庚酸雌二醇

庚酸雌二醇
臨床資料
商品名（英语：Drug nomenclature）	Perlutal, Topasel, Unalmes, Yectames, others
其他名稱	EEn; E2-EN; EE; E2E; Estradiol enanthate; Estradiol heptanoate; SQ-16150
给药途径	肌肉注射
藥物類別	雌激素、雌激素酯
ATC碼	G03CA03 (WHO) ;
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	IM: High
血漿蛋白結合率	Estradiol: ~98% (to albumin and SHBG)
药物代谢	Cleavage via esterases in the liver, blood, and tissues
代謝產物	Estradiol, heptanoic acid, and metabolites of estradiol
生物半衰期	IM: 5.6–7.5 days
作用時間	IM (10 mg): ~20–30 days
排泄途徑	尿
识别信息
	IUPAC命名法 [(8R,9S,13S,14S,17S)-3-hydroxy-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl] heptanoate; ;
CAS号	4956-37-0
PubChem CID	21070;
ChemSpider	19815;
UNII	PAP315WZIA;
KEGG	D04064;
ChEMBL	ChEMBL1697792;
CompTox Dashboard（英语：CompTox Chemicals Dashboard） (EPA)	DTXSID3023001 ;
ECHA InfoCard	100.023.272
化学信息
化学式	C25H36O3
摩尔质量	384.56 g·mol−1
3D模型（JSmol（英语：JSmol））	交互式图像;
	SMILES CCCCCCC(=O)O[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CCC4=C3C=CC(=C4)O)C;
	InChI InChI=1S/C25H36O3/c1-3-4-5-6-7-24(27)28-23-13-12-22-21-10-8-17-16-18(26)9-11-19(17)20(21)14-15-25(22,23)2/h9,11,16,20-23,26H,3-8,10,12-15H2,1-2H3/t20-,21-,22+,23+,25+/m1/s1; Key:RFWTZQAOOLFXAY-BZDYCCQFSA-N;

庚酸雌二醇（英語：Estradiol enantate或estradiol enanthate，缩写EEn或E2-EN，商品名有：Perlutal、Topasel等）是一种有机化合物，分子式C₂₅H₃₆O₃，可看作雌二醇17β位置的正庚酸酯，用于女性的激素避孕^[1]^[2]。

参考文献

^ ^1.0 ^1.1 ^1.2 ^1.3 Jarquín González JD, Elda de Aguirre L, Rodríguez C, Abrego de Aguilar M, Carrillo F, León DA, et al. Dihydroxyprogesterone acetophenide 150 mg + estradiol enantate 10 mg as monthly injectable contraceptives. Advances in Contraception. September 1996, 12 (3): 213–225. PMID 8910663. S2CID 2522426. doi:10.1007/BF01849664.
^ ^2.0 ^2.1 Newton JR, D'arcangues C, Hall PE. A review of "once-a-month" combined injectable contraceptives. Journal of Obstetrics and Gynaecology. 1994, 4 (Suppl 1): S1–34. PMID 12290848. doi:10.3109/01443619409027641.
^ Stanczyk FZ, Archer DF, Bhavnani BR. Ethinyl estradiol and 17β-estradiol in combined oral contraceptives: pharmacokinetics, pharmacodynamics and risk assessment. Contraception. June 2013, 87 (6): 706–727. PMID 23375353. doi:10.1016/j.contraception.2012.12.011.
^ Falcone T, Hurd WW. Clinical Reproductive Medicine and Surgery. Elsevier Health Sciences. 2007: 22,362,388. ISBN 978-0-323-03309-1.
^ ^5.0 ^5.1 ^5.2 Oettel M, Schillinger E. Estrogens and Antiestrogens II: Pharmacology and Clinical Application of Estrogens and Antiestrogen. Springer Science & Business Media. 6 December 2012: 261, 271. ISBN 978-3-642-60107-1. Natural estrogens considered here include: [...] Esters of 17β-estradiol, such as estradiol valerate, estradiol benzoate and estradiol cypionate. Esterification aims at either better absorption after oral administration or a sustained release from the depot after intramuscular administration. During absorption, the esters are cleaved by endogenous esterases and the pharmacologically active 17β-estradiol is released; therefore, the esters are considered as natural estrogens. [...] Wiemeyer et al. (1986) measured elevated estradiol levels up to 31 days after an intramuscular dose of 10mg estradiol enanthate.
^ ^6.0 ^6.1 Kuhl H. Pharmacology of estrogens and progestogens: influence of different routes of administration. Climacteric. August 2005, 8 (Suppl 1): 3–63. PMID 16112947. S2CID 24616324. doi:10.1080/13697130500148875.
^ Bula do Algestona Acetofenida + Enantato de Estradiol. Consulta Remédios. [18 September 2018]. （原始内容存档于18 September 2018）.

