Structure Database (LMSD)

Common Name
9Z-Tricosene
Systematic Name
9Z-Tricosene
Synonyms
LM ID
LMFA11000117
Formula
C23H46
Exact Mass
Calculate m/z
322.359951
Status
Curated
Show lipids differing only in stereochemistry/bond geometry
View NP-MRD ID(NMR) spectrum

Classification

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

Biological Context

9(Z)-Tricosene is a pheromone released by insects, including D. melanogaster, M. domestica (house fly), and A. mellifera L. (honey bee).1,2,3 In Drosophila, it induces aggregation behavior and is an oviposition guidance cue for females.1 Due to its aggregation-inducing activity, it is used as a bait pesticide to attract insects to traps.4 The mechanism of action in Drosophila is the activation of antennal basiconic Or7a receptors.1 It is also highly produced by honey bees during the waggle dance, which is a complex communication process used to alert nest-mates of the location and profitability of a food source.2 When injected into a hive, 9(Z)-tricosene induced foraging behavior.

This information has been provided by Cayman Chemical

References

1. Antony, C.J., J.-M. The chemical basis for sex recognition in Drosophila melanogaster. J. Insect. Physiol. 28(10), 873-880 (1982).
2. Thom, C., Gilley, D.C., Hooper, J., et al. The scent of the waggle dance. PLoS Biol. 5(9), 1862-1867 (2007).
3. Lin, C.-C., Prokop-Prigge, K.A., Preti, G., et al. Food odors trigger Drosophila males to deposit a pheromone that guides aggregation and female oviposition decisions. Elife. 4, e08688 (2015).
4. Butler, S.M., Gerry, A.C., and Mullens, B.A. House fly (Diptera: muscidae) activity near baits containing (Z)-9-tricosene and efficacy of commercial toxic fly baits on a southern California dairy. J. Econ. Entomol. 100(4), 1489-1495 (2007).

References

Comments
Pherobase Semiochemicals

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Periplaneta (#6977)
Insecta (#50557)
Cuticular lipids of insects. II. Hydrocarbons of the cockroaches Periplaneta australasiae. Periplaneta brunnea and Periplaneta fuliginosa.,
Lipids, 1970
Pubmed ID: 5418208

String Representations

InChiKey (Click to copy)
IGOWHGRNPLFNDJ-ZPHPHTNESA-N
InChi (Click to copy)
InChI=1S/C23H46/c1-3-5-7-9-11-13-15-17-19-21-23-22-20-18-16-14-12-10-8-6-4-2/h17,19H,3-16,18,20-23H2,1-2H3/b19-17-
SMILES (Click to copy)
CCCCCCCC/C=C\CCCCCCCCCCCCC

Other Databases

CHEBI ID
194482
PubChem CID
5365075
Cayman ID
13236

Calculated Physicochemical Properties

Heavy Atoms 23
Rings 0
Aromatic Rings 0
Rotatable Bonds 19
Van der Waals Molecular Volume 403.82
Topological Polar Surface Area 0.00
Hydrogen Bond Donors 0
Hydrogen Bond Acceptors 0
logP 8.99
Molar Refractivity 108.21

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Created at
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Updated at
9th Sep 2025