17αあるふぁ-羟孕酮

17αあるふぁ-羟孕酮
	IUPAC名めい; (8R,9S,10R,13S,14S,17R)-17-acetyl-17-hydroxy-10,13-dimethyl-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-3-one
	系けい统名; (1S,2R,10R,11S,14R,15S)-14-acetyl-14-hydroxy-2,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadec-6-en-5-one; (1S,2R,10R,11S,14R,15S)-2,15-二に甲きのえ基はじめ-14-乙おつ酰基-14-羟基四よん环[8.7.0.02,7.011,15]-6-十じゅう七なな烯-5-酮
别名	17αあるふぁ-Hydroxypregn-4-ene-3,20-dione, Hydroxyprogesterone (INN)
识别
CAS号ごう	68-96-2
PubChem	6238
ChemSpider	6002
SMILES	CC(=O)C1(CCC2C1(CCC3C2CCC4=CC(=O)CCC34C)C)O;
ChEBI	17252
IUPHAR配はい体たい	5104
性せい质
化学かがく式しき	C21H30O3
摩ま尔质量りょう	330.46 g/mol g·mol⁻¹
熔点	219.5
	若わか非ひ注ちゅう明あかり，所有しょゆう数すう据すえ均ひとし出自しゅつじ标准状じょう态（25 ℃，100 kPa）下した。

17αあるふぁ-羟孕酮（英語えいご：17αあるふぁ-Hydroxyprogesterone，17αあるふぁ-OHP)，有ゆう时就简称为羟孕酮（英語えいご：hydroxyprogesterone，OHP）是ぜ一いち种孕酮类似的てき内うち源げん性的せいてき孕激素もと类甾体激げき素もと^[1]^[2]^[3]，同どう时也是ぜ很多内ない源げん性せい甾体激げき素もと生物せいぶつ合成ごうせい的てき前ぜん体からだ，包括ほうかつ雄お激げき素もと、雌めす激げき素もと、糖とう皮がわ质激素もと和わ盐皮质激素もと以及一いち些神かみ经甾体たい。

生物せいぶつ学がく活性かっせい

由よし于和孕酮的てき相似そうじ性せい，17αあるふぁ-OHP是ぜ孕酮受体（PR）的てき一いち种激げき动剂，但ただし相そう比ひ之の下した比ひ较弱^[4]。另外，也是一いち种盐皮质激素もと受体（MR）的てき拮抗きっこう剂^[5]，也是糖とう皮がわ质激素もと受体（GR）的てき部分ぶぶん激げき动剂，其EC₅₀不ふ到いた皮質ひしつ醇あつし的てき百ひゃく分ふん之の一いち^[4]^[6]^[7]。

