本胆烷醇酮

本胆烷醇酮(英语:Etiocholanolone,也叫做5β-雄酮 5β-androsterone,全称3α-羟-5β-雄烷-17-酮 3α-hydroxy-5β-androstan-17-one,或者本胆烷-3α-醇-17-酮 etiocholan-3α-ol-17-one)是一种本胆烷(5β-雄烷)衍生的甾体物质,也是一种内源性的17-甾酮,可由睾酮代谢产生。本胆烷醇酮可引起发热,增强免疫白细胞增多英语leukocytosis,也用于评估肾上腺皮质功能,骨髓功能,以及在肿瘤疾病中刺激免疫系统的功能。本胆烷醇酮还可以作为雄烷甾体激素的抑制剂[1],以及GABAA受体的别构调节剂[2],还能作为抗惊厥药英语Anticonvulsant[3]

本胆烷醇酮
Skeletal formula of etiocholanolone
Ball-and-stick model of the etiocholanolone molecule
临床资料
其他名称Aetiocholanolone
5-Isoandrosterone
ATC码
  • 未分配
识别信息
  • (3R,5R,8R,9S,10S,13S,14S)-3-Hydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,14,15,16-tetradecahydrocyclopenta[a]phenanthren-17-one
    OR
    (1S,2S,5R,7R,10R,11S,15S)-5-hydroxy-2,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadecan-14-one
CAS号53-42-9  checkY
PubChem CID
DrugBank
ChemSpider
UNII
ChEBI
ChEMBL
CompTox Dashboard英语CompTox Chemicals Dashboard (EPA)
化学信息
化学式C19H30O2
摩尔质量290.445 g/mol
3D模型(JSmol英语JSmol
  • [H][C@]12CC[C@@]3([H])[C@]4([H])CCC(=O)[C@@]4(C)CC[C@]3([H])[C@@]1(C)CC[C@@H](O)C2
  • InChI=1S/C19H30O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h12-16,20H,3-11H2,1-2H3/t12-,13-,14+,15+,16+,18+,19+/m1/s1 ☒N
  • Key:QGXBDMJGAMFCBF-BNSUEQOYSA-N ☒N

参考文献

  1. ^ Reddy DS. Neurosteroids: endogenous role in the human brain and therapeutic potentials. Progress in Brain Research 186. 2010: 113–37. ISBN 9780444536303. PMC 3139029 . PMID 21094889. doi:10.1016/B978-0-444-53630-3.00008-7.  |journal=被忽略 (帮助)
  2. ^ Li P, Bracamontes J, Katona BW, Covey DF, Steinbach JH, Akk G. Natural and enantiomeric etiocholanolone interact with distinct sites on the rat alpha1beta2gamma2L GABAA receptor. Mol. Pharmacol. June 2007, 71 (6): 1582–90. PMC 3788649 . PMID 17341652. doi:10.1124/mol.106.033407. 
  3. ^ Kaminski RM, Marini H, Kim WJ, Rogawski MA. Anticonvulsant activity of androsterone and etiocholanolone. Epilepsia. June 2005, 46 (6): 819–27. PMC 1181535 . PMID 15946323. doi:10.1111/j.1528-1167.2005.00705.x.