炔雌醇

**炔雌醇**
臨床資料
读音	/ˌɛθɪnɪlˌɛstrəˈdaɪ.əl/
商品名	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
MedlinePlus	a604032
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	Estrogen
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)[7]
代謝產物	• Ethinylestradiol sulfate[8][9]; • Others[8][9]
生物半衰期	7–36 hours[7][2][10][11]
排泄途徑	Feces: 62%[10]; Urine: 38%[10]
识别
	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-diol; ;
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 (EPA)	DTXSID5020576 ;
ECHA InfoCard	100.000.311
化学
化学式	C20H24O2
摩尔质量	296.41 g·mol−1
3D模型（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)C;
	InChI 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 ;

炔雌醇（全称乙炔雌二醇，英語：，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[9]，广泛作为避孕药使用[8][10][11]。

另见

醋酸烯诺孕酮/乙炔雌二醇

参考文献

J. Elks. . Springer. 14 November 2014: 522–. ISBN 978-1-4757-2085-3.
Goldzieher JW, Brody SA. . 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, Trémollieres F, Bitzer J. . Gynecological Endocrinology. 2012, 28 (5): 400–8. PMC 3399636 . PMID 22468839. doi:10.3109/09513590.2012.662547.
Fotherby K. . Contraception. August 1996, 54 (2): 59–69. PMID 8842581. doi:10.1016/0010-7824(96)00136-9.
Facts and Comparisons (Firm); Ovid Technologies, Inc. . Facts and Comparisons. 2005: 121. ISBN 978-1-57439-179-4.
Micromedex. . Thomson Micromedex. 1 January 2003: 1253, 1258, 1266 [2022-11-27]. ISBN 978-1-56363-429-1. （原始内容存档于2023-01-10）.
Claude L Hughes; Michael D. Waters. . Humana Press. 23 March 2016: 73–. ISBN 978-3-319-27449-2.
Kuhl H. (PDF). Climacteric. 2005,. 8 Suppl 1: 3–63 [2022-11-27]. PMID 16112947. S2CID 24616324. doi:10.1080/13697130500148875. （原始内容存档 (PDF)于2019-03-27）.
Michael Oettel; Ekkehard Schillinger. . Springer Science & Business Media. 6 December 2012: 390. ISBN 978-3-642-60107-1.
Stanczyk FZ, Archer DF, Bhavnani BR. . Contraception. 2013, 87 (6): 706–27. PMID 23375353. doi:10.1016/j.contraception.2012.12.011.
Shellenberger, T. E. . . 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

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[Elks2014-1] J. Elks. . Springer. 14 November 2014: 522–. ISBN 978-1-4757-2085-3.

[pmid2256522-2] Goldzieher JW, Brody SA. . American Journal of Obstetrics and Gynecology. 1990, 163 (6 Pt 2): 2114–9. PMID 2256522. doi:10.1016/0002-9378(90)90550-Q.

[pmid22468839-3] Fruzzetti F, Trémollieres F, Bitzer J. . Gynecological Endocrinology. 2012, 28 (5): 400–8. PMC 3399636 . PMID 22468839. doi:10.3109/09513590.2012.662547.

[pmid8842581-4] Fotherby K. . Contraception. August 1996, 54 (2): 59–69. PMID 8842581. doi:10.1016/0010-7824(96)00136-9.

[(Firm)Inc2005-5] Facts and Comparisons (Firm); Ovid Technologies, Inc. . Facts and Comparisons. 2005: 121. ISBN 978-1-57439-179-4.

[Micromedex2003-6] Micromedex. . Thomson Micromedex. 1 January 2003: 1253, 1258, 1266 [2022-11-27]. ISBN 978-1-56363-429-1. （原始内容存档于2023-01-10）.

[HughesWaters2016-7] Claude L Hughes; Michael D. Waters. . Humana Press. 23 March 2016: 73–. ISBN 978-3-319-27449-2.

[pmid16112947-8] Kuhl H. (PDF). Climacteric. 2005,. 8 Suppl 1: 3–63 [2022-11-27]. PMID 16112947. S2CID 24616324. doi:10.1080/13697130500148875. （原始内容存档 (PDF)于2019-03-27）.

[OettelSchillinger2012-9] Michael Oettel; Ekkehard Schillinger. . Springer Science & Business Media. 6 December 2012: 390. ISBN 978-3-642-60107-1.

[pmid23375353-10] Stanczyk FZ, Archer DF, Bhavnani BR. . Contraception. 2013, 87 (6): 706–27. PMID 23375353. doi:10.1016/j.contraception.2012.12.011.

[Shellenberger1986-11] Shellenberger, T. E. . . 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.