雄烷二醇

化合物

雄烷二醇(英語:Androstanediol,通常指的是3α-雄烷二醇,縮寫3α-diol,全稱5α-雄烷-3α,17β-二醇,5α-androstane-3α,17β-diol)是一種內源性的弱雄激素,也是雙氫睪酮(DHT)的主要代謝產物[1][2][3]

雄烷二醇
IUPAC名
(3R,5S,8R,9S,10S,13S,14S,17S)-10,13-Dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene-3,17-diol
系統名
(1S,2S,5R,7S,10R,11S,14S,15S)-2,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadecane-5,14-diol
(1S,2S,5R,7S,10R,11S,14S,15S)-2,15-二甲基四環[8.7.0.02,7.011,15]-5,14-十七烷二醇
別名 Hombreol
識別
CAS號 1852-53-5  checkY
PubChem 15818
ChemSpider 15039
SMILES
 
  • [H][C@]34[C@]2([H])CC[C@@]1([H])C[C@H](O)CC[C@@](C)1[C@]([H])2CC[C@@](C)3[C@@H](O)CC4
InChI
 
  • 1/C19H32O2/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/h12-17,20-21H,3-11H2,1-2H3/t12-,13+,14-,15-,16-,17-,18-,19-/m0/s1
InChIKey CBMYJHIOYJEBSB-KHOSGYARBM
性質
化學式 C19H32O2
摩爾質量 292.46 g·mol−1
若非註明,所有數據均出自標準狀態(25 ℃,100 kPa)下。

另見

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. ^ Jin Y, Penning TM. Steroid 5alpha-reductases and 3alpha-hydroxysteroid dehydrogenases: key enzymes in androgen metabolism. Best Pract. Res. Clin. Endocrinol. Metab. March 2001, 15 (1): 79–94. PMID 11469812. doi:10.1053/beem.2001.0120. 
  3. ^ Penning TM, Bauman DR, Jin Y, Rizner TL. Identification of the molecular switch that regulates access of 5alpha-DHT to the androgen receptor. Mol. Cell. Endocrinol. February 2007,. 265-266: 77–82. PMC 1857325 . PMID 17223255. doi:10.1016/j.mce.2006.12.007.