Tetrahydrodeoxycorticosterone

Tetrahydrodeoxycorticosterone

Clinical data
Other names	THDOC
Identifiers
IUPAC name (3α,5β)-3,21-dihydroxypregnan-20-one
CAS Number	567-03-3 Y
PubChem CID	91475
UNII	4AB717DP4A
ECHA InfoCard	100.008.457
Chemical and physical data
Formula	C21H34O3
Molar mass	334.500 g·mol−1
3D model (JSmol)	Interactive image
SMILES C[C@]12CCC(C[C@H]1CC[C@@H]3[C@@H]2CC[C@]4([C@H]3CC[C@@H]4C(=O)CO)C)O
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Tetrahydrodeoxycorticosterone (abbreviated as THDOC; 3α,21-dihydroxy-5α-pregnan-20-one), also referred to as allotetrahydrocorticosterone, is an endogenous neurosteroid. It is synthesized from the adrenal hormone deoxycorticosterone by the action of two enzymes, 5α-reductase type I and 3α-hydroxysteroid dehydrogenase. THDOC is a potent positive allosteric modulator of the GABA_A receptor, and has sedative, anxiolytic and anticonvulsant effects. Changes in the normal levels of this steroid particularly during pregnancy and menstruation may be involved in some types of epilepsy (catamenial epilepsy) and premenstrual syndrome, as well as stress, anxiety and depression.

Chemistry

See also

• Allopregnanolone
• Dihydrodeoxycorticosterone (DHDOC)
• Tetrahydrocorticosterone (THB)