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dihydrocapsaicin

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EntityQ5276422· pop 10· linked from 215 articles

dihydrocapsaicin

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Also known as 6,7-Dihydrocapsaicin, 8-methyl-N-vanillylnonanamide

thumbnail|left|MS/MS spectra of standard dihydrocapsaicin (A) and from sample extract (B). Sample B confirms the compound was found in prehispanic pottery from Mexico. See here for details doi:10.1371/journal.pone.0079013.g005 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 and has the same pungency as capsaicin. Pure dihydrocapsaicin is a lipophilic colorless odorless crystalline to waxy compound. It is soluble in dimethyl sulfoxide and 100% ethan

In the Vinony graph

Within Vinony's link graph, dihydrocapsaicin is referenced by 215 other articles, and connects out to chili pepper, hepoxilin and Onion.

It sits within the topics Acetamides, Capsaicinoids and Chembox having GHS data.

Its subject is documented across 10 Wikipedia language editions.

Key facts

Pepper.heat
Above peak (pure Dihydrocapsaicin is toxic)
Pepper.scoville
16,000,000

via Wikipedia infobox

Chemical data

Formula
C18H29NO3
Molecular weight
307.4 g/mol
IUPAC name
N-[(4-hydroxy-3-methoxyphenyl)methyl]-8-methylnonanamide
SMILES
CC(C)CCCCCCC(=O)NCC1=CC(=C(C=C1)O)OC
InChIKey
XJQPQKLURWNAAH-UHFFFAOYSA-N
XLogP
4.4
Polar surface area
58.6 Ų
H-bond donors
2
H-bond acceptors
3
Formal charge
0

via PubChem

Drug data · ChEMBL

Molecule type
Small molecule

via ChEMBL · EBI

Wikidata facts

Has part
oxygen
Mass
307.215
Show 8 more facts
canonical SMILES
CC(C)CCCCCCC(=O)NCC1=CC(=C(C=C1)O)OC
chemical formula
C₁₈H₂₉NO₃
isomeric SMILES
CC(C)CCCCCC/C(=N/CC1=CC=C(C(=C1)OC)O)/O
Scoville grade
16000000
density
1.026
flash point
254.6
refractive index
1.51
found in taxon
Ganoderma lucidum
Sources (6)

via Wikidata · CC0

~1 min read

Encyclopedic overview

3 sections
Contents
  • See also
  • References
  • External links

thumbnail|left|MS/MS spectra of standard dihydrocapsaicin (A) and from sample extract (B). Sample B confirms the compound was found in prehispanic pottery from Mexico. See here for details doi:10.1371/journal.pone.0079013.g005 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 and has the same pungency as capsaicin. 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

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

Gallery (3)

Available in 10 languages

via Wikidata sitelinks · CC0

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