Ectocarpene
| |
| Names | |
|---|---|
| Preferred IUPAC name
(6S)-6-[(1Z)-But-1-en-1-yl]cyclohepta-1,4-diene | |
| Other names
(S,Z)-6-(But-1-en-1-yl)cyclohepta-1,4-diene
Dictyopterene D | |
| Identifiers | |
3D model (
JSmol ) |
|
| ChemSpider | |
PubChem CID
|
|
| UNII | |
CompTox Dashboard (EPA)
|
|
| |
| |
| Properties | |
| C11H16 | |
| Molar mass | 148.249 g·mol−1 |
| Density | 0.908 g/mL |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
| |
Ectocarpene is a sexual attractant, or
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]
The presence of ectocarpene in Capsicum fruit was reported in 2010. Studies concluded that its "sweet and green" aroma surfaced through identification tests as well as sensory tests. Its relatively low but influential presence helps develop the Capsicum fruit’s profile.[3]
(E)-Ectocarpene is a product associated to a group referred to as
Bryophytes, a family of liverworts, algae, and other species with medicinal and nutritional properties. It is suggested that (E)-ectocarpene may have an evolutionary relationship between families of liverworts and algae as its concentration of formation varies based on the species’ environmental conditions.[4]
All the double bonds are
cis and the absolute configuration of the stereocenter is (S).[2]