Nordinone (INN), also known as 11α-hydroxy-17,17-dimethyl-18-norandrosta-4,13-dien-3-one, is a naturally occurring steroid with antiandrogen properties isolated as a metabolite from the fungus Monocillium nordinii.[1][2]

Nordinone
Names
IUPAC name
11α-Hydroxy-10,17,17-trimethylgonane-4,13-dien-3-one
Systematic IUPAC name
(3bR,9aR,9bS,10R)-10-Hydroxy-1,1,9a-trimethyl-1,2,3,3b,4,5,8,9,9a,9b,10,11-dodecahydro-7H-cyclopenta[a]phenanthren-7-one
Identifiers
3D model (JSmol)
ChemSpider
UNII
  • InChI=1S/C20H28O2/c1-19(2)8-7-14-15-5-4-12-10-13(21)6-9-20(12,3)18(15)17(22)11-16(14)19/h10,15,17-18,22H,4-9,11H2,1-3H3/t15-,17+,18+,20-/m0/s1
    Key: ALFAUJVLIRDQGD-MMTROXRISA-N
  • C[C@]12CCC(=O)C=C1CC[C@@H]3[C@@H]2[C@@H](CC4=C3CCC4(C)C)O
Properties
C20H28O2
Molar mass 300.442 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

References

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  1. ^ J. Elks (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 647–. ISBN 978-1-4757-2085-3.
  2. ^ Aver, William A.; Peña-Rodriguez, Luis (1987). "Minor metabolites of Monocillium nordinii". Phytochemistry. 26 (5): 1353–1355. Bibcode:1987PChem..26.1353A. doi:10.1016/S0031-9422(00)81811-7. ISSN 0031-9422.