Homodihydrocapsaicin

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^[2] 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).^[1]

Homodihydrocapsaicin

Names
Preferred IUPAC name N-[(4-Hydroxy-3-methoxyphenyl)methyl]-9-methyldecanamide
Other names Homodihydrocapsaicin N-Vanillyl-9-methyldecanamide Vanillylamide of 9-methyldecanoic acid HDHC
Identifiers
CAS Number	20279-06-5 Y
3D model (JSmol)	Interactive image
ChemSpider	2341417 N
PubChem CID	3084336
UNII	QE35S0T20Z Y
CompTox Dashboard (EPA)	DTXSID30174127
InChI InChI=1S/C19H31NO3/c1-15(2)9-7-5-4-6-8-10-19(22)20-14-16-11-12-17(21)18(13-16)23-3/h11-13,15,21H,4-10,14H2,1-3H3,(H,20,22) N Key: AKDLSISGGARWFP-UHFFFAOYSA-N N InChI=1/C19H31NO3/c1-15(2)9-7-5-4-6-8-10-19(22)20-14-16-11-12-17(21)18(13-16)23-3/h11-13,15,21H,4-10,14H2,1-3H3,(H,20,22) Key: AKDLSISGGARWFP-UHFFFAOYAS
SMILES O=C(NCc1cc(OC)c(O)cc1)CCCCCCCC(C)C
Properties
Chemical formula	C19H31NO3
Molar mass	321.461 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). N verify (what is YN ?) Infobox references

Homodihydrocapsaicin
Heat	Above peak
Scoville scale	8,600,000[1] SHU

See also

• Capsaicin
• Dihydrocapsaicin
• Nordihydrocapsaicin
• Homocapsaicin
• Nonivamide
• Scoville scale
• Pepper spray
• Spice