CAS 490-10-8

Nepetalactone

Description:

Nepetalactone is a bicyclic monoterpene compound primarily known for its role as the active ingredient in catnip, which is derived from the plant Nepeta cataria. It has a characteristic pleasant, minty odor and is responsible for the behavioral effects observed in cats, such as increased playfulness and euphoria. Nepetalactone exists in two isomeric forms, with the trans-isomer being the most biologically active. This compound is a colorless to pale yellow liquid at room temperature and is relatively non-toxic to humans and pets. It has a low solubility in water but is soluble in organic solvents like ethanol and ether. Nepetalactone exhibits a range of potential applications, including use in perfumes, insect repellents, and as a natural pesticide. Its chemical structure consists of a lactone ring, which contributes to its stability and reactivity. Overall, nepetalactone is a fascinating compound with both ecological significance and practical uses in various industries.

Formula: C₁₀H₁₄O₂

InChI: InChI=1S/C10H14O2/c1-6-3-4-8-7(2)5-12-10(11)9(6)8/h5-6,8-9H,3-4H2,1-2H3

InChI key: InChIKey=ZDKZHVNKFOXMND-UHFFFAOYSA-N

SMILES: CC=1C2C(C(C)CC2)C(=O)OC1

Synonyms:

• (4aS,7S,7aR)-4,7-Dimethyl-5,6,7,7a-tetrahydrocyclopenta[c]pyran-1(4aH)-on
• 2-(2-Hydroxy-1-methylethenyl)-5-methylcyclopentanecarboxylic Acid D-Lactone
• 490-10-8
• 5,6,7,7a-Tetrahydro-4,7-dimethylcyclopenta[c]pyran-1(4aH)-one
• Cyclopenta[c]pyran-1(4aH)-one, 5,6,7,7a-tetrahydro-4,7-dimethyl-
• Cyclopentanecarboxylic acid, 2-(2-hydroxy-1-methylvinyl)-5-methyl-, δ-lactone
• MD₁ 84
• Nepetalactone
• cyclopenta[c]pyran-1(4aH)-one, 5,6,7,7a-tetrahydro-4,7-dimethyl-, (4aS,7S,7aR)-
• (4aS,7S,7aR)-4,7-Diméthyl-5,6,7,7a-tétrahydrocyclopenta[c]pyran-1(4aH)-one
• MD1 84
• (4aS,7S,7aR)-4,7-Dimethyl-5,6,7,7a-tetrahydrocyclopenta[c]pyran-1(4aH)-one
• cis,cis-Nepetalactone
• cis,trans-Nepetalactone
• cis-cis-Nepetalactone
• (4aR)-5,6,7,7aβ-Tetrahydro-4,7α-dimethylcyclopenta[c]pyran-1(4aH)-one
• (4aR)-5,6,7,7aβ-Tetrahydro-4,7α-dimethylcyclopenta[c]pyran-1(4aβH)-one
• MDI 84
• MD(sub 1) 84

Nepetalactone

CAS: 490-10-8

Nepetalactone is found in the plant Nepeta parnassica and has high mosquito repellency properties.

Formula: C₁₀H₁₄O₂

Color and Shape: Solid

Molecular weight: 166.22

Ref: TM-T33643