What is the Nomenclature of Glucose Isomers?

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The discussion centers around the proper nomenclature of a specific isomer, 1,2,3,4,5,6-hydroxycyclohexane, which is more accurately referred to as cyclohex-1,2,3,4,5,6-hexaol. This compound is commonly known as meso-inositol, a member of the cyclitol class, and its significance in the pharmaceutical industry is noted. The conversation highlights the importance of stereochemistry in determining whether the compound is a meso compound or one of its chiral isomers. Additionally, the role of inositol in biological functions, such as cell membrane construction and glucose metabolism, is discussed, along with potential deficiencies in animals. The thread also raises questions about the proper naming of other related compounds, including hexahydroxycyclohexene and dodecahydroxycyclohexane, and their stability. There is a request for resources on cyclitol nomenclature.
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Nomeclature of 'abnormal glucose isomer

Now this isomer may not really exist (it might...not sure),
but what is 1,2,3,4,5,6-hydroxycyclohexane more properly called?

*(that's how I named it--an isomer with molecular formula C_6 H_{12} O_6---with a cyclohexane base, just replace one hydrogen at each carbon with a hydroxyl group. But...I'm pretty sure there is a better, shorter, more knowledgeable name for it :frown: )
 
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bomba923 said:
Now this isomer may not really exist (it might...not sure),
but what is 1,2,3,4,5,6-hydroxycyclohexane more properly called?
Well, the full name would be cyclohex-1,2,3,4,5,6-hexaol because you put the hydroxy branch numbers in the centre (remember?) but I think, due to the hexa in the middle, that you could say it is cyclohex-hexaol but this might not be true.
 
The common name is meso-inositol (or simply inositol) and it belongs to a class known as cyclitols.
 
Wouldn't the "meso" part depend on the stereochemistry of the hydroxy groups?
 
Yes it would. I imagined the compound was the meso-compound as this isomer is very important in the pharmaceutical industry. It could as easily have been one of the chiral isomers, I guess.
 
Gokul43201 said:
Yes it would. I imagined the compound was the meso-compound as this isomer is very important in the pharmaceutical industry. It could as easily have been one of the chiral isomers, I guess.

Wow--I had no idea :bugeye:
I just thought this was any random glucose isomer :redface:

I was searching online--and it appears to a beneficial biological compound;

[PLAIN said:
http://www.independentliving.co.uk/vitamin4.html][/PLAIN]
Experimental deficiencies have been caused in animals: they led to hair loss, rashes, constipation, a reduction in growth rate and increase in congenital eye defects. There is no evidence linking human deficiency to such effects.

Although little is known about inositol's role in the body, it seems to be involved in various functions, including construction of cell membranes and lipoproteins in the plasma. It seems also to prevent fat accumulating in the liver and other organs, and is important for metabolising glucose.

*Also, what is the proper name for this compound, "hexahydroxycyclohexene," "cyclohex-1,2,3,4,5,6-enol"---basically a cyclohexene, with one hydroxyl group on each carbon? (what is the correct name?)
*And what is the proper name for this compound, "dodecahydroxycyclohexane"---basically a cyclohexane, with EverY hydrogen replaced with a hydroxyl group? (12 hydroxyl groups, two per carbon) (what is the correct/proper name?) and, would this compound be very Very unstable?

---or, can any direct me to a webpage on the nomenclature of cyclitols?
 
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