本膽烷醇酮

本膽烷醇酮(英語:Etiocholanolone,也叫做5β-雄酮 5β-androsterone,全稱3α-羥-5β-雄烷-17-酮 3α-hydroxy-5β-androstan-17-one,或者本膽烷-3α-醇-17-酮 etiocholan-3α-ol-17-one)是一種本膽烷(5β-雄烷)衍生的甾體物質,也是一種內源性的17-甾酮,可由睾酮代謝產生。本膽烷醇酮可引起發熱,增強免疫白細胞增多英語leukocytosis,也用於評估腎上腺皮質功能,骨髓功能,以及在腫瘤疾病中刺激免疫系統的功能。本膽烷醇酮還可以作為雄烷甾體激素的抑制劑[1],以及GABAA受體的別構調節劑[2],還能作為抗驚厥藥英語Anticonvulsant[3]

本膽烷醇酮
Skeletal formula of etiocholanolone
Ball-and-stick model of the etiocholanolone molecule
臨床資料
其他名稱Aetiocholanolone
5-Isoandrosterone
ATC碼
  • 未分配
識別資訊
  • (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號53-42-9  checkY
PubChem CID
DrugBank
ChemSpider
UNII
ChEBI
ChEMBL
CompTox Dashboard英語CompTox Chemicals Dashboard (EPA)
化學資訊
化學式C19H30O2
摩爾質量290.445 g/mol
3D模型(JSmol英語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

參考文獻

  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 (幫助)
  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.