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维基百科

炔雌醇

炔雌醇(全称乙炔雌二醇,英語:Ethinylestradiol,缩写EE),3-羟基-19-去甲-17α-孕甾-1,3,5(10)-三烯-20-炔-17-醇,17α-Ethynylestra-1,3,5(10)-triene-3,17β-diol,分子式C20H24O2[1],是一种雌激素药物[8],广泛作为避孕药使用[7][10][11]

炔雌醇
臨床資料
读音/ˌɛθɪnɪlˌɛstrəˈd.əl/
商品名英语Drug nomenclatureNumerous
其他名稱Ethynylestradiol; Ethinyl estradiol; Ethinyl oestradiol; EE; EE2; 17α-Ethynylestradiol; 17α-Ethynylestra-1,3,5(10)-triene-3,17β-diol; NSC-10973[1]
AHFS英语American Society of Health-System Pharmacists/Drugs.com国际药品名称
MedlinePlusa604032
核准狀況
懷孕分級
给药途径• By mouth (tablet)
• Transdermal (patch)
• Vaginal (ring)
藥物類別英语Drug classEstrogen
ATC碼
  • G03CA01 (WHO) L02AA03
法律規範狀態
法律規範
  • 处方药(-only)
藥物動力學數據
生物利用度38–48%[2][3][4]
血漿蛋白結合率97–98% (to albumin;[5] is not bound to SHBG)[6]
药物代谢Liver (primarily CYP3A4)[9]
代謝產物• Ethinylestradiol sulfate[7][8]
• Others[7][8]
生物半衰期7–36 hours[9][2][10][11]
排泄途徑Feces: 62%[10]
Urine: 38%[10]
识别信息
CAS号57-63-6  
PubChem CID
  • 5991
IUPHAR/BPS
  • 7071
DrugBank
  • DB00977 
ChemSpider
  • 5770 
UNII
  • 423D2T571U
KEGG
  • D00554 
ChEBI
  • CHEBI:4903 
ChEMBL
  • ChEMBL691 
CompTox Dashboard英语CompTox Chemicals Dashboard (EPA)
  • DTXSID5020576
ECHA InfoCard100.000.311
化学信息
化学式C20H24O2
摩尔质量296.41 g·mol−1
3D模型(JSmol英语JSmol
  • 交互式图像
熔点182至184 °C(360至363 °F)

