7(Z),11(Z)-Pentacosadiene Exclusive

Cayman Chemical Item Number 9000531

(CAS 127599-39-7)

7(Z),11(Z)-Pentacosadiene (CAS 127599-39-7)

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Description

Unsaturated, long-chain hydrocarbons are found on the cuticles of insects and can act as pheromones. In mature Drosophila melanogaster, certain cuticular hydrocarbons are sexually dimorphic: males synthesize 23- and 25-C monoenes and females produce 27- and 29-C dienes. Each of these lipids plays specific roles in regulating male sexual behavior, with dienes stimulating courtship.1 7(Z),11(Z)-Pentacosadiene is a 25-C hydrocarbon that is found in low abundance on cuticles of mature Drosophila females.2 Depletion of a female-specific elongase (eloF), which leads to an increase in 7(Z),11(Z)-pentacosadiene along with a parallel decrease in 7,11-nonacosadiene, significantly reduces copulation in Drosophila.3 This raises the possibility that 7(Z),11(Z)-pentacosadiene may act as an anti-aphrodisiac.

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 Chertemps, T., Duportets, L., Labuer, C., et al. A female-biased expressed elongase involved in long-chain hydrocarbon biosynthesis and courtship behavior in Drosophila melanogaster. Proc Natl Acad Sci USA 104(11) 4273-4278 (2007).

Formal Name 7Z,​11Z-​pentacosadiene
CAS Number 127599-39-7
Molecular Formula C25H48
Formula Weight 348.7
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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CCCCCCCCCCCCC/C=C\CC/C=C\CCCCCC
InCHI Code
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​1S/C25H48/c1-3-5-7-9-11-13-15-17-19-21-23-25-24-22-20-18-16-14-12-10-8-6-4-2/h13,15,21,23H,3-12,14,16-20,22,24-25H2,1-2H3/b15-13-,23-21-
InCHI Key
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PJVWXEURPGIPNW-ADYYPQGGSA-N

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Size Price Quantity Subtotal
1 mg $42.00 $0.00
5 mg $189.00 $0.00
10 mg $336.00 $0.00
50 mg $1,470.00 $0.00
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Pricing updated 2014-04-23. Prices are subject to change without notice.

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