Homocapsaicin

Homocapsaicin
IUPAC name (3E)-N-(4-Hydroxy-3-methoxybenzyl)-9-methyldec-7-enamide
Other names Homocapsaicin, N-Vanillyl-9-methyldec-7-(E)-enamide, trans-N-Vanillyl-9-methyldec-7-enamide, N-(4-Hydroxy-3-methoxybenzyl)-9-methyldec-trans-7-enamide, Vanillylamide of 9-methyldec-trans-7-enoic acid, HC
Identifiers
CAS number	58493-48-4
PubChem	11674147
ChemSpider	9848876 Y
Jmol-3D images	Image 1
SMILES O=C(NCc1cc(OC)c(O)cc1)CCCC/C=C/C(C)CC
InChI InChI=1S/C19H29NO3/c1-4-15(2)9-7-5-6-8-10-19(22)20-14-16-11-12-17(21)18(13-16)23-3/h7,9,11-13,15,21H,4-6,8,10,14H2,1-3H3,(H,20,22)/b9-7+ Y Key: MLJGZARGNROKAC-VQHVLOKHSA-N Y InChI=1/C19H29NO3/c1-4-15(2)9-7-5-6-8-10-19(22)20-14-16-11-12-17(21)18(13-16)23-3/h7,9,11-13,15,21H,4-6,8,10,14H2,1-3H3,(H,20,22)/b9-7+ Key: MLJGZARGNROKAC-VQHVLOKHBL
Properties
Molecular formula	C19H29NO3
Molar mass	319.43 g/mol
Y (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Homocapsaicin is a capsaicinoid and analog and congener of capsaicin in chili peppers (Capsicum). Like capsaicin it is an irritant. Homocapsaicin accounts for about 1% of the total capsaicinoids mixture and has about half the pungency of capsaicin. Pure homocapsaicin is a lipophilic colorless odorless crystalline to waxy compound. On the Scoville scale it has 8 600 000 SHU (Scoville heat units).

See also

• Capsaicin
• Dihydrocapsaicin
• Nordihydrocapsaicin
• Homodihydrocapsaicin
• Scoville scale
• Pepper spray
• Spice

External links

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