Structure Database (LMSD)

Common Name
7Z-Pentacosene
Systematic Name
7Z-Pentacosene
Synonyms
LM ID
LMFA11000097
Formula
C25H50
Exact Mass
Calculate m/z
350.391251
Status
Curated
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Hydrocarbons [FA11]

Biological Context

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 concentrations or when combined with other alkenes.4 Interestingly, the absolute level of pentacosene increases in Drosophila females immediately after copulation.3,1

This information has been provided by Cayman Chemical

References

1. 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).
2. Ferveur, J.-F., 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).
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. Siwicki, K.K., Riccio, P., Ladewski, L., et al. The role of cuticular pheromones in courtship conditioning of Drosophila males. Learn. Mem. 12(6), 636-645 (2005).

References

Comments
Pherobase Semiochemicals

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Trachypachus gibbsii (#60841)
Insecta (#50557)
Defensive chemicals of two species of Trachypachus Motschulski.,
J Chem Ecol, 2004
Pubmed ID: 15139309

String Representations

InChiKey (Click to copy)
RORWYUWDGGVNRJ-SQFISAMPSA-N
InChi (Click to copy)
InChI=1S/C25H50/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/h13,15H,3-12,14,16-25H2,1-2H3/b15-13-
SMILES (Click to copy)
CCCCCC/C=C\CCCCCCCCCCCCCCCCC

Other Databases

PubChem CID
56936090
Cayman ID
9000530

Calculated Physicochemical Properties

Heavy Atoms 25
Rings 0
Aromatic Rings 0
Rotatable Bonds 21
Van der Waals Molecular Volume 438.42
Topological Polar Surface Area 0.00
Hydrogen Bond Donors 0
Hydrogen Bond Acceptors 0
logP 9.77
Molar Refractivity 117.45

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Created at
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Updated at
11th Dec 2025