Structure via PubChem · Public domain (PubChem)
dihydrocapsaicin
Sign in to saveAlso 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
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 sectionsContents
- 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.