5α-Dihydroaldosterone

5α-Dihydroaldosterone is a metabolite of aldosterone that is formed by 5α-reductase.[1] It is a potent antinatriuretic agent similarly to but somewhat different from aldosterone.[1] It is produced in the kidneys.[1]

5α-Dihydroaldosterone
Names
IUPAC name
11β,21-Dihydroxy-3,20-dioxo-5α-pregnan-18-al
Preferred IUPAC name
(1S,3aS,3bS,5aS,9aS,9bS,10S,11aR)-10-Hydroxy-1-(hydroxyacetyl)-9a-methyl-7-oxohexadecahydro-11aH-cyclopenta[a]phenanthrene-11a-carbaldehyde
Identifiers
3D model (JSmol)
ChemSpider
UNII
  • InChI=1S/C21H30O5/c1-20-7-6-13(24)8-12(20)2-3-14-15-4-5-16(18(26)10-22)21(15,11-23)9-17(25)19(14)20/h11-12,14-17,19,22,25H,2-10H2,1H3/t12-,14-,15-,16+,17-,19+,20-,21+/m0/s1
    Key: IIBOWSHDTFRYKU-WHIQTFJJSA-N
  • C[C@]12CCC(=O)C[C@@H]1CC[C@@H]3[C@@H]2[C@H](C[C@]4([C@H]3CC[C@@H]4C(=O)CO)C=O)O
Properties
C21H30O5
Molar mass 362.466 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

References
  1. Azzouni F, Godoy A, Li Y, Mohler J (2012). "The 5 alpha-reductase isozyme family: a review of basic biology and their role in human diseases". Adv Urol. 2012: 530121. doi:10.1155/2012/530121. PMC 3253436. PMID 22235201.



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