生物せいぶつ合成ごうせい

参考さんこう文献ぶんけん

^ J. Elks. The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. 14 November 2014: 664–665. ISBN 978-1-4757-2085-3.
^ I.K. Morton; Judith M. Hall. Concise Dictionary of Pharmacological Agents: Properties and Synonyms. Springer Science & Business Media. 6 December 2012: 146–. ISBN 978-94-011-4439-1.
^ Index Nominum 2000: International Drug Directory. Taylor & Francis. January 2000: 532–. ISBN 978-3-88763-075-1.
^ ^4.0 ^4.1 Attardi BJ, Zeleznik A, Simhan H, Chiao JP, Mattison DR, Caritis SN. Comparison of progesterone and glucocorticoid receptor binding and stimulation of gene expression by progesterone, 17-alpha hydroxyprogesterone caproate, and related progestins. Am. J. Obstet. Gynecol. 2007, 197 (6): 599.e1–7. PMC 2278032 . PMID 18060946. doi:10.1016/j.ajog.2007.05.024.
^ Mooij CF, Parajes S, Pijnenburg-Kleizen KJ, Arlt W, Krone N, Claahsen-van der Grinten HL. Influence of 17-Hydroxyprogesterone, Progesterone and Sex Steroids on Mineralocorticoid Receptor Transactivation in Congenital Adrenal Hyperplasia. Horm Res Paediatr. April 2015. PMID 25896481. doi:10.1159/000374112.
^ Pijnenburg-Kleizen KJ, Engels M, Mooij CF, Griffin A, Krone N, Span PN, van Herwaarden AE, Sweep FC, Claahsen-van der Grinten HL. Adrenal Steroid Metabolites Accumulating in Congenital Adrenal Hyperplasia lead to Transactivation of the Glucocorticoid Receptor. Endocrinology. 2015, 156: en20151087. PMID 26207344. doi:10.1210/en.2015-1087.
^ Sun, Kang; Lei, Kaiyu; Chen, Li; Georgiou, Ektoras X.; Sooranna, Suren R.; Khanjani, Shirin; Brosens, Jan J.; Bennett, Phillip R.; Johnson, Mark R. Progesterone Acts via the Nuclear Glucocorticoid Receptor to Suppress IL-1βべーた-Induced COX-2 Expression in Human Term Myometrial Cells. PLoS ONE. 2012, 7 (11): e50167. ISSN 1932-6203. PMC 3509141 . PMID 23209664. doi:10.1371/journal.pone.0050167.

[Elks2014-1] J. Elks. The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. 14 November 2014: 664–665. ISBN 978-1-4757-2085-3.

[MortonHall2012-2] I.K. Morton; Judith M. Hall. Concise Dictionary of Pharmacological Agents: Properties and Synonyms. Springer Science & Business Media. 6 December 2012: 146–. ISBN 978-94-011-4439-1.

[IndexNominum2000-3] Index Nominum 2000: International Drug Directory. Taylor & Francis. January 2000: 532–. ISBN 978-3-88763-075-1.

[pmid18060946-4] 4.0 ^4.1 Attardi BJ, Zeleznik A, Simhan H, Chiao JP, Mattison DR, Caritis SN. Comparison of progesterone and glucocorticoid receptor binding and stimulation of gene expression by progesterone, 17-alpha hydroxyprogesterone caproate, and related progestins. Am. J. Obstet. Gynecol. 2007, 197 (6): 599.e1–7. PMC 2278032 . PMID 18060946. doi:10.1016/j.ajog.2007.05.024.

[pmid25896481-5] Mooij CF, Parajes S, Pijnenburg-Kleizen KJ, Arlt W, Krone N, Claahsen-van der Grinten HL. Influence of 17-Hydroxyprogesterone, Progesterone and Sex Steroids on Mineralocorticoid Receptor Transactivation in Congenital Adrenal Hyperplasia. Horm Res Paediatr. April 2015. PMID 25896481. doi:10.1159/000374112.

[pmid26207344-6] Pijnenburg-Kleizen KJ, Engels M, Mooij CF, Griffin A, Krone N, Span PN, van Herwaarden AE, Sweep FC, Claahsen-van der Grinten HL. Adrenal Steroid Metabolites Accumulating in Congenital Adrenal Hyperplasia lead to Transactivation of the Glucocorticoid Receptor. Endocrinology. 2015, 156: en20151087. PMID 26207344. doi:10.1210/en.2015-1087.

[SunLei2012-7] Sun, Kang; Lei, Kaiyu; Chen, Li; Georgiou, Ektoras X.; Sooranna, Suren R.; Khanjani, Shirin; Brosens, Jan J.; Bennett, Phillip R.; Johnson, Mark R. Progesterone Acts via the Nuclear Glucocorticoid Receptor to Suppress IL-1βべーた-Induced COX-2 Expression in Human Term Myometrial Cells. PLoS ONE. 2012, 7 (11): e50167. ISSN 1932-6203. PMC 3509141 . PMID 23209664. doi:10.1371/journal.pone.0050167.

[1]

[2]

[3]

[4]

[5]

[6]

[7]