Cholesterol is an essential ingredient of cell membranes. In atherosclerosis, it

Question

Cholesterol is an essential ingredient of cell membranes. In atherosclerosis, it accumulates in plaque on artery walls and gallstones can be nearly pure cholesterol. About 85% of the roughly 150 g of cholesterol in a healthy human body is found in cell membranes. The structure below is the enantiomer of natural cholesterol. Using the structure and image below, determine the conformation of each of the designated substituents. (Use the carbon atom numbering from the image on the left.)

Answer: Equatorial or Axial

Explanation / Answer

Solution

i) OH at C-3 is equatorial.

ii) Hb at C4 is axial (Because this H is cis to OH and OH is equitorial).

iii) Ha at C11 is axial.

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