外部链接

[pmid8910663-1] 1.0 ^1.1 ^1.2 ^1.3 Jarquín González JD, Elda de Aguirre L, Rodríguez C, Abrego de Aguilar M, Carrillo F, León DA, et al. Dihydroxyprogesterone acetophenide 150 mg + estradiol enantate 10 mg as monthly injectable contraceptives. Advances in Contraception. September 1996, 12 (3): 213–225. PMID 8910663. S2CID 2522426. doi:10.1007/BF01849664.

[pmid12290848-2] 2.0 ^2.1 Newton JR, D'arcangues C, Hall PE. A review of "once-a-month" combined injectable contraceptives. Journal of Obstetrics and Gynaecology. 1994, 4 (Suppl 1): S1–34. PMID 12290848. doi:10.3109/01443619409027641.

[pmid23375353-3] Stanczyk FZ, Archer DF, Bhavnani BR. Ethinyl estradiol and 17β-estradiol in combined oral contraceptives: pharmacokinetics, pharmacodynamics and risk assessment. Contraception. June 2013, 87 (6): 706–727. PMID 23375353. doi:10.1016/j.contraception.2012.12.011.

[FalconeHurd2007-4] Falcone T, Hurd WW. Clinical Reproductive Medicine and Surgery. Elsevier Health Sciences. 2007: 22,362,388. ISBN 978-0-323-03309-1.

[OettelSchillinger2012-5] 5.0 ^5.1 ^5.2 Oettel M, Schillinger E. Estrogens and Antiestrogens II: Pharmacology and Clinical Application of Estrogens and Antiestrogen. Springer Science & Business Media. 6 December 2012: 261, 271. ISBN 978-3-642-60107-1. Natural estrogens considered here include: [...] Esters of 17β-estradiol, such as estradiol valerate, estradiol benzoate and estradiol cypionate. Esterification aims at either better absorption after oral administration or a sustained release from the depot after intramuscular administration. During absorption, the esters are cleaved by endogenous esterases and the pharmacologically active 17β-estradiol is released; therefore, the esters are considered as natural estrogens. [...] Wiemeyer et al. (1986) measured elevated estradiol levels up to 31 days after an intramuscular dose of 10mg estradiol enanthate.

[pmid16112947-6] 6.0 ^6.1 Kuhl H. Pharmacology of estrogens and progestogens: influence of different routes of administration. Climacteric. August 2005, 8 (Suppl 1): 3–63. PMID 16112947. S2CID 24616324. doi:10.1080/13697130500148875.

[ConsultaRemédios-7] Bula do Algestona Acetofenida + Enantato de Estradiol. Consulta Remédios. [18 September 2018]. （原始内容存档于18 September 2018）.

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查论编雌二醇
主題	雌二醇 (激素) 雌二醇 (药物)（英语：Estradiol (medication)）雌二醇的药效学雌二醇药代动力学雌激素 (激素) 雌激素 (药物) 激素替代療法(HRT) 女性化激素疗法(FHT) 含雌二醇的避孕药联合注射避孕药高剂量雌激素治疗雌二醇的羟基化
雌激素酯（英语：Estrogen ester）	雌激素酯雌二醇酯乙酸雌二醇乙酰水杨酸雌二醇邻氨基苯甲酸雌二醇苯甲酸雌二醇丁酸苯甲酸雌二醇苯甲酸雌二醇环辛烯醚丁酰乙酸雌二醇雌二醇乙酸环辛酯环戊丙酸雌二醇癸酸雌二醇二乙酸雌二醇二丁酸雌二醇二庚酸雌二醇二丙酸雌二醇二硬脂酸雌二醇二硫酸雌二醇双十一酸雌二醇双十一烯酸雌二醇庚酸雌二醇糠酸雌二醇葡糖苷酸雌二醇半琥珀酸雌二醇六氢苯甲酸雌二醇一丙酸雌二醇 Estradiol mustard 棕榈酸雌二醇苯基丙酸雌二醇磷酸雌二醇叔戊酸雌二醇丙氧苯基丙酸雌二醇水杨酸雌二醇硬脂酸雌二醇氨基磺酸雌二醇硫酸雌二醇十一酸雌二醇十一烯酸雌二醇戊酸雌二醇聚磷酸雌二醇磷酸雌莫司汀环己甲酸雌二醇
相關激素	雌酮雌三醇雌四醇乙炔雌二醇結合型雌激素(CEs) 酯化雌激素硫酸雌酮雌酮硫酸酯哌嗪