Complanine

Complanine
Other names (−)-Complanine
Identifiers
CAS number	1042688-43-6 Y
Properties
Molecular formula	C11H22NO
Molar mass	184.3 g mol−1
Y (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Eurythoe complanata

Complanine is a natural product isolated from the marine fireworm Eurythoe complanata.

Occurrence

It was known that the fireworm Eurythoe complanata are dangerous for animals and humans because of there inflammation-inducing effect. In humans it takes effect by harming with small setae and causes inflammation of the skin. Complanine was the first compound isolated from the fireworm which causes the same effects. The chemical structure was determined by spectroscopical methods^[1] and the absolute configuration was confirmed with a total synthesis.^[2]

It is presumed that this compound has a deterring affect on predators of the fireworm.

References

1. ^ Kazuhiko Nakamura, Yu Tachikawa, Makoto Kitamura, Osamu Ohno, Masami Suganuma and Daisuke Uemura (2008). "Complanine, an inflammation-inducing substance isolated from the marine fireworm Eurythoe complanata". Org. Biomol. Chem. 6 (12): 2058–2060. doi:10.1039/b803107j. PMID 18528565. 
2. ^ Nakamura, Kazuhiko; Tachikawa, Yu; Uemura, Daisuke (2009). "(−)-Complanine, an inflammatory substance of marine fireworm: a synthetic study". Beilstein Journal of Organic Chemistry 5. doi:10.3762/bjoc.5.12. http://www.beilstein-journals.org/bjoc/single/articleFullText.htm?publicId=1860-5397-5-12&vt=f&bpn=home.