7(Z)-Pentacosene (CAS 63623-49-4) || Cayman Chemical

7(Z)-Pentacosene Exclusive

Cayman Chemical Item Number 9000530

(CAS 63623-49-4)

7(Z)-Pentacosene (CAS 63623-49-4)

Description

7(Z)-Pentacosene is an unsaturated cuticular hydrocarbon that acts as a contact sex pheromone in fruit flies. In different species and genotypes of Drosophila, it can be found on both males and females.^1,2,3 Pentacosene may stimulate copulation either by itself at high concentrations⁴ or when combined with other alkenes. Interestingly, the absolute level of pentacosene increases in Drosophila females immediately after copulation.^3,1

1 Ferveur, J., and Sureau, G. Simultaneous influences on male courtship of stimulatory and inhibitory pheromones produced by live sex-mosaic Drosophila melanogaster. Proc Biol Sci 263(1373) 967-973 (1996).

2 Siwicki, K.K., Riccio, P., Ladewski, L., et al. The role of cuticular pheromones in courtship conditioning of Drosophila males. Learn Mem 12 636-645 (2005).

3 Yew, J.Y., Cody, R.B., and Kravitz, E.A. Cuticular hydrocarbon analysis of an awake behaving fly using direct analysis in real-time time-of-flight mass spectrometry. Proc Natl Acad Sci USA 105(20) 7135-7140 (2008).

4 Antony, C., Davis, T.L., Carlson, D.A., et al. Compared behavioral responses of male Drosophila melanogaster (Canton S) to natural and synthetic aphrodisiacs. J Chem Ecol 11(12) 1617-1629 (1985).

Formal Name

7Z-pentacosene

CAS Number

63623-49-4

Molecular Formula

C₂₅H₅₀

Formula Weight

350.7

Formulation

A solution in hexane

Purity

≥98%

Stability

1 year

Storage

-20°C

Shipping

Room temperature in continental US; may vary elsewhere

SMILES

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CCCCCC/C=C\CCCCCCCCCCCCCCCCC

Background Reading

Yew, J.Y., Cody, R.B., and Kravitz, E.A. Cuticular hydrocarbon analysis of an awake behaving fly using direct analysis in real-time time-of-flight mass spectrometry. Proc Natl Acad Sci USA 105(20) 7135-7140 (2008).

Antony, C., Davis, T.L., Carlson, D.A., et al. Compared behavioral responses of male Drosophila melanogaster (Canton S) to natural and synthetic aphrodisiacs. J Chem Ecol 11(12) 1617-1629 (1985).

Ferveur, J., and Sureau, G. Simultaneous influences on male courtship of stimulatory and inhibitory pheromones produced by live sex-mosaic Drosophila melanogaster. Proc Biol Sci 263(1373) 967-973 (1996).

Siwicki, K.K., Riccio, P., Ladewski, L., et al. The role of cuticular pheromones in courtship conditioning of Drosophila males. Learn Mem 12 636-645 (2005).

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