Quinestrol

Quinestrol is a synthetic estrogen and prodrug of ethinyl estradiol. It is used in hormone replacement therapy and in the treatment of some cancers, as well as in combined oral contraceptives in China and Argentina.

Tags
Approvals
US FDA-Approved
Related Compounds
Ethinyl Estradiol
quinestrol

Identifiers

Abbreviation

EE3CPE

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Names

ethinyl estradiol 3-cyclopentyl ether
3-(cyclopentyloxy)-17β-ethynylestra-1,3,5(10)-trien-17-ol

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PubChem CID

9046

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ECHA InfoCard

  • 100.005.277
  • EC / List #: 205-803-1

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IUPHAR/BPS

7097

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UNII

JR0N7XD5GZ

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KEGG Entry Number

D00576

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Wikipedia Entry Name

Quinestrol

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ChEBI ID

CHEBI:8716

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ChEMBL ID

CHEMBL1201165

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ChemSpider ID

8694

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Physical & Chemical Properties

Molecular Formula

C25H32O2

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Molecular Weight

364.529 g/mol

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Melting Point

107.5 °C

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Toxicology

GHS Hazard Code(s)

Class Category Code Description
Acute Oral Toxicity 4 H302 Harmful if swallowed
Acute Dermal Toxicity 4 H312 Harmful in contact with skin
Acute Inhalation Toxicity 4 H332 Harmful if inhaled
Carcinogenicity 1B H350 May cause cancer
Carcinogenicity 2 H351 Suspected of causing cancer if inhaled
Reproductive Toxicity 1A H360 May damage fertility or the unborn child
Reproductive Toxicity, Effects On or Via Lactation H362 May cause harm to breast-fed children

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Biochemistry & Pharmacology

Estrogen Receptor Activity

Agonist

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Metabolites

Name
Structure
Notes
structure

Primary metabolite of mestranol and quinestrol. Also a minor metabolite of norethindrone (0.7 and 1.0% of norethindrone converted to ethinyl estradiol at doses of 5 and 10 mg, respectively).

US FDA-Approved Products

Name
Formulation
Status
ANDA #
QUINESTROL: 0.1 mg, 0.2 mg
Oral Tablet

Discontinued

016768