別孕烷二醇
別孕烷二醇 | |
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IUPAC名 (3R,5R,8R,9S,10S,13S,14S,17S)-17-[(1S)-1-Hydroxyethyl]-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol | |
系統名 (1S,2S,5R,7R,10R,11S,14S,15S)-14-[(1S)-1-hydroxyethyl]-2,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadecan-5-ol (1S,2S,5R,7R,10R,11S,14S,15S)-2,5-二甲基-14-[(1S)-1-羥乙基]四環[8.7.0.02,7.011,15]-5-十七醇 | |
識別 | |
CAS號 | 566-58-5 |
PubChem | 219833 |
SMILES |
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ChEBI | 8387 |
性質 | |
化學式 | C21H36O2 |
摩爾質量 | 320.51 g·mol−1 |
熔點 | 241.5—244 °C(514.6—517.1 K)[1] |
若非註明,所有數據均出自標準狀態(25 ℃,100 kPa)下。 |
別孕烷二醇(英語:Allopregnanediol,又稱5α-孕烷-3α,20α-二醇,5α-pregnane-3α,20α-diol)是一種內源的孕酮和別孕烷醇酮代謝產物,也是孕烷二醇(5β-孕烷-3α,20α-二醇)立體同分異構體[2]。別孕烷二醇能作為別構調節GABA受體的部分激動劑,因此可能起到神經甾體的生物學作用[3],也能作為人孕烷X受體的激動劑,儘管EC50比其他內源性的孕烷衍生物(如孕烯醇酮、孕烷二醇、5α-雙氫孕酮、別孕烷醇酮)低一個數量級以上[4]。
參考文獻
- ^ Faith Ellen Francis, Ralph A. Kinsella. Enteric Excretion of Metabolites of Steroid Hormones in the Human Subject. V. Isolation of 5α-Pregnane-3α,20α-diol from Meconium. The Journal of Clinical Endocrinology & Metabolism. 1967-02, 27 (2): 211–213 [2019-10-22]. ISSN 0021-972X. doi:10.1210/jcem-27-2-211 (英語).
- ^ Finn, Deborah A.; Purdy, Robert H. Neuroactive Steroids in Anxiety and Stress. 2007. doi:10.1002/9780470101001.hcn026.
- ^ Belelli D, Gee KW. 5 alpha-pregnan-3 alpha,20 alpha-diol behaves like a partial agonist in the modulation of GABA-stimulated chloride ion uptake by synaptoneurosomes. Eur. J. Pharmacol. 1989, 167 (1): 173–6. PMID 2550257. doi:10.1016/0014-2999(89)90760-7.
- ^ Ekins, Sean; Reschly, Erica J; Hagey, Lee R; Krasowski, Matthew D. Evolution of pharmacologic specificity in the pregnane X receptor. BMC Evolutionary Biology. 2008, 8 (1): 103. ISSN 1471-2148. PMC 2358886 . doi:10.1186/1471-2148-8-103.
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