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25394-57-4

25394-57-4 Structure

25394-57-4 Structure
IdentificationBack Directory
[Name]

N-ISOBUTYL-2,6,8-DECATRIENAMIDE
[CAS]

25394-57-4
[Synonyms]

AFFININ
SPILANTHOL
SPILANTHOL(P)
spilanthol(25394-57-4)
N-ISOBUTYL-2,6,8-DECATRIENAMIDE
(2E,6Z,8E)-N-Isobutyl-2,6,8-decatrienamide
2,6,8-DecatrienaMide,N-(2-Methylpropyl)-, (2E,6Z,8E)-
2,6,8-Decatrienamide,N-(2-methylpropyl)-, (2E,6Z,8E)- CAS NO.25394-57-4
[Molecular Formula]

C14H23NO
[MOL File]

25394-57-4.mol
[Molecular Weight]

221.34
Chemical PropertiesBack Directory
[Melting point ]

23°
[Boiling point ]

bp0.2 141°; bp0.3-0.5 160-165°
[density ]

0.896±0.06 g/cm3(Predicted)
[FEMA ]

4668 | (2E,6E/Z,8E)-N-(2-METHYLPROPYL)-2,6,8-DECATRIENAMIDE
[refractive index ]

nD25 1.5134
[storage temp. ]

Amber Vial, -86°C Freezer, Under inert atmosphere
[solubility ]

Chloroform (Slightly), Methanol (Slightly)
[form ]

Solid
[pka]

15.07±0.46(Predicted)
[color ]

Colourless to Yellow Oil
[Odor]

at 100.00 %. fruity
[Odor Type]

fruity
[JECFA Number]

2077
[Stability:]

Light Sensitive, Temperature Sensitive
[LogP]

3.18
Hazard InformationBack Directory
[Uses]

Insecticide synergist.
[Uses]

Spilanthol is a fatty acid amide isolated from Acmella oleracea. Spilanthol extract has been discovered to aid in saliva stimulation (sialogogue) for people suffering from dry mouth (xerostomia).
[Synthesis Reference(s)]

Tetrahedron Letters, 25, p. 5177, 1984 DOI: 10.1016/S0040-4039(01)81556-2
[in vivo]

Spilanthol ( 1-1.875 mg/kg, Ip, Once) shows antinociceptive activity in acetic acid-induced abdominal writhes Male ICR mice model and capsaicin-induced licking paw Male ICR mice model[2].
Spilanthol (30 mg/kg, Po, Once a day for four days) a protective effect against the intestinal damage associated in swiss mice model of intestinal mucositis induced by 5-fluorouracil (HY-90006)[4].
Spilanthol (800 mg/kg, Po, Once) has a diuretic effect in adult C57BL/6J male mice[5].

Animal Model:Acetic acid-induced abdominal writhes Male ICR mice model[2]
Dosage:1-1.875 mg/kg
Administration:Intraperitoneal administration(i.p.), Once
Result:As the dose increased, the number of abdominal contractions and licking behavior decreased, and a maximum antinociceptive effect of 46.67%
Animal Model:Swiss mice model of intestinal mucositis induced by 5-fluorouracil[4].
Dosage:30 mg/kg
Administration:Oral adminstraion(p.o.), Once a day for four days
Result:Showed the intestinal wall recovery, villi are higher and less irregularity and high number and greater length of intestinal crypts.
Animal Model:Adult C57BL/6J male mice[5].
Dosage:800 mg/Kg
Administration:Oral adminstraion (p.o.), Once
Result:Increased in urine output, sodium, and increased excretion of sodium, potassium and chloride.
Safety DataBack Directory
[Toxicity]

LD50 oral in mouse: 4378mg/kg
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