Structure Database (LMSD)

Common Name
7Z-Tricosene
Systematic Name
7Z-Tricosene
Synonyms
LM ID
LMFA11000101
Formula
C23H46
Exact Mass
Calculate m/z
322.359951
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)-Tricosene is an unsaturated cuticular hydrocarbon that acts as a pheromone in some insects, including Drosophila. While it is present in both sexes of some Drosophila species, it is abundant in males, but not females, of D. melanogaster and D. sechellia.1 In these species, 7(Z)-tricosene prevents or reduces male courtship behavior2 and increases female sexual receptivity.3 It is absent from virgin D. melanogaster females, but is transferred from males to females during mating.4 In addition, mating induces the synthesis of 7(Z)-tricosene by D. melanogaster females, so that it acts as an anti-aphrodisiac in mated females.4 7(Z)-Tricosene is also a minor component of labial gland secretion and cuticle of Bombus spp.5,6

This information has been provided by Cayman Chemical

References

1. Scott, D. Sexual mimicry regulates the attractiveness of mated Drosophila melanogaster females. Proc. Natl. Acad. Sci. USA 83, 8429-8433 (1986).
2. Grillet, M., Dartevelle, L., and Ferveur, J.F. A Drosophila male pheromone affects female sexual receptivity. Proc. Biol. Sci. 273, 315-323 (2006).
3. Svetec, N., and Ferveur, J.F. Social experience and phermonal perception can change male-male interactions in Drosophila melanogaster. J. Exp. Biol. 208, 891-898 (2004).
4. Urbanová, K., Valterová, I., Hovorka, O., et al. Chemotaxonomical characterisation of males of Bombus lucorum (hymenoptera: Apidae) collected in the Czech Republic. Eur. J. Entomol. 98, 111-115 (2001).
4. Urbanová, K., Valterová, I., Hovorka, O., et al. Chemotaxonomical characterisation of males of Bombus lucorum (hymenoptera: Apidae) collected in the Czech Republic. Eur. J. Entomol. 98, 111-115 (2001).
5. Valterová, I., Urbanová, K., Hovorka, O., et al. Composition of the labial gland secretion of the bumblebee males Bombus pomorum. Z. Naturforsch. C J. Biosci. 56, 430-436 (2001).
6. Coyne, J.A., Crittenden, A.P., and Mah, K. Genetics of a pheromonal difference contributing to reproductive isolation in drosophila. Science 265, 1461-1464 (1994).

References

Comments
Pherobase Semiochemicals

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Trachypachus slevini (#538617)
Insecta (#50557)
Defensive chemicals of two species of Trachypachus Motschulski.,
J Chem Ecol, 2004
Pubmed ID: 15139309

String Representations

InChiKey (Click to copy)
IRYCVIRCWSSJOW-SQFISAMPSA-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/h13,15H,3-12,14,16-23H2,1-2H3/b15-13-
SMILES (Click to copy)
CCCCCC/C=C\CCCCCCCCCCCCCCC

Other Databases

CHEBI ID
194455
PubChem CID
14367296
Cayman ID
9000313

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
15th Dec 2025