Talk:Bosseopentaenoic acid

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Chemical structure[edit]

It looks like there are 3E and 2Z orientations in the molecule but the name does not represent this.— Preceding unsigned comment added by ChemSpiderMan (talkcontribs)

Copied from the file talk page on Commons (w:Commons:File talk:Bosseopentaenoic acid.png):

Based on the wikipedia article fro Bosseopentaenoic acid and the reference supporting it -as well as http://dx.doi.org/10.1016/j.tetlet.2010.12.078. The stereochemistry (or rather geometry) of the double bonds is: (5Z,8Z,10E,12E,14Z), whereas this image depicts (5Z,8Z,10E,12E,14E). --The chemistds (talk) 23:20, 2 April 2012 (UTC)[reply]
Thanks for catching the discrepancy. Chemical Abstracts has bosseopentaenoic acid listed as CAS#133205-91-1 and the name/structure (5Z,8E,10Z,12Z,14E)-5,8,10,12,14-eicosapentaenoic acid. This seems to be inconsistent with the primary sources that you list (which CAS has presumably abstracted from). I'm not sure where I got the (5Z,8Z,10E,12E,14E) geometry for the image I created. In any case, I have updated the image and article to be consistent with the primary literature instead of the apparently erroneous CAS listing. Can you double check me and see if it looks correct to you now? -- Ed (Edgar181) 13:02, 3 April 2012 (UTC)[reply]
I don't have access to ChemAbs to check against that database. The primary literature can be just as decisive - as authors can mistakenly submit an incorrect structure - or even revise the structure based on further analysis. It's all about identifying what the current concensus is. :-( But thanks for updating the image. --The chemistds (talk) 14:33, 3 April 2012 (UTC)[reply]