Pregnanolone

Pregnanolone

Names
IUPAC name (3α,5β)-3-Hydroxypregnan-20-one
Identifiers
CAS Number	128-20-1
ChEBI	CHEBI:1712 Y
ChEMBL	ChEMBL210952
ChemSpider	29132
Jmol 3D model	Interactive image
PubChem	31402
InChI InChI=1S/C21H34O2/c1-13(22)17-6-7-18-16-5-4-14-12-15(23)8-10-20(14,2)19(16)9-11-21(17,18)3/h14-19,23H,4-12H2,1-3H3/t14-,15-,16+,17-,18+,19+,20+,21-/m1/s1 Key: AURFZBICLPNKBZ-YZRLXODZSA-N InChI=1/C21H34O2/c1-13(22)17-6-7-18-16-5-4-14-12-15(23)8-10-20(14,2)19(16)9-11-21(17,18)3/h14-19,23H,4-12H2,1-3H3/t14-,15-,16+,17-,18+,19+,20+,21-/m1/s1 Key: AURFZBICLPNKBZ-YZRLXODZBF
SMILES CC(=O)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC[C@H]4[C@@]3(CC[C@H](C4)O)C)C
Properties
Chemical formula	C21H34O2
Molar mass	318.50 g·mol−1
Vapor pressure	{{{value}}}
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Pregnanolone (3α-hydroxy-5β-pregnan-20-one or 3α,5β-tetrahydroprogesterone; sometimes abbreviated as 3α,5β-THP), also known as eltanolone (INN), is an endogenous neurosteroid that is biosynthesized from progesterone. It is a positive allosteric modulator of the GABA_A receptor, as well as a negative allosteric modulator of the glycine receptor, and is known to have sedative, anxiolytic, anesthetic, and anticonvulsant effects. It was investigated for clinical use as a general anesthetic, but produced unwanted side effects such as convulsions on occasion, and for that reason was never marketed.

See also

• Allopregnanolone
• Hydroxydione
• Isopregnanolone
• Renanolone