另见

参考文献

  1. ^ 1.0 1.1 J. Elks. The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. 14 November 2014: 522–. ISBN 978-1-4757-2085-3. 
  2. ^ 2.0 2.1 Goldzieher JW, Brody SA. Pharmacokinetics of ethinyl estradiol and mestranol. American Journal of Obstetrics and Gynecology. 1990, 163 (6 Pt 2): 2114–9. PMID 2256522. doi:10.1016/0002-9378(90)90550-Q. 
  3. ^ Fruzzetti F, Trémollieres F, Bitzer J. An overview of the development of combined oral contraceptives containing estradiol: focus on estradiol valerate/dienogest. Gynecological Endocrinology. 2012, 28 (5): 400–8. PMC 3399636 . PMID 22468839. doi:10.3109/09513590.2012.662547. 
  4. ^ Fotherby K. Bioavailability of orally administered sex steroids used in oral contraception and hormone replacement therapy. Contraception. August 1996, 54 (2): 59–69. PMID 8842581. doi:10.1016/0010-7824(96)00136-9. 
  5. ^ Facts and Comparisons (Firm); Ovid Technologies, Inc. Drug Facts and Comparisons 2005: Pocket Version. Facts and Comparisons. 2005: 121. ISBN 978-1-57439-179-4. 
  6. ^ Micromedex. USP DI 2003: Drug Information for Healthcare Professionals. Thomson Micromedex. 1 January 2003: 1253, 1258, 1266. ISBN 978-1-56363-429-1. 
  7. ^ 7.0 7.1 7.2 Kuhl H. Pharmacology of estrogens and progestogens: influence of different routes of administration (PDF). Climacteric. 2005,. 8 Suppl 1: 3–63. PMID 16112947. S2CID 24616324. doi:10.1080/13697130500148875. 
  8. ^ 8.0 8.1 8.2 Michael Oettel; Ekkehard Schillinger. Estrogens and Antiestrogens II: Pharmacology and Clinical Application of Estrogens and Antiestrogen. Springer Science & Business Media. 6 December 2012: 390. ISBN 978-3-642-60107-1. 
  9. ^ 9.0 9.1 Claude L Hughes; Michael D. Waters. Translational Toxicology: Defining a New Therapeutic Discipline. Humana Press. 23 March 2016: 73–. ISBN 978-3-319-27449-2. 
  10. ^ 10.0 10.1 10.2 10.3 Stanczyk FZ, Archer DF, Bhavnani BR. Ethinyl estradiol and 17β-estradiol in combined oral contraceptives: pharmacokinetics, pharmacodynamics and risk assessment. Contraception. 2013, 87 (6): 706–27. PMID 23375353. doi:10.1016/j.contraception.2012.12.011. 
  11. ^ 11.0 11.1 Shellenberger, T. E. Pharmacology of estrogens. The Climacteric in Perspective. 1986: 393–410. ISBN 978-94-010-8339-3. doi:10.1007/978-94-009-4145-8_36. Ethinyl estradiol is a synthetic and comparatively potent estrogen. As a result of the alkylation in 17-C position it is not a substrate for 17β dehydrogenase, an enzyme which transforms natural estradiol-17β to the less potent estrone in target organs. 

