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炔雌醇：修订间差异

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{{Drugbox
⚫
'''{{PAGENAMEBASE}}'''（全称'''乙炔雌二醇'''，{{lang-en|Ethinylestradiol}}，缩写'''EE'''），分子式[[C20H24O2|C<sub>20</sub>H<sub>24</sub>O<sub>2</sub>]]，是一种[[雌激素]]药物，
| Verifiedfields = verified
| Watchedfields = verified
| verifiedrevid = 458286647
| IUPAC_name = (8''R'',9''S'',13''S'',14''S'',17''R'')-17-ethynyl-13-methyl-7,8,9,11,12,14,15,16-octahydro-6''H''-cyclopenta[''a'']phenanthrene-3,17-diol
| image = Ethinylestradiol.svg
| width = 235px
| image2 = Ethinylestradiol molecule ball.png
| width2 = 235px

<!--Clinical data-->
| pronounce = {{IPAc-en|ˌ|ɛ|θ|ᵻ|n|ᵻ|l|ˌ|ɛ|s|t|r|ə|ˈ|d|aɪ|.|əl}}
| tradename = Numerous
| synonyms = Ethynylestradiol; Ethinyl estradiol; Ethinyl oestradiol; EE; EE2; 17α-Ethynylestradiol; 17α-Ethynylestra-1,3,5(10)-triene-3,17β-diol; NSC-10973<ref name="Elks2014" />
| Drugs.com = {{drugs.com|international|ethinylestradiol}}
| MedlinePlus = a604032
| pregnancy_category = X ([[United States|USA]])
| licence_EU = yes
| legal_status = Rx-only
| routes_of_administration = • [[Oral administration|By mouth]] ([[tablet (pharmacy)|tablet]])<br />• [[Transdermal]] ([[contraceptive patch|patch]])<br />• [[Vaginal administration|Vaginal]] ([[vaginal ring|ring]])
| class = [[Estrogen (medication)|Estrogen]]

<!--Pharmacokinetic data-->
| bioavailability = 38–48%<ref name="pmid2256522"/><ref name="pmid22468839">{{cite journal | vauthors = Fruzzetti F, Trémollieres F, Bitzer J | title = An overview of the development of combined oral contraceptives containing estradiol: focus on estradiol valerate/dienogest | journal=Gynecological Endocrinology | volume = 28 | issue = 5 | pages = 400–8 | year = 2012 | pmid = 22468839 | pmc = 3399636 | doi = 10.3109/09513590.2012.662547 }}</ref><ref name="pmid8842581">{{cite journal | vauthors = Fotherby K | title = Bioavailability of orally administered sex steroids used in oral contraception and hormone replacement therapy | journal = Contraception | volume = 54 | issue = 2 | pages = 59–69 | date = August 1996 | pmid = 8842581 | doi = 10.1016/0010-7824(96)00136-9 }}</ref>
| protein_bound = 97–98% (to [[human serum albumin|albumin]];<ref name="(Firm)Inc2005">{{cite book|author1=Facts and Comparisons (Firm)|author2=Ovid Technologies, Inc|title=Drug Facts and Comparisons 2005: Pocket Version|url=https://books.google.com/books?id=zumzLgzj1CsC&q=ethinyl+estradiol+albumin|year=2005|publisher=Facts and Comparisons|isbn=978-1-57439-179-4|page=121}}</ref> is not bound to {{abbrlink|SHBG|sex hormone-binding globulin}})<ref name="Micromedex2003">{{cite book|author=Micromedex|title=USP DI 2003: Drug Information for Healthcare Professionals|url=https://books.google.com/books?id=zEzWtsVl-KgC|date=1 January 2003|publisher=Thomson Micromedex|isbn=978-1-56363-429-1|pages=1253, 1258, 1266}}</ref>
| metabolism = [[Liver]] (primarily [[CYP3A4]])<ref name="HughesWaters2016">{{cite book|author1=Claude L Hughes|author2=Michael D. Waters|title=Translational Toxicology: Defining a New Therapeutic Discipline|url=https://books.google.com/books?id=5qPWCwAAQBAJ&pg=PA73|date=23 March 2016|publisher=Humana Press|isbn=978-3-319-27449-2|pages=73–}}</ref>
| metabolites = • [[Ethinylestradiol sulfate]]<ref name="pmid16112947" /><ref name="OettelSchillinger2012" /><br />• Others<ref name="pmid16112947" /><ref name="OettelSchillinger2012" />
| elimination_half-life = 7–36 hours<ref name="HughesWaters2016" /><ref name="pmid2256522">{{cite journal | vauthors = Goldzieher JW, Brody SA | title = Pharmacokinetics of ethinyl estradiol and mestranol | journal = American Journal of Obstetrics and Gynecology | volume = 163 | issue = 6 Pt 2 | pages = 2114–9 | year = 1990 | pmid = 2256522 | doi = 10.1016/0002-9378(90)90550-Q}}</ref><ref name="pmid23375353" /><ref name="Shellenberger1986" />
| excretion = [[Feces]]: 62%<ref name="pmid23375353" /><br />[[Urine]]: 38%<ref name="pmid23375353" />

