Dihydrocortisone

Dihydrocortisone
Names
IUPAC name
17α,21-Dihydroxy-5β-pregnane-3,11,20-trione
Systematic IUPAC name
(1R,3aS,3bS,5aR,9aS,9bS,11aS)-1-(Hydroxyacetyl)-9a,11a-dimethyltetradecahydro-1H-cyclopenta[a]phenanthrene-7,10-dione
Identifiers
3D model (JSmol)
3222844
ChEBI
ChemSpider
KEGG
UNII
  • InChI=1S/C21H30O5/c1-19-7-5-13(23)9-12(19)3-4-14-15-6-8-21(26,17(25)11-22)20(15,2)10-16(24)18(14)19/h12,14-15,18,22,26H,3-11H2,1-2H3/t12-,14+,15+,18-,19+,20+,21+/m1/s1 Y
    Key: YCLWEYIBFOLMEM-FNLRALKVSA-N Y
  • O=C3C[C@@]1([C@@](O)(C(=O)CO)CC[C@H]1[C@@H]4CC[C@@H]2CC(=O)CC[C@]2(C)[C@@H]34)C
Properties
C21H30O5
Molar mass 362.4599
Density 1.244 g/cm3
Hazards
Flash point 296.8 °C (566.2 °F; 570.0 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

5β-Dihydrocortisone is an endogenous steroid formed from cortisone by the 5β-reductase enzyme, which uses nicotinamide adenine dinucleotide phosphate as its cofactor.[1][2]

+ NADPH
 
 
 
H+
 
H+
 
 

References

  1. ^ Enzyme 1.3.1.3 at KEGG Pathway Database.
  2. ^ Furuebisu M, Deguchi S, Okuda K (March 1987). "Identification of cortisone 5 beta-reductase as delta 4-3-ketosteroid 5 beta-reductase". Biochimica et Biophysica Acta (BBA) - Protein Structure and Molecular Enzymology. 912 (1): 110–4. doi:10.1016/0167-4838(87)90253-6. PMID 3828348.