21-HYDROXYALLOPREGNANOLONE
Synonym(s):21-Hydroxyallopregnanolone;5α-Pregnane-3α,21-diol-20-one;5α-THDOC;Allopregnane-3α,21-diol-20-one;Allotetrahydrodeoxycorticosterone
- CAS NO.：567-02-2
- Empirical Formula: C21H34O3
- Molecular Weight: 334.49
- MDL number: MFCD00051144
- EINECS: 209-300-8
- SAFETY DATA SHEET (SDS)
- Update Date: 2025-12-15 16:23:17
What is 21-HYDROXYALLOPREGNANOLONE?
The Uses of 21-HYDROXYALLOPREGNANOLONE
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
Properties of 21-HYDROXYALLOPREGNANOLONE
| Melting point: | >150oC (dec.) |
| storage temp. | Refrigerator |
| solubility | Chloroform (Slightly), Ethanol (Slightly, Sonicated), Methanol (Slightly) |
| form | Solid |
| color | White to Off-White |
Safety information for 21-HYDROXYALLOPREGNANOLONE
Computed Descriptors for 21-HYDROXYALLOPREGNANOLONE
New Products
4,4-Difluoropiperidine hydrochloride tert-butyl 9-methoxy-3-azaspiro[5.5]undecane-3-carboxylate Indole Methyl Resin N-Isopropylurea N,N-Dicyclohexylcarbodiimide(DCC) MELDRUMS ACID 5-METHYLISOXAZOLE-4-CARBOXYLIC ACID Magnessium Bis glycinate Zinc ascorbate 1-bromo-2-butyne 2-acetamidophenol 9(10H)-anthracenone Erythrosin B, 4-Piperidinopiperidine 2-((4-morpholinophenylamino) (methylthio) methylene) malononitrile 2,4-dihydroxybenzaldehyde 3-(4-morpholinophenylamino)-5-amino-1H-pyrazole-4-carbonitrile Methyl 2-methylquinoline-6-carboxylate 2,6-dichloro-4-nitropyridine 4-Bromo-2-chlorobenzonitrile 2-(benzylamino)acetic acid hydrochloride 4-(tert-Butoxycarbonylamino)but- 2-ynoic acid 3,4-dihydro-2H-benzo[b][1,4]dioxepine 1-Phenyl-1-cycloprppanecarboxylicacidRelated products of tetrahydrofuran
You may like
-
3α,21-Dihydroxy-5α-pregnan-20-one CAS 567-02-2View Details
567-02-2 -
3-(4-amino-1-oxoisoindolin-2-yl)-1-methylpiperidine-2,6-dione 98%View Details
-
614-19-7 98%View Details
614-19-7 -
3112-85-4 Methyl phenyl sulfone 98%View Details
3112-85-4 -
20677-73-0 (2,2-diethoxyethyl)methylamine 98%View Details
20677-73-0 -
3-(4-(hydroxyamino)-1-oxoisoindolin-2-yl)piperidine-2,6-dione 98%View Details
-
57381-49-4 2-bromo-4-chlorobenzonitrile 98%View Details
57381-49-4 -
4,6-dichloropyrimidine-5-carbaldehyde 98%View Details
5305-40-8