1. APIs
  2. Ethinyl Estradiol
  3. Impurities
  4. 6-Ketoethinyl Estradiol

6-Ketoethinyl Estradiol

Structure

MOL SDF CML

Other Names & Identifiers

  • BP Ethinylestradiol Impurity G
  • 6-oxo-ethiynlestradiol
  • 3,17-dihydroxy-19-nor-17α-pregna-1,3,5(10)-trien-20-yn-6-one
  • 17α-ethynyl-3,17β-dihydroxyestra-1,3,5(10)-trien-6-one

CASRN

38002-18-5

Molecular Formula

C20H22O3

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References

  1. National Center for Biotechnology Information. PubChem Compound Database; CID=11150565. (View all citations for this reference)

Molecular Weight

310.386 g/mol

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References

  1. National Center for Biotechnology Information. PubChem Compound Database; CID=11150565. (View all citations for this reference)

Analytical Data

UV 222 nm, HPLC

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References

  1. United States Pharmacopoeia 39, 2015 Revision Bulletin: Drospirenone and Ethinyl Estradiol Tablets. (View all citations for this reference)

Melting Point

228.6 - 229.5° C

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References

  1. Online Subscription Database. Reed Elsevier Properties SA. (View all citations for this reference)

Structural Difference from API

The C6 aliphatic carbon in EE changes to a carbonyl carbon

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References

  1. British Pharmacopoeia 2017: Ethinylestradiol monograph
    2. (View all citations for this reference)

Source from API

Oxidation at C6

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References

  1. BP 2015; vol. I, pages 903 - 905
    2. (View all citations for this reference)

Reaxys ID #

5083241

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References

  1. Online Subscription Database. Reed Elsevier Properties SA. (View all citations for this reference)

PubChem CID

11209099

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References

  1. National Center for Biotechnology Information. PubChem Compound Database; CID=11209099. (View all citations for this reference)

Limits

0.1%

References

  1. British Pharmacopoeia 2017: Ethinylestradiol monograph
    2. (View all citations for this reference)
  2. Segmuller, B. E.; Armstrong, B. L.; Dunphy, R.; Oyler, A. R. Identification of Autoxidation and Photodegradation Products of Ethynylestradiol by on-Line HPLC-NMR and HPLC-MS. J. Pharm. Biomed. Anal. 2000, 23 (5), 927–937. (View all citations for this reference)