How many chiral centers are in cortisone?

1 Answer
Nov 8, 2014

Answer:

There are 6 chiral centres in cortisone.

Explanation:

The structure of cortisone is

Cortisone

I have circled the six chiral centres.

For easy reference, here is the numbering of the carbon atoms in the basic ring structure: cyclopentanoperhydrophenanthrene.

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Following the numbers, we find the following chiral centres:

  • C-8 (attached groups are C-7, C-9, C-14, and H)
  • C-9 (attached groups are C-8, C-10, C-11, and H)
  • C-10 (attached groups are C-1, C-5, C-9, and CH₃)
  • C-13 (attached groups are C-12, C-14, C-17, and CH₃)
  • C-14 (attached groups are C-8, C-13, C-15, and H)
  • C-17 (attached groups are C-13, C-16, OH, and COCH₂OH)