Tetrahydrocorticosterone

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

Tetrahydrocorticosterone
Names
IUPAC name
3α,11β,21-Trihydroxy-5β-pregnan-20-one
Preferred IUPAC name
1-[(1S,3aS,3bS,5aR,7R,9aS,9bS,10S,11aS)-7,10-Dihydroxy-9a,11a-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-1-yl]-2-hydroxyethan-1-one
Other names
3α,5α-Tetrahydrocorticosterone; 5β-Pregnane-3α,11β,21-triol-20-one
Identifiers
CAS Number
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.000.627
PubChem CID
UNII
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+/m1/s1
    Key: RHQQHZQUAMFINJ-DTDWNVJFSA-N
SMILES
  • C[C@]12C[C@H](O)[C@H]3[C@@H](CC[C@@H]4C[C@H](O)CC[C@@]43C)[C@@H]1CC[C@@H]2C(=O)CO
Properties
Chemical formula
 C21H34O4
Molar mass 350.499 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

See also

References
  1. 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.


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