# correct psilocybin molecular structure

I'm writing a research paper on psilocybin. I need to know the correct chemical structure. When I look online it it shows different ones. There is one with two OH molecules attached to the phosphorous and there is one with one OH and one O- attached to the phosphorous. There is also one that I found with a O+ attached to the phosphorous. Are they all they same or are they interchangeable? Are there different ones? I can't find a clear answer. Any help is greatly appreciated.

Clearly, it cannot be an $\ce{O+}$, as that would require a triple bond to the oxygen, making the phosphorus in the middle quite unhappy.
Of the other two alternatives, both are correct -- however, it matters what environment you're considering the molecule. In neutral or slightly basic conditions, it will be an $\ce{O-},$ while in slightly acidic conditions, it will be an $\ce{OH}.$
• Since this is a natural product (found in mushrooms), most likely it is found primarily inside of cells, which have a close to neutral pH. Thus, it is likely found in its deprotonated form (the one with the $\ce{O-}$). The reason that pH matters is because the difference between $\ce{OH}$ and $\ce{O-}$ is a measly little $\ce{H+}$ (notice that regular hydrogen has one proton and one electron, so $\ce{H+}$ has lost its electron, and is simply a proton - hence the word de- proton -ated). pH is just a fancy way of measuring the amount of $\ce{H+}$ found in a solution, so that's why pH matters. – kosyumote Jun 29 '16 at 5:17