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Estradiol 17β-benzoate

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Chemical compound Not to be confused with Estradiol benzoate. Pharmaceutical compound
Estradiol 17β-benzoate
Clinical data
Other namesE2-17B; ZYC30
Drug classEstrogen; Estrogen ester
Identifiers
IUPAC name
  • phenanthren-17-yl] benzoate
CAS Number
PubChem CID
ChemSpider
UNII
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC25H28O3
Molar mass376.496 g·mol
3D model (JSmol)
SMILES
  • C12CC3(1CC2OC(=O)C4=CC=CC=C4)CCC5=C3C=CC(=C5)O
InChI
  • InChI=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
  • Key: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. 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.

See also

References

  1. ^ Junkmann K, Witzel H (1957). "" [Chemistry and pharmacology of steroid hormone esters]. Zeitschrift für Vitamin-, Hormon- und Fermentforschung (in German). 9 (1–2): 97–143 contd. PMID 13531579.
  2. Perez E, Cai ZY, Covey DF, Simpkins JW (2005). "Neuroprotective effects of estratriene analogs: structure-activity relationships and molecular optimization". Drug Development Research. 66 (2): 78–92. doi:10.1002/ddr.20047. ISSN 0272-4391. S2CID 86133327.
  3. Yi KD, Perez E, Yang S, Liu R, Covey DF, Simpkins JW (March 2011). "The assessment of non-feminizing estrogens for use in neuroprotection". Brain Research. 1379: 61–70. doi:10.1016/j.brainres.2010.11.058. PMC 3048764. PMID 21111714.
  4. Parkes AS (April 1937). "Relative duration of action of various esters of oestrone, oestradiol and oestriol". The Biochemical Journal. 31 (4): 579–585. doi:10.1042/bj0310579. PMC 1266977. PMID 16746375.
Estrogen receptor modulators
ERTooltip Estrogen receptor
Agonists
Mixed
(SERMsTooltip Selective estrogen receptor modulators)
Antagonists
  • Coregulator-binding modulators: ERX-11
GPERTooltip G protein-coupled estrogen receptor
Agonists
Antagonists
Unknown
See also
Receptor/signaling modulators
Estrogens and antiestrogens
Androgen receptor modulators
Progesterone receptor modulators
List of estrogens


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