Tetrahydrocorticosterone

Tetrahydrocorticosterone
Names

IUPAC name 3α,11β,21-Trihydroxy-5β-pregnan-20-one
Other names 3α,5α-Tetrahydrocorticosterone; 5β-Pregnane-3α,11β,21-triol-20-one
Identifiers
CAS Number	68-42-8^Y
ChemSpider	17215927
Jmol interactive 3D	Image
PubChem	65553
InChI InChI=1S/C21H34O4/c1-20-8-7-13(23)9-12(20)3-4-14-15-5-6-16(18(25)11-22)21(15,2)10-17(24)19(14)20/h12-17,19,22-24H,3-11H2,1-2H3/t12?,13?,14?,15-,16+,17?,19+,20-,21-/m0/s1 Key: RHQQHZQUAMFINJ-WAWWIEPNSA-N InChI=1/C21H34O4/c1-20-8-7-13(23)9-12(20)3-4-14-15-5-6-16(18(25)11-22)21(15,2)10-17(24)19(14)20/h12-17,19,22-24H,3-11H2,1-2H3/t12?,13?,14?,15-,16+,17?,19+,20-,21-/m0/s1 Key: RHQQHZQUAMFINJ-WAWWIEPNBT
SMILES OCC(=O)[C@H]4CC[C@H]3C2CCC1CC(O)CC[C@]1(C)[C@H]2C(O)C[C@@]34C
Properties
Chemical formula	C₂₁H₃₄O₄
Molar mass	350.50 g·mol⁻¹
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

3α,5α-Tetrahydrocorticosterone (3α,5α-THB), or simply tetrahydrocorticosterone (THB or THCC), is an endogenous glucocorticoid hormone.^[1]

References

↑ McInnes KJ, Kenyon CJ, Chapman KE, et al. (May 2004). "5alpha-reduced glucocorticoids, novel endogenous activators of the glucocorticoid receptor". The Journal of Biological Chemistry 279 (22): 22908–12. doi:10.1074/jbc.M402822200. PMID 15044432.

Mineralocorticoids and antimineralocorticoids (H02)

Mineralocorticoids	11-Deoxycorticosterone (desoxycortone) 11-Deoxycortisol (cortodoxone) Aldosterone Corticosterone Cortisol (hydrocortisone) Desoxycortone acetate Desoxycortone enanthate Fludrocortisone Fludrocortisone acetate

Antimineralocorticoids	Amlodipine Benidipine Canrenoate potassium (potassium canrenoate) Canrenoic acid Canrenone Drospirenone Eplerenone Felodipine Finerenone Gestodene Nifedipine Nimodipine Nitrendipine Progesterone Spironolactone

Synthesis modifiers	Acetoxolone Aminoglutethimide Carbenoxolone Enoxolone Ketoconazole Metyrapone Mitotane Trilostane

^#WHO-EM ^‡Withdrawn from market Clinical trials: ^†Phase III ^§Never to phase III

Endogenous steroids (and metabolic intermediates)

Precursors

Corticosteroids

Glucocorticoids	Corticosterone Cortisol Cortisone DHC Deoxycortisol Deoxycorticosterone 17-Hydroxypregnenolone 17-Hydroxyprogesterone Pregnenolone Progesterone THB

Mineralocorticoids	Aldosterone Corticosterone Cortisol Deoxycortisol Deoxycorticosterone 5α-Dihydroaldosterone 16α,18-Dihydroxy-11-deoxycorticosterone 18-Hydroxy-11-deoxycorticosterone 18-Hydroxycorticosterone 18-Hydroxydeoxycorticosterone

Sex steroids

Androgens	3α-Androstanediol Δ⁵-Androstenediol Δ⁴-Androstenedione Androsterone DHEA DHEA sulfate Dihydrotestosterone Epiandrosterone Epitestosterone 16α-Hydroxyandrostenedione 16α-Hydroxy-DHEA 16α-Hydroxy-DHEA sulfate Testosterone

Estrogens	27-Hydroxycholesterol 3α-Androstanediol 3β-Androstanediol Δ⁴-Androstenedione Δ⁵-Androstenediol DHEA DHEA sulfate 7-Oxo-DHEA 7α-Hydroxy-DHEA 16α-Hydroxy-DHEA 7β-Hydroxyepiandrosterone Estetrol Estradiol Estrone Estriol 2-Hydroxyestrone 16-Hydroxyestrone

Progestogens	Progesterone 17α-Hydroxyprogesterone 20α-Dihydroprogesterone 5α-Dihydroprogesterone Deoxycorticosterone 5α-DHDOC

Neurosteroids

Others

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Tetrahydrocorticosterone

See also

References