Nordihydrocapsaicin

Nordihydrocapsaicin

Names
IUPAC name N-(4-Hydroxy-3-methoxybenzyl)-7-methyloctanamide
Other names N-[(4-Hydroxy-3-methoxyphenyl)methyl]- 7-methyloctanamide, Nordihydrocapsaicin, N-Vanillyl-7-methyloctanamide, Vanillylamide of 7-methyloctanoic acid, NDHC
Identifiers
CAS Number	28789-35-7
3D model (Jmol)	Interactive image
ChemSpider	147689
ECHA InfoCard	100.208.673
PubChem	168836
InChI InChI=1S/C17H27NO3/c1-13(2)7-5-4-6-8-17(20)18-12-14-9-10-15(19)16(11-14)21-3/h9-11,13,19H,4-8,12H2,1-3H3,(H,18,20) Key: VQEONGKQWIFHMN-UHFFFAOYSA-N InChI=1/C17H27NO3/c1-13(2)7-5-4-6-8-17(20)18-12-14-9-10-15(19)16(11-14)21-3/h9-11,13,19H,4-8,12H2,1-3H3,(H,18,20) Key: VQEONGKQWIFHMN-UHFFFAOYAS
SMILES CC(C)CCCCCC(=O)NCC1=CC(=C(C=C1)O)OC
Properties
Chemical formula	C17H27NO3
Molar mass	293.41 g/mol
Solubility in water	negligible
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

Nordihydrocapsaicin
Heat	Above Peak (SR: 9,100,000)

Nordihydrocapsaicin is a capsaicinoid and analog and congener of capsaicin in chili peppers (Capsicum).

Properties

Like capsaicin, it is an irritant. Nordihydrocapsaicin accounts for about 7% of the total capsaicinoids mixture and has about half the pungency of capsaicin. Pure nordihydrocapsaicin is a lipophilic colorless odorless crystalline to waxy compound. On the Scoville scale it has 9,100,000 SHU (Scoville heat units), significantly higher than pepper spray.

See also

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