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Etinilestradiol

Etinilestradiol
Nama sistematis (IUPAC)
(8R,9S,13S,14S,17R)-17-ethynyl-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthrene-3,17-diol
Data klinis
Nama dagang Numerous
AHFS/Drugs.com International Drug Names
MedlinePlus a604032
Data lisensi EMA:pranala
Kat. kehamilan X (USA)
Status hukum Preskripsi saja
Rute By mouth (tablet)
Transdermal (patch)
Vaginal (ring)
Data farmakokinetik
Bioavailabilitas 38–48%[1][2][3]
Ikatan protein 97–98% (to albumin;[4] is not bound to SHBG)[5]
Metabolisme Liver (primarily CYP3A4)[6]
Waktu paruh 7–36 hours[1][6][7][8]
Ekskresi Feces: 62%[7]
Urine: 38%[7]
Pengenal
Nomor CAS 57-63-6 YaY
Kode ATC G03CA01 L02AA03
PubChem CID 5991
Ligan IUPHAR 7071
DrugBank DB00977
ChemSpider 5770 YaY
UNII 423D2T571U YaY
KEGG D00554 YaY
ChEBI CHEBI:4903 YaY
ChEMBL CHEMBL691 YaY
Sinonim Ethynylestradiol; Ethinyl estradiol; Ethinyl oestradiol; EE; EE2; 17α-Ethynylestradiol; 17α-Ethynylestra-1,3,5(10)-triene-3,17β-diol; NSC-10973[9]
Data kimia
Rumus C20H24O2 
  • InChI=1S/C20H24O2/c1-3-20(22)11-9-18-17-6-4-13-12-14(21)5-7-15(13)16(17)8-10-19(18,20)2/h1,5,7,12,16-18,21-22H,4,6,8-11H2,2H3/t16-,17-,18+,19+,20+/m1/s1 YaY
    Key:BFPYWIDHMRZLRN-SLHNCBLASA-N YaY

Data fisik
Titik lebur 182–184 °C (360–363 °F)

Etinilestradiol (EE) adalah obat estrogen yang digunakan secara luas dalam pil kontrasepsi, dalam campuran dengan progestin..[10][11] Sebelumnya, EE digunakan untuk berbagai indikasi, seperti pengobatan gejala menopause, kelainan ginekologi, serta kanker sensitif hormon tertentu. Obat ini biasanya diminum tetapi kadang juga dihantarkan melalui kulit dengan pelekat transdermal, atau melalui gelang vaginal.[10][12]

Referensi

  1. ^ a b Goldzieher JW, Brody SA (1990). "Pharmacokinetics of ethinyl estradiol and mestranol". American Journal of Obstetrics and Gynecology. 163 (6 Pt 2): 2114–9. doi:10.1016/0002-9378(90)90550-Q. PMID 2256522. 
  2. ^ Fruzzetti F, Trémollieres F, Bitzer J (2012). "An overview of the development of combined oral contraceptives containing estradiol: focus on estradiol valerate/dienogest". Gynecological Endocrinology. 28 (5): 400–8. doi:10.3109/09513590.2012.662547. PMC 3399636alt=Dapat diakses gratis. PMID 22468839. 
  3. ^ Fotherby K (August 1996). "Bioavailability of orally administered sex steroids used in oral contraception and hormone replacement therapy". Contraception. 54 (2): 59–69. doi:10.1016/0010-7824(96)00136-9. PMID 8842581. 
  4. ^ Facts and Comparisons (Firm); Ovid Technologies, Inc (2005). Drug Facts and Comparisons 2005: Pocket Version. Facts and Comparisons. hlm. 121. ISBN 978-1-57439-179-4. 
  5. ^ Micromedex (1 January 2003). USP DI 2003: Drug Information for Healthcare Professionals. Thomson Micromedex. hlm. 1253, 1258, 1266. ISBN 978-1-56363-429-1. 
  6. ^ a b Claude L Hughes; Michael D. Waters (23 March 2016). Translational Toxicology: Defining a New Therapeutic Discipline. Humana Press. hlm. 73–. ISBN 978-3-319-27449-2. 
  7. ^ a b c Kesalahan pengutipan: Tag <ref> tidak sah; tidak ditemukan teks untuk ref bernama pmid23375353
  8. ^ Kesalahan pengutipan: Tag <ref> tidak sah; tidak ditemukan teks untuk ref bernama Shellenberger1986
  9. ^ Kesalahan pengutipan: Tag <ref> tidak sah; tidak ditemukan teks untuk ref bernama Elks2014
  10. ^ a b Kuhl H (2005). "Pharmacology of estrogens and progestogens: influence of different routes of administration" (PDF). Climacteric. 8 Suppl 1: 3–63. doi:10.1080/13697130500148875. PMID 16112947. 
  11. ^ Michael Oettel; Ekkehard Schillinger (6 December 2012). Estrogens and Antiestrogens II: Pharmacology and Clinical Application of Estrogens and Antiestrogen. Springer Science & Business Media. hlm. 4,10,15,165,247–248,276–291,363–408,424,514,540,543,581. ISBN 978-3-642-60107-1. The binding affinity of EE2 for the estrogen receptor is similar to that of estradiol. [...] During daily intake, the EE2 levels increase up to a steady state which is reached after about 1 week. 
  12. ^ Kesalahan pengutipan: Tag <ref> tidak sah; tidak ditemukan teks untuk ref bernama Drugs@FDA
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