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ethynodiol

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ethynodiol

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Also known as Ethinodiol, 17alpha-Ethynyl-19-norandrost-4-ene-3beta,17beta-diol, (3beta,17alpha)-19-Norpregn-4-en-20-yne-3,17-diol, etynodiol, Aethynodiolum, 3β-hydroxynorethisterone, 17α-Ethynyl-19-norandrost-4-ene-3β,17β-diol

Etynodiol, or ethynodiol, is a steroidal progestin of the 19-nortestosterone group which was never marketed. A diacylated derivative, etynodiol diacetate, is used as a hormonal contraceptive. Etynodiol is sometimes used as a synonym for etynodiol diacetate.

Chemical data

Formula
C20H28O2
Molecular weight
300.4 g/mol
IUPAC name
(3S,8R,9S,10R,13S,14S,17R)-17-ethynyl-13-methyl-2,3,6,7,8,9,10,11,12,14,15,16-dodecahydro-1H-cyclopenta[a]phenanthrene-3,17-diol
SMILES
C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@]2(C#C)O)CCC4=C[C@H](CC[C@H]34)O
InChIKey
JYILPERKVHXLNF-QMNUTNMBSA-N
XLogP
3.1
Polar surface area
40.5 Ų
H-bond donors
2
H-bond acceptors
2
Formal charge
0

via PubChem

Drug data · ChEMBL

Molecule type
Small molecule

via ChEMBL · EBI

Wikidata facts

Mass
300.209
Show 5 more facts
chemical formula
C₂₀H₂₈O₂
isomeric SMILES
C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@]2(C#C)O)CCC4=C[C@H](CC[C@H]34)O
canonical SMILES
CC12CCC3C(C1CCC2(C#C)O)CCC4=CC(CCC34)O
World Health Organisation international non-proprietary name
etynodiol
Commons category
Etynodiol
Sources (2)

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Encyclopedic overview

6 sections
Contents
  • Pharmacology
  • Chemistry
  • Synthesis
  • Society and culture
  • Generic names
  • References

Etynodiol, or ethynodiol, is a steroidal progestin of the 19-nortestosterone group which was never marketed. A diacylated derivative, etynodiol diacetate, is used as a hormonal contraceptive. Etynodiol is sometimes used as a synonym for etynodiol diacetate.

It was patented in 1955.

Excerpted from Wikipedia’s “ethynodiol” article, available under the CC BY-SA 4.0 licence.

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