Structure Database (LMSD)

Common Name
11Z-Octadecenyl acetate
Systematic Name
11Z-Octadecenyl acetate
Synonyms
  • cis-Vaccenyl acetate
LM ID
LMFA07010387
Formula
Exact Mass
Calculate m/z
310.28718
Sum Composition
Status
Curated

Classification

Biological Context

The mating and social behaviors of insects are largely orchestrated by a suite of volatile hydrocarbon pheromones. 11(Z)-Vaccenyl Acetate is the male-specific mating pheromone of the fruit fly D. melanogaster. It acts selectively through the Or67d odorant receptor to control mating behavior in both male and female fruit flies.1

This information has been provided by Cayman Chemical

References

1. Kurtovic, A., Widmer, A., and Dicksom, B.J. A single class of olfactory neurons mediates behavioural responses to a Drosophila sex pheromone. Nature 446, 542-546 (2007).

References

Comments
Pherobase

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Drosophila melanogaster (#7227)
Insecta (#50557)
cis-Vaccenyl acetate as an aggregation pheromone inDrosophila melanogaster.,
J Chem Ecol, 1985
Pubmed ID: 24311338

String Representations

InChiKey (Click to copy)
QSZKEDWVAOAFQY-HJWRWDBZSA-N
InChi (Click to copy)
InChI=1S/C20H38O2/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-22-20(2)21/h8-9H,3-7,10-19H2,1-2H3/b9-8-
SMILES (Click to copy)
O(C(=O)C)CCCCCCCCCC/C=C\CCCCCC

Other Databases

CHEBI ID
PubChem CID
Cayman ID
PDB ID

Calculated Physicochemical Properties

Heavy Atoms 22
Rings 0
Aromatic Rings 0
Rotatable Bonds 17
Van der Waals Molecular Volume 366.86
Topological Polar Surface Area 26.30
Hydrogen Bond Donors 0
Hydrogen Bond Acceptors 2
logP 6.87
Molar Refractivity 96.58

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Created at
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Updated at
6th Jun 2022