Nordihydrocapsaicin
{{short description|Chemical compound}}
{{chembox
|Verifiedfields = changed
|Watchedfields = changed
|verifiedrevid = 424688122
|ImageFile = Nordihydrocapsaicin chemical structure.png
|ImageSize = 250px
|PIN = N-[(4-Hydroxy-3-methoxyphenyl)methyl]-7-methyloctanamide
|OtherNames = N-Vanillyl-7-methyloctanamide; Vanillylamide of 7-methyloctanoic acid; NDHC
|Section1 = {{Chembox Identifiers
|CASNo_Ref = {{cascite|correct|??}}
|CASNo = 28789-35-7
|UNII_Ref = {{fdacite|correct|FDA}}
|UNII = RF657P8DA8
|PubChem = 168836
|SMILES = CC(C)CCCCCC(=O)NCC1=CC(=C(C=C1)O)OC
|ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}}
|ChemSpiderID = 147689
|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)
|InChIKey = VQEONGKQWIFHMN-UHFFFAOYAS
|StdInChI_Ref = {{stdinchicite|changed|chemspider}}
|StdInChI = 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)
|StdInChIKey_Ref = {{stdinchicite|changed|chemspider}}
|StdInChIKey = VQEONGKQWIFHMN-UHFFFAOYSA-N
}}
|Section2 = {{Chembox Properties
|C=17|H=27|N=1|O=3
|Solubility = Negligible
|SolubleOther = Soluble in DMSO, chloroform
}}
|Section3 = {{Chembox Hazards
|GHSPictograms = {{GHS06}} {{GHS07}}
|HPhrases = {{H-phrases|300|315|319|335}}
|PPhrases = {{P-phrases|264|270|280|321|330|302+352|362+364|305+351+338|405|501}}
|NFPA-H = 4
|NFPA-F = 0
|NFPA-I = 0
}}
}}
{{Infobox pepper
|heat = Above peak
(pure Nordihydrocapsaicin is highly toxic)
}}
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{{cite journal | vauthors = Bennett DJ, Kirby GW | year = 1968 | title = Constitution and biosynthesis of capsaicin| journal = J. Chem. Soc. C | pages = 442 | doi = 10.1039/j39680000442 }} 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
References
{{Reflist|2}}
{{Organic-compound-stub}}
{{Transient receptor potential channel modulators}}