Bosseopentaenoic acid

Bosseopentaenoic acid

Names
IUPAC name (5Z,8Z,10E,12E,14Z)-Eicosapentaenoic acid
Other names 20:5Δ5Z,8Z,10E,12E,14Z
Identifiers
ChemSpider	10475853
Jmol interactive 3D	Image
InChI InChI=1S/C20H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h6-13,15-16H,2-5,14,17-19H2,1H3,(H,21,22)/b7-6-,9-8+,11-10+,13-12-,16-15- Key: QQXWWCIEPUFZQL-JMFSJNRSSA-N InChI=1/C20H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h6-13,15-16H,2-5,14,17-19H2,1H3,(H,21,22)/b7-6-,9-8+,11-10+,13-12-,16-15- Key: QQXWWCIEPUFZQL-JMFSJNRSBI
SMILES OC(=O)CCC/C=C\C/C=C\C=C\C=C\C=C/CCCCC
Properties
Chemical formula	C20H30O2
Molar mass	302.46 g·mol^−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Bosseopentaenoic acid is a conjugated polyunsaturated fatty acid. Bosseopentaenoic acid can be extracted from the red coralline algae, Bossiella orbigniana.^[1] The first total synthesis of methyl bosseopentaenoate by consecutive palladium-catalyzed reactions was reported in 2011.^[2]

References

1. Burgess, J.R., De la Rosa, R.I., Jacobs, R.S., Butler, A (1991). "A new eicosapentaenoic acid formed from arachidonic acid in the coralline red algae Bossiella orbigniana". Lipids 26 (2): 1057–1059. doi:10.1007/BF02544012.
2. Mohamed, Y. M. A., Hansen, T. V. (2011). "Synthesis of methyl-(5Z,8Z,10E,12E,14Z)-eicosapentaenoate". Tetrahedron Letters 52 (10): 1057–1059. doi:10.1016/j.tetlet.2010.12.078.