Estradiol 17β-benzoate explained

Iupac Name:[(8''R'',9''S'',13''S'',14''S'',17''S'')-3-hydroxy-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[''a'']phenanthren-17-yl] benzoate
Class:Estrogen
Estrogen ester
Cas Number:983-30-2
Pubchem:66420
Chemspiderid:59794
Unii:3GFX41Z289
Synonyms:E2-17B; ZYC30
C:25
H:28
O:3
Smiles:C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@@H]2OC(=O)C4=CC=CC=C4)CCC5=C3C=CC(=C5)O
Stdinchi:1S/C25H28O3/c1-25-14-13-20-19-10-8-18(26)15-17(19)7-9-21(20)22(25)11-12-23(25)28-24(27)16-5-3-2-4-6-16/h2-6,8,10,15,20-23,26H,7,9,11-14H2,1H3/t20-,21-,22+,23+,25+/m1/s1
Stdinchikey:AAGOOGMSOHOVSE-BZDYCCQFSA-N

Estradiol 17β-benzoate (E2-17B) is an estrogen and an estrogen ester—specifically, the C17β benzoate ester of estradiol—which was never marketed.[1] [2] [3] It is the C17β positional isomer of the better-known and clinically used estradiol ester estradiol benzoate (estradiol 3-benzoate; Progynon-B). Estradiol 17β-benzoate was first described in the 1930s.[4]

See also

Notes and References

  1. Junkmann K, Witzel H . [Chemistry and pharmacology of steroid hormone esters] . de . Zeitschrift für Vitamin-, Hormon- und Fermentforschung . 9 . 1–2 . 97–143 contd . 1957 . 13531579 . Chemistry and pharmacology of steroid hormone esters .
  2. Perez E, Cai ZY, Covey DF, Simpkins JW . Neuroprotective effects of estratriene analogs: structure-activity relationships and molecular optimization. Drug Development Research. 66. 2. 2005. 78–92. 0272-4391. 10.1002/ddr.20047. 86133327.
  3. Yi KD, Perez E, Yang S, Liu R, Covey DF, Simpkins JW . The assessment of non-feminizing estrogens for use in neuroprotection . Brain Research . 1379 . 61–70 . March 2011 . 21111714 . 3048764 . 10.1016/j.brainres.2010.11.058 .
  4. Parkes AS . Relative duration of action of various esters of oestrone, oestradiol and oestriol . The Biochemical Journal . 31 . 4 . 579–585 . April 1937 . 16746375 . 1266977 . 10.1042/bj0310579 .