical structures and reaction mechanism diagrams used in this section are my own creations. None of the chemical structures that I've seen on any other Chile Head sites show unshared electrons, nor do they properly depict the unsaturation in the capsaicin molecule, both of which are major determinants of the chemical behavior of capsaicin. Due to the use of a really cheesy red-gold Chrome effect, all of my technical artwork is readily identifiable (and hopefully too ugly to steal). If you see someone else using my artwork without giving proper credits, please 1) give them a boot in the rear via email, and/or 2) let me know about it so I can do the same.


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