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ChemicalBook--->CAS DataBase List--->567-02-2

567-02-2

567-02-2 Structure

567-02-2 Structure
IdentificationBack Directory
[Name]

21-HYDROXYALLOPREGNANOLONE
[CAS]

567-02-2
[Synonyms]

TDOC
5α-THDOC
ALLO TH DOC
ALLOTETRAHYDRO DOC
ALLOTETRAHYDROCORTEXONE
1-HYDROXYALLOPREGNANOLONE
21-HYDROXYALLOPREGNANOLONE
ALLOTETRADEOXYCORTICOSTERONE
ALLOTETRAHYDRO SUBSTANCE 'Q'
5A-pregnane-3A,21-diol-20-one
5α-Pregnane-3α,21-diol-20-one
Allopregnane-3α,21-diol-20-one
3α,21-dihydroxy-5α-pregnan-20-one
ALLOTETRAHYDRODEOXYCORTICOSTERONE
ALLOTETRAHYDRODESOXYCORTICOSTERONE
ALLOPREGNANE-3ALPHA,21-DIOL-20-ONE
3β,5α-Tetrahydrodeoxycorticosterone
5ALPHA-PREGNANE-3ALPHA,21-DIOL-20-ONE
5-ALPHA-PREGNAN-3-ALPHA, 21-DIOL-20-ONE
5α-Pregnan-3α,21-diol-20-one-17,21,21-D3
3ALPHA,21-DIHYDROXY-5ALPHA-PREGNAN-20-ONE
Pregnan-20-one, 3,21-dihydroxy-, (3α,5α)-
Allotetrahydrodeoxycorticosterone (Solution)
5alpha-Pregnan-3alpha,21-diol-20-one-17,21,21-D3
21-Hydroxyallopregnanolone, 5α-Pregnane-3α,21-diol-20-one, 5α-THDOC, Allopregnane-3α,21-diol-20-one, Allotetrahydrodeoxycorticosterone
[EINECS(EC#)]

209-300-8
[Molecular Formula]

C21H34O3
[MDL Number]

MFCD00051144
[MOL File]

567-02-2.mol
[Molecular Weight]

334.49
Chemical PropertiesBack Directory
[Melting point ]

>150oC (dec.)
[storage temp. ]

Refrigerator
[solubility ]

Chloroform (Slightly), Ethanol (Slightly, Sonicated), Methanol (Slightly)
[form ]

Solid
[color ]

White to Off-White
Safety DataBack Directory
[WGK Germany ]

3
Hazard InformationBack Directory
[Uses]

3α,21-Dihydroxy-5α-pregnan-20-one (THDOC) has been used:
  • as an γ-aminobutyric acid type A receptor (γ-GABAA) agonist in voltage-clamp measurements studies in Xenopus oocytes
  • to test its effect on the spike-wave discharges (SWD) finasteride-treated rats
  • in electrophysiological studies with dentate granule cells (DGCs) post controlled cortical impact (CCI) -induced brain injury
[Definition]

ChEBI: 5-alpha-THDOC is a 21-hydroxy steroid.
[General Description]

3α21-Dihydroxy-5α-pregnan-20-one (THDOC) is a neurosteroid. It is synthesized in a two-step process from deoxycorticosterone (DOC) via 5α-dihydrodeoxycorticosterone (DHDOC) intermediate with enzymes 5α-reductase and 3α-hydroxysteroid oxidoreductase catalyzing these steps respectively.
[Biochem/physiol Actions]

3α,21-Dihydroxy-5α-pregnan-20-one (THDOC) is a positive allosteric modulator of the γ-aminobutyric acid A receptor (GABAA). By modulating GABAA receptor, THDOC allows sustained hyperpolarization and an increase in chloride influx and membrane conductance in neurons. THDOC, thus modulates neuronal excitability. It possesses anxiolytic, anticonvulsant and sedative properties. The levels of THDOC show variation in different physiological states. A low THDOC level in the mensural phase is speculated to play a role in the pathogenesis of catamenial epilepsy (CE) in women. However, elevated levels are reported in depression. THDOC may have an indirect role in the hypothalamic-pituitary–adrenal (HPA) axis activation during acute stress.
[storage]

Store at RT
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