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Estradiol (medication)

Estradiol
Estradiol.svg
Oestradiol-3D-balls.png
Clinical data
Pronunciation /ˌɛstrəˈdl/ ES-trə-DYE-ohl
Trade names Numerous
Synonyms 17β-Estradiol; Estra-1,3,5(10)-triene-3,17β-diol
AHFS/Drugs.com Monograph
Pregnancy
category
  • US: X (Contraindicated)
Routes of
administration
By mouth (tablet)
Sublingual (tablet)
Intranasal (nasal spray)
Topical (gel, cream, patch, spray, emulsion)
Vaginal (tablet, cream, ring)
I.M. injection (oil solution)
S.C. injection (aq. soln.)
Subcutaneous implant
ATC code
Legal status
Legal status
  • AU: S4 (Prescription only)
  • UK: POM (Prescription only)
  • US: ℞-only
  • In general: ℞ (Prescription only)
Pharmacokinetic data
Bioavailability Oral: <5%
Protein binding ~98%:
Albumin: 60%
SHBG: 38%
• Free: 2%
Metabolism Liver (via hydroxylation, sulfation, glucuronidation)
Metabolites Major (90%):
Estrone
Estrone sulfate
Estrone glucuronide
Estradiol glucuronide
Biological half-life Oral: 13–20 hours
Sublingual: 8–18 hours
Topical (gel): 36.5 hours
Excretion Urine: 54%
Feces: 6%
Identifiers
CAS Number
PubChem CID
IUPHAR/BPS
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
Chemical and physical data
Formula C18H24O2
Molar mass 272.38 g/mol
3D model (JSmol)
  

Estradiol, also spelled oestradiol, is a medication and naturally occurring steroid hormone. It is an estrogen and is used mainly in hormone replacement therapy (HRT) for menopause,hypogonadism, and transgender women. It is also used in hormonal contraception and sometimes in the treatment of hormone-sensitive cancers like prostate cancer. Estradiol can be taken by mouth, as a gel or patch that is applied to the skin, in through the vagina, by injection into muscle, or through the use of an implant that is placed into fat, among other routes.

Side effects of estradiol in women include breast tenderness and enlargement, headache, fluid retention, and nausea. Men and children who are exposed to estradiol may develop symptoms of feminization, such as breast development, and men may also experience hypogonadism and infertility. It may increase the risk of endometrial hyperplasia and endometrial cancer in women with an intact uterus if it is not taken together with a progestogen like progesterone. Estradiol should not be used in women who are pregnant or breastfeeding or who have breast cancer.


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Wikipedia

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