Estrofurate

Estrofurate (INN, USAN) (developmental code name AY-11483), also known as 17α-(3-furyl)-estra-1,3,5(10),7-tetraene-3,17-diol 3-acetate, is a synthetic, steroidal estrogen that was synthesized in 1967 and studied in the late 1960s and early 1970s but was never marketed.[1][2] It is a relatively weak estrogen in bioassays.[3]

Estrofurate
Identifiers
IUPAC name
  • [(9S,13S,14S,17S)-17-(furan-3-yl)-17-hydroxy-13-methyl-9,11,12,14,15,16-hexahydro-6H-cyclopenta[a]phenanthren-3-yl] acetate
CAS Number
PubChem CID
ChemSpider
UNII
KEGG
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC24H26O4
Molar mass378.468 g·mol−1
3D model (JSmol)
SMILES
  • CC(=O)OC1=CC2=C(C=C1)C3CCC4(C(C3=CC2)CCC4(C5=COC=C5)O)C
InChI
  • InChI=1S/C24H26O4/c1-15(25)28-18-4-6-19-16(13-18)3-5-21-20(19)7-10-23(2)22(21)8-11-24(23,26)17-9-12-27-14-17/h4-6,9,12-14,20,22,26H,3,7-8,10-11H2,1-2H3/t20-,22+,23+,24-/m1/s1
  • Key:AEVUURWLDCELOV-AYVPJYCDSA-N

References
  1. Elks J (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. p. 503. ISBN 978-1-4757-2085-3.
  2. Banik UK, Revesz C, Herr F (April 1969). "Orally active oestrogens and progestins in prevention of pregnancy in rats". Journal of Reproduction and Fertility. 18 (3): 509–15. doi:10.1530/jrf.0.0180509. PMID 4182486.
  3. Revesz C, Banik UK, Lefebvre Y (June 1970). "AY-11483, a new type of orally active oestrogen". Journal of Reproduction and Fertility. 22 (1): 27–32. doi:10.1530/jrf.0.0220027. PMID 5421116.
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