11β-羟孕酮

11β-羟孕酮
IUPAC名
(8S,9S,10R,11S,13S,14S,17S)-17-acetyl-11-hydroxy-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one
别名 11β-OHP; 21-Deoxycorticosterone; 21-Desoxycorticosterone; 11β-Hydroxypregn-4-ene-3,20-dione
识别
CAS号 600-57-7
PubChem 101788
ChemSpider 91968
SMILES
 
  • CC(=O)[C@H]1CC[C@@H]2[C@@]1(C[C@@H]([C@H]3[C@H]2CCC4=CC(=O)CC[C@]34C)O)C
InChI
 
  • 1S/C21H30O3/c1-12(22)16-6-7-17-15-5-4-13-10-14(23)8-9-20(13,2)19(15)18(24)11-21(16,17)3/h10,15-19,24H,4-9,11H2,1-3H3/t15-,16+,17-,18-,19+,20-,21+/m0/s1
InChIKey BFZHCUBIASXHPK-ATWVFEABSA-N
ChEBI 28247
KEGG C05498
性质
化学式 C21H30O3
摩尔质量 330.46 g·mol−1
若非注明，所有数据均出自标准状态（25 ℃，100 kPa）下。

11β-羟孕酮（英語：11β-Hydroxyprogesterone，缩写11β-OHP，也称为21-脱氧皮质酮，21-deoxycorticosterone，或11β-羟基孕-4-烯-3,20-二酮，11β-hydroxypregn-4-ene-3,20-dione）是一种天然内源性甾体激素和孕酮的衍生物，是强效的盐皮质激素[1]。11β-OHP主要由类固醇11-β-羟化酶（英语：Steroid 11-beta-hydroxylase）（CYP11B1）羟基化孕酮生成[2][3]，也有少量由醛固酮合酶（英语：Aldosterone synthase）（CYP11B2）合成[2]。

参考文献

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  1. ^ Human Metabolome Database: Showing metabocard for 11b-Hydroxyprogesterone (HMDB04031). hmdb.ca. [2016-12-16]. （原始内容存档于2016-12-21）. 
  2. ^ 2.0 2.1 Strushkevich N, Gilep AA, Shen L, Arrowsmith CH, Edwards AM, Usanov SA, Park HW. Structural insights into aldosterone synthase substrate specificity and targeted inhibition. Molecular Endocrinology. February 2013, 27 (2): 315–24. PMC 5417327 可免费查阅. PMID 23322723. doi:10.1210/me.2012-1287. 
  3. ^ van Rooyen D, Gent R, Barnard L, Swart AC. The in vitro metabolism of 11β-hydroxyprogesterone and 11-ketoprogesterone to 11-ketodihydrotestosterone in the backdoor pathway. The Journal of Steroid Biochemistry and Molecular Biology. April 2018, 178: 203–212. PMID 29277707. doi:10.1016/j.jsbmb.2017.12.014. 

外部链接

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