Dihydrocapsaicin

Dihydrocapsaicin

Names
IUPAC name N-(4-Hydroxy-3-methoxybenzyl)-8-methylnonanamide
Other names N-[(4-Hydroxy-3-methoxy-phenyl)methyl]-8-methyl-nonanamide, Dihydrocapsaicin, 6,7-Dihydrocapsaicin, 8-Methyl-N-vanillylnonanamide, Vanillylamide of 8-methylnonanoic acid, DHC, CCRIS 1589
Identifiers
CAS Number	19408-84-5 Y
ChemSpider	97096
Jmol 3D model	Interactive image
PubChem	107982
RTECS number	RA5998000
UNII	W9BV32M08A Y
InChI InChI=1S/C18H29NO3/c1-14(2)8-6-4-5-7-9-18(21)19-13-15-10-11-16(20)17(12-15)22-3/h10-12,14,20H,4-9,13H2,1-3H3,(H,19,21) Key: XJQPQKLURWNAAH-UHFFFAOYSA-N InChI=1/C18H29NO3/c1-14(2)8-6-4-5-7-9-18(21)19-13-15-10-11-16(20)17(12-15)22-3/h10-12,14,20H,4-9,13H2,1-3H3,(H,19,21) Key: XJQPQKLURWNAAH-UHFFFAOYAI
SMILES CC(C)CCCCCCC(=O)NCC1=CC(=C(C=C1)O)OC
Properties
Chemical formula	C18H29NO3
Molar mass	307.43 g/mol
Appearance	White to off-white solid
Solubility in water	Sparingly soluble
Vapor pressure	{{{value}}}
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Dihydrocapsaicin
Heat	Above Peak (SR: 15,000,000)

File:Dihydrocapsaicin UPLC MS-MS journal.pone.0079013.g005.png

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. Dihydrocapsaicin accounts for about 22% of the total capsaicinoid mixture and has nearly, but not quite, 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
• Homodihydrocapsaicin
• Homocapsaicin
• Nonivamide
• Scoville scale
• Pepper spray
• Spice

External links

• Molecule of the Month
• Hotness scale of different capsaicinoids and pepper varieties
• Safety MSDS data