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homodihydrocapsaicin

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homodihydrocapsaicin

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Homodihydrocapsaicin is a capsaicinoid and analog and congener of capsaicin in chili peppers (Capsicum). Like capsaicin it is an irritant. Homodihydrocapsaicin accounts for about 1% of the total capsaicinoids mixture and has about half the pungency of capsaicin. Pure homodihydrocapsaicin is a lipophilic colorless odorless crystalline to waxy compound. It produces "numbing burn" in the throat and is one of the most prolonged and difficult to rinse out. On the Scoville scale it has 8,600,000 SHU (Scoville heat units).

Key facts

Pepper.heat
Above peak
Pepper.scoville
8,600,000

via Wikipedia infobox

Chemical data

Formula
C19H31NO3
Molecular weight
321.5 g/mol
IUPAC name
N-[(4-hydroxy-3-methoxyphenyl)methyl]-9-methyldecanamide
SMILES
CC(C)CCCCCCCC(=O)NCC1=CC(=C(C=C1)O)OC
InChIKey
AKDLSISGGARWFP-UHFFFAOYSA-N
XLogP
5
Polar surface area
58.6 Ų
H-bond donors
2
H-bond acceptors
3
Formal charge
0

via PubChem

Wikidata facts

Mass
321.23
Show 4 more facts
chemical formula
C₁₉H₃₁NO₃
Scoville grade
8600000
canonical SMILES
CC(C)CCCCCCCC(=O)NCC1=CC(=C(C=C1)O)OC
found in taxon
Phylica pubescens
Sources (4)

via Wikidata · CC0

~1 min read

Encyclopedic overview

3 sections
Contents
  • See also
  • References
  • External links

Homodihydrocapsaicin is a capsaicinoid and analog and congener of capsaicin in chili peppers (Capsicum). Like capsaicin it is an irritant. Homodihydrocapsaicin accounts for about 1% of the total capsaicinoids mixture and has about half the pungency of capsaicin. Pure homodihydrocapsaicin is a lipophilic colorless odorless crystalline to waxy compound. It produces "numbing burn" in the throat and is one of the most prolonged and difficult to rinse out. On the Scoville scale it has 8,600,000 SHU (Scoville heat units).

== See also == Capsaicin Dihydrocapsaicin Nordihydrocapsaicin Homocapsaicin Nonivamide Scoville scale Pepper spray Spice

Excerpted from Wikipedia’s “homodihydrocapsaicin” article, available under the CC BY-SA 4.0 licence.

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