Ectocarpene

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Ectocarpene
200px
200px
Names
IUPAC name
(R,Z)-6-(But-1-en-1-yl)cyclohepta-1,4-diene
Other names
(−)-Dictyopterene D'
Identifiers
33156-93-3 YesY
ChemSpider 28290131 N
Jmol 3D model Interactive image
  • InChI=1S/C11H16/c1-2-3-8-11-9-6-4-5-7-10-11/h3-4,6-8,10-11H,2,5,9H2,1H3/b8-3-/t11-/m0/s1 N
    Key: KIFXGGYCNMHCSX-DZHRUPLWSA-N N
  • InChI=1/C11H16/c1-2-3-8-11-9-6-4-5-7-10-11/h3-4,6-8,10-11H,2,5,9H2,1H3/b8-3-/t11-/m0/s1
    Key: KIFXGGYCNMHCSX-DZHRUPLWBJ
  • CC/C=C\[C@H]1CC=CCC=C1
Properties
C11H16
Molar mass 148.25 g·mol−1
Density 0.908 g/mL
Vapor pressure {{{value}}}
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YesYN ?)
Infobox references

Ectocarpene is a sexual attractant, or pheromone, found with several species of brown algae (Phaeophyceae). The substance has a fruity scent and can be sensed by humans when millions of algae gametes swarm the seawater and the females start emitting the substance to attract the male gametes.

Ectocarpene was the first isolated algal pheromone. It was isolated from algae Ectocarpus (order Ectocarpales) by Müller and col. in 1971.[1] More recent studies have shown that a pre-ectocarpene compound may be responsible for actual attraction of the male gametes.[2]

All the double bonds are cis and the absolute configuration of the stereocenter is (R).[3]

See also

References

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  2. Lua error in package.lua at line 80: module 'strict' not found.
  3. SciFinder Scholar, version 2004.2; Chemical Abstracts Service: Columbus, OH, 2004; RN 133876-92-3

External links

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