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. 2016 Apr;357(1):188–204. doi: 10.1124/jpet.115.229302

TABLE 1.

Chemical structures of neurosteroids tested for extrasynaptic activity

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Steroid C3 Position (R1) C5 Position (R2) C17 Position (R3) Key Structural Significance
3α 5α-AP α-OH α-H -COCH3 3α-hydroxyl, 5α-reduction,17-acetyl
GX α-OH β-CH3 α-H -COCH3 3β-methyl
3α 5β-AP α-OH β-H -COCH3 5β-reduction
3β5α -AP β-OH α-H -COCH3 3β-hydroxyl
THDOC α-OH α-H -COCH2OH 21-hydroxyl
ALFX α-OH α-H -COCH3 11-carbonyl
AD α-OH α-H β-OH 17-hydroxyl
AN α-OH α-H =O 17-carbonyl
ETIO α-OH β-H =O 17-carbonyl, 5β-reduction
ORG-20599 α-H α-H -COCH2Cl 2β-(4-morpholinyl), 17-acyl chloride