Chemistry:Nordihydrocapsaicin

Short description: Chemical compound

Nordihydrocapsaicin

Names
Preferred IUPAC name N-[(4-Hydroxy-3-methoxyphenyl)methyl]-7-methyloctanamide
Other names N-Vanillyl-7-methyloctanamide; Vanillylamide of 7-methyloctanoic acid; NDHC
Identifiers
CAS Number	28789-35-7 Y
3D model (JSmol)	Interactive image
ChemSpider	147689 N
PubChem CID	168836
UNII	RF657P8DA8 Y
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) N Key: VQEONGKQWIFHMN-UHFFFAOYSA-N 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	293.407 g·mol−1
Solubility in water	Negligible
Solubility	Soluble in DMSO, chloroform
Hazards
GHS pictograms
GHS hazard statements	H300, H315, H319, H335
GHS precautionary statements	P264, P270, P280, P321, P330, P302+352, P362+364Category:GHS errors, P305+351+338, P405, P501
NFPA 704 (fire diamond)	0 4
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

Tracking categories (test):

• SizeSet

Nordihydrocapsaicin
Heat	Above peak (pure Nordihydrocapsaicin is highly toxic)
Scoville scale	9,100,000 SHU

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 solid. On the Scoville scale it has 9,100,000 SHU (Scoville heat units), significantly higher than pepper spray.

See also

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