Ectocarpene

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Ectocarpene
IUPAC name	(5S)-5-[(1E)-but-1-en-1-yl]cyclohepta-1,3-diene
Other names	(6R)-6-[(E)-but-1-enyl]cyclohepta-1,4-diene, 6-[Z-butenyl]-1,4-cycloheptadiene, 1-(1-butenyl)-2,5-cycloheptadiene, (+)-(6S)-6-(1Z-butenyl)cyclohepta-1,4-diene
Identifiers
CAS number	[33156-93-3]
PubChem	6440990
SMILES	CC\C=C\[C@H]1CC=CCC=C1
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
Properties
Molecular formula	C11H16
Molar mass	148.24 g/mol
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) Infobox disclaimer and 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 (ordo 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 & the absolute configuration of the stereocentre is S.

[edit] References

[edit] External links

• Evidence of ectocarpene and dictyopterenes A and C’ in the water of a freshwater lake’