Tetrahydrocortisone

Tetrahydrocortisone, or urocortisone, also known as 3α,17α,21-trihydroxy-5β-pregnane-11,20-dione, is a steroid and an inactive metabolite of cortisone.[1]

Tetrahydrocortisone
Names
IUPAC name
3α,17,21-Trihydroxy-5β-pregnane-11,20-dione
Systematic IUPAC name
(1R,3aS,3bS,5aR,7R,9aS,9bS,11aS)-1,7-Dihydroxy-1-(hydroxyacetyl)-9a,11a-dimethylhexadecahydro-10H-cyclopenta[a]phenanthren-10-one
Other names
Urocortisone; 3α,5β-Tetrahydrocortisone
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.000.148
UNII
  • InChI=1S/C21H32O5/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/h12-15,18,22-23,26H,3-11H2,1-2H3/t12-,13-,14+,15+,18-,19+,20+,21+/m1/s1 checkY
    Key: SYGWGHVTLUBCEM-ZIZPXRJBSA-N checkY
  • InChI=1/C21H32O5/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/h12-15,18,22-23,26H,3-11H2,1-2H3/t12-,13-,14+,15+,18-,19+,20+,21+/m1/s1
    Key: SYGWGHVTLUBCEM-ZIZPXRJBBU
  • O=C2[C@H]3[C@H]([C@@H]1CC[C@](O)(C(=O)CO)[C@@]1(C)C2)CC[C@@H]4C[C@H](O)CC[C@]34C
Properties
C21H32O5
Molar mass 364.48 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

See also

References
  1. Thomas L. Lemke; David A. Williams (24 January 2012). Foye's Principles of Medicinal Chemistry. Lippincott Williams & Wilkins. pp. 915–. ISBN 978-1-60913-345-0.


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