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Estradiol 3-propionate

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Chemical compound Not to be confused with Estradiol 17β-propionate. Pharmaceutical compound
Estradiol 3-propionate
Clinical data
Other namesEstradiol 3-propanoate; 3-Propanoylestradiol; 3,17β-Hydroxyestra-1,3,5(10)-trien-3-yl propionate
Routes of
administration
Intramuscular injection, vaginal
Drug classEstrogen; Estrogen ester
ATC code
  • None
Identifiers
IUPAC name
  • phenanthren-3-yl] propanoate
CAS Number
ChemSpider
UNII
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC21H28O3
Molar mass328.452 g·mol
3D model (JSmol)
SMILES
  • CCC(=O)Oc1ccc2c(c1)CC32CC4(3CC4O)C
InChI
  • InChI=InChI=1S/C21H28O3/c1-3-20(23)24-14-5-7-15-13(12-14)4-6-17-16(15)10-11-21(2)18(17)8-9-19(21)22/h5,7,12,16-19,22H,3-4,6,8-11H2,1-2H3/t16-,17-,18+,19?,21?/m1/s1
  • Key:InChIKey=FONFXFZWMZJFCD-NYKHLBABSA-N

Estradiol 3-propionate, or 3-propanoylestradiol, also known as estra-1,3,5(10)-triene-3,17β-diol 3-propionate, is a semisynthetic, steroidal estrogen that was never marketed. It is an estrogen ester, specifically, a propionic acid ester of estradiol, and acts as a prodrug to it in vivo. The chemical structure of estradiol 3-propionate is contained within estradiol dipropionate, estrapronicate, and orestrate, all of which are also estradiol esters.

See also

References

  1. ^ Woolfson AD, Elliott GR, Gilligan CA, Passmore CM (1999). "Design of an intravaginal ring for the controlled delivery of 17 beta-estradiol as its 3-acetate ester". J Control Release. 61 (3): 319–28. doi:10.1016/s0168-3659(99)00148-0. PMID 10477804.
  2. ^ J. Elks (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. p. 898. ISBN 978-1-4757-2085-3.
  3. PubChem. "Estradiol". pubchem.ncbi.nlm.nih.gov. Retrieved 2023-11-02.


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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