Bombykol

Bombykol

Names
IUPAC name (10E,12Z)-hexadeca-10,12-dien-1-ol
Identifiers
CAS Number	765-17-3
ChEBI	CHEBI:41200
ChemSpider	392860
Jmol interactive 3D	Image Image
PubChem	445128
InChI InChI=1S/C16H30O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17/h4-7,17H,2-3,8-16H2,1H3/b5-4-,7-6+ Key: CIVIWCVVOFNUST-SCFJQAPRSA-N InChI=1/C16H30O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17/h4-7,17H,2-3,8-16H2,1H3/b5-4-,7-6+ Key: CIVIWCVVOFNUST-SCFJQAPRBG
SMILES CCC/C=C\C=C\CCCCCCCCCO OCCCCCCCCC\C=C\C=C/CCC
Properties
Chemical formula	C16H30O
Molar mass	238.42 g·mol^−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
verify (what is  ?)
Infobox references

Bombykol is a pheromone released by the female silkworm moth to attract mates. Discovered by Adolf Butenandt in 1959, it was the first pheromone to be characterized chemically.^[1] Minute quantities of this pheromone can be used per acre of land to confuse male insects about the location of their female partners, it can thus serve as a lure in traps to effectively remove insects without spraying crops with large amounts of chemicals. Butenandt named the substance after the moth's Latin name Bombyx mori.^[2]

In vivo it appears that bombykol is the natural ligand for a pheromone binding protein, BmorPBP, which escorts the pheromone to the pheromone receptor.^[3]

References

1. Butenandt, A.; Beckamnn, R.; Hecker, E. (1961). "Über den Sexuallockstoff des Seidenspinners .1. Der biologische Test und die Isolierung des reinen Sexuallockstoffes Bombykol". Hoppe-Seylers Zeitschrift für Physiologische Chemie 324: 71. doi:10.1515/bchm2.1961.324.1.71.
2. "Molecule of the Week". American Chemical Society. 2004. Archived from the original on August 7, 2004. Retrieved March 2, 2013.
3. Leal, Walter S. (2005). "Pheromone Reception". In Schulz, Stefan. The Chemistry of Pheromones and Other Semiochemicals II. Springer. ISBN 9783540213086. Retrieved March 2, 2013.