Anordrin

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Anordrin
Anordrin.svg
Systematic (IUPAC) name
[(2R,3aS,3bS,5aS,6R,8aS,8bR,10aS)-2,6-Diethynyl-3a,5a-dimethyl-2-propanoyloxy-1,3,3b,4,5,7,8,8a,8b,9,10,10a-dodecahydroindeno[5,4-e]inden-6-yl] propanoate
Clinical data
Routes of
administration		 Oral[1]
Identifiers
CAS Number 56470-64-5
PubChem CID: 6917889
ChemSpider 97177
Synonyms α-Anordrin; anordrine
Chemical data
Formula C28H38O4
Molecular mass 438.59892 g/mol
  • CCC(=O)OC1(CCC2C1(CCC3C2CCC4C3(CC(C4)(C#C)OC(=O)CC)C)C)C#C
  • InChI=1S/C28H38O4/c1-7-23(29)31-27(9-3)17-19-11-12-20-21(25(19,5)18-27)13-15-26(6)22(20)14-16-28(26,10-4)32-24(30)8-2/h3-4,19-22H,7-8,11-18H2,1-2,5-6H3/t19-,20+,21-,22-,25-,26-,27+,28-/m0/s1
  • Key:NOECSYBNZHIVHW-LKADTRSGSA-N

Anordrin (former developmental code name AF-53), also known as 2α,17α-diethynyl-A-nor-5α-androstane-2β,17β-diol dipropionate, is a synthetic, steroidal estrogen that is used in China as a postcoital contraceptive.[2][3][4][5][6][7] It is marketed in a combination formulation with mifepristone under the brand name Zi Yun.[8][9][10] Anordrin is a selective estrogen receptor modulator, with both weak estrogenic and antiestrogenic properties.[2][11][12][13] It binds to the estrogen receptor but does not bind to the androgen receptor or the progesterone receptor.[12][14] In animals, anordrin has antigonadotropic effects, and in male animals, inhibits spermatogenesis and causes atrophy of the epididymis, prostate, and seminal vesicles.[2] It produces a dihydroxylated active metabolite, anordriol, with similar but more potent estrogenic actions.[2][15]

See also

References

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  2. ↑ 2.0 2.1 2.2 2.3 Lua error in package.lua at line 80: module 'strict' not found.
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  5. ↑ Lua error in package.lua at line 80: module 'strict' not found.
  6. ↑ Lua error in package.lua at line 80: module 'strict' not found.
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  8. ↑ Lua error in package.lua at line 80: module 'strict' not found.
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  10. ↑ Lua error in package.lua at line 80: module 'strict' not found.
  11. ↑ Lua error in package.lua at line 80: module 'strict' not found.
  12. ↑ 12.0 12.1 Lua error in package.lua at line 80: module 'strict' not found.
  13. ↑ Lua error in package.lua at line 80: module 'strict' not found.
  14. ↑ Lua error in package.lua at line 80: module 'strict' not found.
  15. ↑ Lua error in package.lua at line 80: module 'strict' not found.



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