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3α-hydroxy-5β-pregnan-20-one

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Origin: China

Cas No: 128-20-1

Specification: 99%min

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  • Products Specification
  • Product Description
  • Property

    CAS No.: 128-20-1 Formula: C21H34O2 Molecular Weight: 318.49300

    Description

    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 GABAA 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.

    Basic Info

    Chemical Name 3α-hydroxy-5β-pregnan-20-one
    Synonyms

    5-Pregnan-3-ol-20-one;
    Pregnanolone II;
    Butabindide oxalate;
    3alpha-hydroxy-5beta-pregnan-20-one;
    Pregnan-20-one,3-hydroxy-, (3a,5b)-;
    Pregnan-20-one, 3-hydroxy-, (3α,5β)-;
    pregnanalone;
    PREGNAN-3A-OL-20-ONE;

    CAS No. 128-20-1
    Molecular Formula C21H34O2
    Molecular Weight 318.49300
    PSA 37.30000
    LogP 4.59520

    Properties

    Appearance & Physical State Solid.
    Density 1.05 g/cm3 (20ºC)
    Boiling Point 431.2ºC at 760 mmHg
    Melting Point 149ºC
    Refractive Index 1.524
    Stability Stable at normal temperatures and pressures.
    Storage Condition Keep tightly closed. Store in a cool dry place.
    Vapor Pressure 3.05E-09mmHg at 25°C

    Safety Info

    Safety Statements S22; S36
    Risk Statements R40
    Hazard Codes Xn
    Hazard Declaration H351
    Signal Word Warning
    Caution Statement P281
    Symbol GHS08

    Synthesis Route

    (-)-7β-hydroxy-2,4bβ-dimethyl-1-(pent-3-ynyl)-1,2,3,4,4aα,5,6,7,8,8a,9,10,10aβ-tetradecahydro-2-phenanthrol3β-hydroxy-5α-pregnan-20-one+3α-hydroxy-5β-pregnan-20-one
    Progesterone5β-pregnane-3,20-dione+3β-hydroxy-5β-pregnan-20-one
    5β-pregnane-3,20-dione3β-hydroxy-5β-pregnan-20-one+3α-hydroxy-5β-pregnan-20-one

    GC Analysis

    Column type Active phase Temperature (°C) Retention Index (I) Temperature Control Method
    Packed SE-30 225. 2605. isothermal
    Capillary OV-101 230. 2642. isothermal
    Capillary OV-101 230. 2643. isothermal

    Precursor

    Progesterone
    Hexane
    5β-Pregnane-3α,20α-diol
    5β-pregnane-3,20-dione

    Downstream Product

    5β-Pregnane-3α,20α-diol
    Pregnanediol V
    3α-hydroxy-5β-androstan-17-one
    5β-pregnane-3,20-dione

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