Estradiol Cypionate

Estradiol Cypionate (EV or E2V) is an ester prodrug of estradiol and is used in place of estradiol in some medications.

Tags
Approvals
WHO Essential Medicine US FDA-Approved
Related Compounds
Estradiol Estradiol Valerate
estradiol cypionate

Identifiers

Abbreviation

EC, E2C

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References

Names

  • Estra-1,3,5(10)-triene-3,17β-diol 17β-cylcopentylpropionate
  • estradiol 17β-cyclopentylpropionate
  • estradiol 17β-cyclopentanepropionate

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References

CASRN

313-06-4

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References

PubChem CID

9403

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ECHA InfoCard

  • 100.005.672
  • EC / List #: 206-237-8

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UNII

7E1DV054LO

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KEGG Entry Number

D04063

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Wikipedia Entry Name

Estradiol Cypionate

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ChEBI ID

CHEBI:34745

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ChEMBL ID

CHEMBL1200973

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ChemSpider ID

9033

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NIST

Estradiol Cypionate

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ATC Code(s)

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Physical & Chemical Properties

Molecular Formula

C26H36O3

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References

Molecular Weight

369.56 g/mol

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References

Specific Optical Rotation

+39° to +44°, 20 mg/mL in dioxane

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References

  1. USP 40: Estradiol Cypionate monograph.
  2. (View all citations for this reference)

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
Reproductive Toxicity 1B H360 May damage fertility or the unborn child

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Metabolites

Name
Structure
Notes

Impurities

Name
Structure
CASRN
Other Names & Identifiers
structure

  • BP Estradiol Cypionate Impurity E

structure

  • BP Estradiol Cypionate Impurity D
  • Estra-1,3,5(10)-trien-3,17β-diyl dicyclopentanepropanoate

structure

  • BP Estradiol Cypionate Impurity C
  • 3-hydroxy-4-methylestra-1,3,5(10)-trien-17β-yl cyclopentanepropanoate

structure

  • BP Estradiol Cypionate Impurity B
  • Δ9(11)-Estradiol Cypionate
  • 3-hydroxyestra-1,3,5(10),9(11)-tetraen-17β-yl cyclopentanepropanoate

structure

50-28-2

  • BP Estradiol Cypionate Impurity A
  • BP Estradiol Valerate Impurity A
  • BP Ethinylestradiol Impurity D
  • 17β-Estradiol
  • Oestradiol
  • Dihydrofolliculin
  • Estrace

US FDA-Approved Products

Name
Formulation
Status
ANDA #
ESTRADIOL CYPIONATE: 2 mg/mL TESTOSTERONE CYPIONATE: 50 mg/mL Injection

Discontinued

085603

ESTRADIOL CYPIONATE: 5 mg/mL Injection

Discontinued

089310

ESTRADIOL CYPIONATE: 5 mg/mL Injection

Discontinued

085620

ESTRADIOL CYPIONATE: 2 mg/mL TESTOSTERONE CYPIONATE: 50 mg/mL Injection

Discontinued

017968

ESTRADIOL CYPIONATE: 1 mg/mL, 2 mg/mL Injection Discontinued ESTRADIOL CYPIONATE: 5 mg/mL Injection Prescription

Discontinued; Prescription

085470

WHO Essential Medicines

Name
Formulation
ESTRADIOL CYPIONATE: 5 mg
MEDROXYPROGESTERONE ACETATE: 25 mg
Injection