Homodihydrocapsaicin

Homodihydrocapsaicin

Names
IUPAC name N-(4-Hydroxy-3-methoxybenzyl)-9-methyldecanamide
Other names Homodihydrocapsaicin, N-Vanillyl-9-methyldecanamide, Vanillylamide of 9-methyldecanoic acid, HDHC
Identifiers
CAS Registry Number	279-06-5
ChemSpider	2341417
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) Key: AKDLSISGGARWFP-UHFFFAOYSA-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
Jmol-3D images	Image
PubChem	3084336
SMILES O=C(NCc1cc(OC)c(O)cc1)CCCCCCCC(C)C
Properties
Chemical formula	C19H31NO3
Molar mass	321.46 g/mol
Except where noted otherwise, data is given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
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Infobox references

Homodihydrocapsaicin

Heat	Above Peak (SR: 8,600,000)

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 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).

See also

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

External links

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