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Details

Stereochemistry ACHIRAL
Molecular Formula C17H27NO3
Molecular Weight 293.4012
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of NONIVAMIDE

SMILES

CCCCCCCCC(=O)NCC1=CC=C(O)C(OC)=C1

InChI

InChIKey=RGOVYLWUIBMPGK-UHFFFAOYSA-N
InChI=1S/C17H27NO3/c1-3-4-5-6-7-8-9-17(20)18-13-14-10-11-15(19)16(12-14)21-2/h10-12,19H,3-9,13H2,1-2H3,(H,18,20)

HIDE SMILES / InChI

Molecular Formula C17H27NO3
Molecular Weight 293.4012
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

Nonivamide is an organic compound and a capsaicinoid. It is an amide of pelargonic acid (n-nonanoic acid) and vanillyl amine. It is present in chili peppers, but is commonly manufactured synthetically. Nonivamide (trade name Finalgon ) is used in topical ointments and creams to relieve minor aches and pains of muscles and joints. Nonivamide is also available in large adhesive bandages that can be applied to the back. Concentrations are typically between 0.025% and 0.075%. Nonivamide is a TRPV1 ion channel agonist.

CNS Activity

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
1.08 µM [IC50]
223.0 nM [EC50]

Conditions

ConditionModalityTargetsHighest PhaseProduct
Palliative
Unknown

PubMed

Patents

Sample Use Guides

In Vivo Use Guide
No more than 5 mm should be used to cover an area the size of a hand.
Route of Administration: Topical
In Vitro Use Guide
Addition of 1 to 100 uM of nonivamide reduced fatty acid uptake in a dose-dependent manner in Caco-2 cells
Substance Class Chemical
Record UNII
S846B891OR
Record Status Validated (UNII)
Record Version