外部链接

炔雌醇, 全称乙炔雌二醇, 英語, ethinylestradiol, 缩写ee, 羟基, 去甲, 17α, 孕甾, 三烯, 17α, ethynylestra, triene, 17β, diol, 分子式c20h24o2, 是一种雌激素药物, 广泛作为避孕药使用, 臨床資料读音, 商品名, 英语, drug, nomenclature, numerous其他名稱ethynylestradiol, ethinyl, estradiol, ethinyl, oestradiol, 17α, ethynylestra. 炔雌醇 全称乙炔雌二醇 英語 Ethinylestradiol 缩写EE 3 羟基 19 去甲 17a 孕甾 1 3 5 10 三烯 20 炔 17 醇 17a Ethynylestra 1 3 5 10 triene 3 17b diol 分子式C20H24O2 1 是一种雌激素药物 8 广泛作为避孕药使用 7 10 11 炔雌醇臨床資料读音 ˌ ɛ 8 ɪ n ɪ l ˌ ɛ s t r e ˈ d aɪ el 商品名 英语 Drug nomenclature Numerous其他名稱Ethynylestradiol Ethinyl estradiol Ethinyl oestradiol EE EE2 17a Ethynylestradiol 17a Ethynylestra 1 3 5 10 triene 3 17b diol NSC 10973 1 AHFS 英语 American Society of Health System Pharmacists Drugs com国际药品名称MedlinePlusa604032核准狀況歐 EMA yes懷孕分級X USA 给药途径 By mouth tablet Transdermal patch Vaginal ring 藥物類別 英语 Drug class EstrogenATC碼G03CA01 WHO L02AA03法律規範狀態法律規範处方药 only 藥物動力學數據生物利用度38 48 2 3 4 血漿蛋白結合率97 98 to albumin 5 is not bound to SHBG 6 药物代谢Liver primarily CYP3A4 9 代謝產物 Ethinylestradiol sulfate 7 8 Others 7 8 生物半衰期7 36 hours 9 2 10 11 排泄途徑Feces 62 10 Urine 38 10 识别信息IUPAC命名法 8R 9S 13S 14S 17R 17 ethynyl 13 methyl 7 8 9 11 12 14 15 16 octahydro 6H cyclopenta a phenanthrene 3 17 diolCAS号57 63 6 PubChem CID5991IUPHAR BPS7071DrugBankDB00977 ChemSpider5770 UNII423D2T571UKEGGD00554 ChEBICHEBI 4903 ChEMBLChEMBL691 CompTox Dashboard 英语 CompTox Chemicals Dashboard EPA DTXSID5020576ECHA InfoCard100 000 311化学信息化学式C 20H 24O 2摩尔质量296 41 g mol 13D模型 JSmol 英语 JSmol 交互式图像熔点182至184 C 360至363 F SMILES Oc1cc4c cc1 C H 3CC C 2 C H CC C 2 C C O C H 3CC4 CInChI 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 Key BFPYWIDHMRZLRN SLHNCBLASA N 另见 编辑醋酸烯诺孕酮 乙炔雌二醇参考文献 编辑 1 0 1 1 J Elks The Dictionary of Drugs Chemical Data Chemical Data Structures and Bibliographies Springer 14 November 2014 522 ISBN 978 1 4757 2085 3 2 0 2 1 Goldzieher JW Brody SA Pharmacokinetics of ethinyl estradiol and mestranol American Journal of Obstetrics and Gynecology 1990 163 6 Pt 2 2114 9 PMID 2256522 doi 10 1016 0002 9378 90 90550 Q Fruzzetti F Tremollieres F Bitzer J An overview of the development of combined oral contraceptives containing estradiol focus on estradiol valerate dienogest Gynecological Endocrinology 2012 28 5 400 8 PMC 3399636 PMID 22468839 doi 10 3109 09513590 2012 662547 Fotherby K Bioavailability of orally administered sex steroids used in oral contraception and hormone replacement therapy Contraception August 1996 54 2 59 69 PMID 8842581 doi 10 1016 0010 7824 96 00136 9 Facts and Comparisons Firm Ovid Technologies Inc Drug Facts and Comparisons 2005 Pocket Version Facts and Comparisons 2005 121 ISBN 978 1 57439 179 4 Micromedex USP DI 2003 Drug Information for Healthcare Professionals Thomson Micromedex 1 January 2003 1253 1258 1266 ISBN 978 1 56363 429 1 7 0 7 1 7 2 Kuhl H Pharmacology of estrogens and progestogens influence of different routes of administration PDF Climacteric 2005 8 Suppl 1 3 63 PMID 16112947 S2CID 24616324 doi 10 1080 13697130500148875 8 0 8 1 8 2 Michael Oettel Ekkehard Schillinger Estrogens and Antiestrogens II Pharmacology and Clinical Application of Estrogens and Antiestrogen Springer Science amp Business Media 6 December 2012 390 ISBN 978 3 642 60107 1 9 0 9 1 Claude L Hughes Michael D Waters Translational Toxicology Defining a New Therapeutic Discipline Humana Press 23 March 2016 73 ISBN 978 3 319 27449 2 10 0 10 1 10 2 10 3 Stanczyk FZ Archer DF Bhavnani BR Ethinyl estradiol and 17b estradiol in combined oral contraceptives pharmacokinetics pharmacodynamics and risk assessment Contraception 2013 87 6 706 27 PMID 23375353 doi 10 1016 j contraception 2012 12 011 11 0 11 1 Shellenberger T E Pharmacology of estrogens The Climacteric in Perspective 1986 393 410 ISBN 978 94 010 8339 3 doi 10 1007 978 94 009 4145 8 36 Ethinyl estradiol is a synthetic and comparatively potent estrogen As a result of the alkylation in 17 C position it is not a substrate for 17b dehydrogenase an enzyme which transforms natural estradiol 17b to the less potent estrone in target organs 外部链接 编辑 取自 https zh wikipedia org w index php title 炔雌醇 amp oldid 76594031, 维基百科,wiki,书籍,书籍,图书馆,

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