A neurosteroid and positive allosteric modulator of GABAA receptors
Related Products
Isomer(s)
184313β,5α-THDOC
Parent Compound(s)
2291611-deoxy Corticosterone
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3α,5α-THDOC

Item No. 28364

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(3α,5α)-3,21-dihydroxy-pregnan-20-one
CAS Number
567-02-2
Synonyms
  • 3α,5α-THDOC
  • 3α,5α-Tetrahydrodeoxycorticosterone
  • 5α,3α-THDOC
  • NSC 113927
Molecular Formula
C21H34O3
Formula Weight
334.5
Purity
≥95%
Formulation
A solid
Solubility(Learn about Variance in Solubility)
DMSO: 100 mMEthanol: 100 mM
SMILES
C[C@@]12[C@](CC[C@@H]2C(CO)=O)([H])[C@]3([H])CC[C@@]4([H])C[C@H](O)CC[C@]4(C)[C@@]3([H])CC1
InChi Code
InChI=1S/C21H34O3/c1-20-9-7-14(23)11-13(20)3-4-15-16-5-6-18(19(24)12-22)21(16,2)10-8-17(15)20/h13-18,22-23H,3-12H2,1-2H3/t13-,14+,15-,16-,17-,18+,20-,21-/m0/s1
InChi Key
CYKYBWRSLLXBOW-GDYGHMJCSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    3α,5α-THDOC is a neurosteroid and positive allosteric modulator of GABAA receptors.1 It inhibits binding of the convulsant t-butylbicyclophosphorothionate (TBPS) and increases binding of the benzodiazepine flunitrazepam to rat synaptosomal membrane preparations in a concentration-dependent manner.2 3α,5α-THDOC potentiates GABA-induced chloride currents in cultured rat hippocampal and spinal cord neurons. It inhibits seizures induced by pilocarpine or pentylenetetrazol (PTZ; Item No. 18682) in mice (ED50s = 7.3 and 15 mg/kg, respectively).3 3α,5α-THDOC (20 mg/kg) increases the number of entries into and percentage of time spent in the open arms of the elevated plus maze in mice, indicating anxiolytic activity.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Usami, N., Yamamoto, T., Shintani, S., et al. Substrate specificity of human 3(20)α-hydroxysteroid dehydrogenase for neurosteroids and its inhibition by benzodiazepines. Biol. Pharm. Bull. 25(4), 441-445 (2002).

    2. Majewska, M.D., Harrison, N.L., Schwartz, R.D., et al. Steroid hormone metabolites are barbiturate-like modulators of the GABA receptor. Science 232(4753), 1004-1007 (1986).

    3. Kokate, T.G., Cohen, A.L., Karp, E., et al. Neuroactive steroids protect against pilocarpine- and kainic acid-induced limbic seizures and status epilepticus in mice. Neuropharmacology 35(8), 1049-1056 (1996).

    4. Rodgers, R.J., and Johnson, N.J. Behaviorally selective effects of neuroactive steroids on plus-maze anxiety in mice. Pharmacol. Biochem. Behav. 59(1), 221-232 (1998).