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Details

Stereochemistry ACHIRAL
Molecular Formula C16H13N3O4
Molecular Weight 311.2921
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ICILIN

SMILES

OC1=CC=CC=C1N2CC=C(NC2=O)C3=CC=CC(=C3)[N+]([O-])=O

InChI

InChIKey=RCEFMOGVOYEGJN-UHFFFAOYSA-N
InChI=1S/C16H13N3O4/c20-15-7-2-1-6-14(15)18-9-8-13(17-16(18)21)11-4-3-5-12(10-11)19(22)23/h1-8,10,20H,9H2,(H,17,21)

HIDE SMILES / InChI

Molecular Formula C16H13N3O4
Molecular Weight 311.2921
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

AG-3-5 (also known as icilin) was first identified as a super-cooling agent in the early 1980s and bears little resemblance to menthol structurally. Icilin is able to activate both TRPM8 and TRPA1 channel activity. Icilin alleviates pain sensation in animal models.

CNS Activity

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

PubMed

Sample Use Guides

In Vivo Use Guide
topical application of 80-200 uM icilin alleviates pain sensations in rats
Route of Administration: Topical
In Vitro Use Guide
Activation of TRPM8 and TRPA1 by Icilin 3-100 uM presynaptically modulated glutamatergic transmission onto partially overlapping but distinct populations of superficial rat dorsal horn neurones.
Substance Class Chemical
Record UNII
CS70PZQ4QJ
Record Status Validated (UNII)
Record Version