<!--Identifiers-->
| CAS_number_Ref = {{cascite|correct|CAS}}
| CAS_number = 57-63-6
| ATC_prefix = G03
| ATC_suffix = CA01
| ATC_supplemental = {{ATC|L02|AA03}}
| PubChem = 5991
| IUPHAR_ligand = 7071
| DrugBank_Ref = {{drugbankcite|correct|drugbank}}
| DrugBank = DB00977
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 5770
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = 423D2T571U
| KEGG_Ref = {{keggcite|correct|kegg}}
| KEGG = D00554
| ChEBI_Ref = {{ebicite|correct|EBI}}
| ChEBI = 4903
| ChEMBL_Ref = {{ebicite|correct|EBI}}
| ChEMBL = 691

<!--Chemical data-->
| C=20 | H=24 | O=2
| SMILES = Oc1cc4c(cc1)[C@H]3CC[C@]2([C@@H](CC[C@]2(C#C)O)[C@@H]3CC4)C
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI = 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
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = BFPYWIDHMRZLRN-SLHNCBLASA-N
| melting_point = 182
| melting_high = 184
}}
⚫
'''{{PAGENAMEBASE}}'''（全称'''乙炔雌二醇'''，{{lang-en|Ethinylestradiol}}，缩写'''EE'''），'''3-羟基-19-去甲-17α-孕甾-1,3,5(10)-三烯-20-炔-17-醇'''，分子式[[C20H24O2|C<sub>20</sub>H<sub>24</sub>O<sub>2</sub>]]，是一种[[雌激素]]药物，

==参考文献==
==参考文献==
{{Reflist|2}}
{{Reflist|2}}

2022年11月27日 (日) 08:59的版本

炔雌醇
臨床資料
读音/ˌɛθɪnɪlˌɛstrəˈdaɪ.əl/
商品名（英语：Drug nomenclature）Numerous
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/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 class）Estrogen
ATC碼
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
  • (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
CAS号57-63-6  checkY
PubChem CID
IUPHAR/BPS
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard（英语：CompTox Chemicals Dashboard） (EPA)
ECHA InfoCard100.000.311 編輯維基數據鏈接
化学信息
化学式C20H24O2
摩尔质量296.41 g·mol−1
3D模型（JSmol（英语：JSmol））
熔点182至184 °C（360至363 °F）
  • Oc1cc4c(cc1)[C@H]3CC[C@]2([C@@H](CC[C@]2(C#C)O)[C@@H]3CC4)C
  • 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 checkY
  • Key:BFPYWIDHMRZLRN-SLHNCBLASA-N checkY

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，分子式C20H24O2，是一种雌激素药物，

参考文献

  1. ^ 引用错误：没有为名为Elks2014的参考文献提供内容
  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 可免费查阅. 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 引用错误：没有为名为pmid16112947的参考文献提供内容
  8. ^ 8.0 8.1 引用错误：没有为名为OettelSchillinger2012的参考文献提供内容
  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 引用错误：没有为名为pmid23375353的参考文献提供内容
  11. ^ 引用错误：没有为名为Shellenberger1986的参考文献提供内容

外部链接

Template:雌激素类和孕激素类

受体

Note: Though not listed here, many anabolic steroids can also be estrogenic as they can be aromatized into estrogen-like metabolites that possess estrogenic activity.

脚注： 不包括環境雌激素（例如植物雌激素和黴菌雌激素）。完整環境雌激素見此（英语：Template:Xenoestrogens）。

酶
(抑制剂)

Note: 5α-reductase and 21-hydroxylase（英语：21-hydroxylase） inhibitors may also affect estrogen levels as they prevent metabolism of estrogen steroid precursors.

Other
Indirect
检索自“https://zh.wikipedia.org/w/index.php?title=炔雌醇&oldid=74802400”