表孕烷醇酮

化合物

表孕烷醇酮(英語:Epipregnanolone,暨3β-羟基-5β-孕烷-20-酮,3β-hydroxy-5β-pregnan-20-one,也被称为3β,5β-四氢孕酮,3β,5β-tetrahydroprogesterone,3β,5β-THP)是一种内源神经甾体[1],是GABAA受体的负向别构调节剂,可逆转别孕烷醇酮等正向别构调节剂的作用[2][3]

表孕烷醇酮
IUPAC名
3β-Hydoxy-5β-pregnan-20-one
系统名
1-[(1S,2S,5S,7R,10R,11S,14S,15S)-5-hydroxy-2,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadec-14-yl]ethanone
1-[(1S,2S,5S,7R,10R,11S,14S,15S)-2,15-二甲基-5-羟基四环[8.7.0.02,7.011,15]-14-十七烷基]乙酮
别名 3β,5β-Tetrahydroprogesterone
识别
CAS号 128-21-2
PubChem 228491
ChemSpider 198867
SMILES
 
  • CC(=O)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC[C@H]4[C@@]3(CC[C@@H](C4)O)C)C
性质
化学式 C21H34O2
摩尔质量 318.49 g·mol−1
若非注明,所有数据均出自标准状态(25 ℃,100 kPa)下。

表孕烷醇酮本身并不是孕激素,但可以代谢为其它孕烷衍生物而有孕激素功能[4]

另见

参考文献

  1. ^ Neurosteroids and Brain Function. Academic Press. 12 December 2001: 18–. ISBN 978-0-08-054423-6. 
  2. ^ Abraham Weizman. Neuroactive Steroids in Brain Function, Behavior and Neuropsychiatric Disorders: Novel Strategies for Research and Treatment. Springer Science & Business Media. 1 February 2008: 6–. ISBN 978-1-4020-6854-6. 
  3. ^ Jan Egebjerg; Arne Schousboe; Povl Krogsgaard-Larsen. Glutamate and GABA Receptors and Transporters: Structure, Function and Pharmacology. CRC Press. 4 October 2001: 248–. ISBN 978-0-7484-0881-8. 
  4. ^ Beyer, C.; González-Flores, O.; Ramı́rez-Orduña, J.M.; González-Mariscal, G. Indomethacin Inhibits Lordosis Induced by Ring A-Reduced Progestins: Possible Role of 3α-Oxoreduction in Progestin-Facilitated Lordosis. Hormones and Behavior. 1999, 35 (1): 1–8. ISSN 0018-506X. doi:10.1006/hbeh.1998.1457.