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: 2026-04-21 10:31:43
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
2-(2-Ethoxyphenoxy)ethyl bromide 1,3-Dibromo-2,2-dimethoxypropane 8-Bromo-7-(2-butynyl)-3-methyl xanthine 5-Chlorothiophene-2-carboxylic acid 8-Bromo-3-methyl xanthine Maleic hydrazide o-Anisaldehyde 4-Bromobenzaldehyde 3-Fluorobenzaldehyde 2-Chlorobenzaldehyde 3-Amino-3-(3-fluorophenyl)propanoic acid 1-Propyl-4-piperidone 2,3-Dihydro-5,6-dimethoxy-2-(4-piperidinylmethyl)-1H-inden-1-one hydrochloride 3-(4-Bromo-3-methyl-2-oxo-2,3-dihydro-1h-benzo[d]imidazol-1-yl)piperidine-2,6-dione 2-Fluoro-6-iodobenzoic acid 3-Pyridineacrylic acid 1-Boc-4-cyanopiperidine ethyl 2-oxo-2,3,9,10-tetrahydro-1H-pyrido[3',4':4,5]pyrrolo[1,2,3-de]quinoxaline-8(7H)-carboxylate Vardenafil Bis-sulphonamide(Dimer) Nitroso Irbesartan N-Nitroso Nortriptyline Sulfonic acid Impurity 2-(p-Tolyl)acetaldehyde 2,2-dibromo-1-cyclopropyl-2-(2-fluorophenyl)ethan-1-oneRelated products of tetrahydrofuran
You may like
-
3α,21-Dihydroxy-5α-pregnan-20-one CAS 567-02-2View Details
567-02-2 -
Deuterated Styrene-d8 19361-62-7 97-99%View Details
19361-62-7 -
1187989-89-4 97-99%View Details
1187989-89-4 -
(S)-2-Bromobutanoic acid 97-99%View Details
32659-49-7 -
665020-24-6 ethyl 1-(2,4-dichlorophenyl)-4,5-dihydro-1H-benzo[g]indazole-3-carboxylate 97-99%View Details
665020-24-6 -
methyl 3-amino-4-formylbenzoate 97-99%View Details
212322-17-3 -
3-bromo-[1,1'-biphenyl]-2-amine 1620885-59-7 97-99%View Details
1620885-59-7 -
1503408-77-2 6-Chloro-3,4-dimethylpyridin-2-amine 97-99%View Details
1503408-77-2