链甾醇

化合物

链甾醇(英语:Desmosterol,也称为24-脱氢胆甾醇)是胆固醇合成的中间产物之一[1],从7-脱氢链甾醇转化而来,由24-脱氢胆固醇还原酶英语24-dehydrocholesterol reductase催化形成胆固醇[2]

链甾醇
Skeletal formula of desmosterol
Ball-and-stick model of the desmosterol molecule
IUPAC名
(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylhept-5-en-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol
别名 Cholesta-5,24-dien-3β-ol
识别
CAS号 313-04-2  checkY
PubChem 439577
ChemSpider 388662
SMILES
 
  • O[C@@H]4C/C3=C/C[C@@H]1[C@H](CC[C@]2([C@H]1CC[C@@H]2[C@H](C)CC\C=C(/C)C)C)[C@@]3(C)CC4
InChI
 
  • 1/C27H44O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h7,9,19,21-25,28H,6,8,10-17H2,1-5H3/t19-,21+,22+,23-,24+,25+,26+,27-/m1/s1
InChIKey AVSXSVCZWQODGV-DPAQBDIFBV
ChEBI 17737
IUPHAR配体 2748
性质
化学式 C27H44O
摩尔质量 384.64 g/mol g·mol⁻¹
外观 White powder
熔点 121.5 °C(395 K)
若非注明,所有数据均出自标准状态(25 ℃,100 kPa)下。

参考文献

编辑
  1. ^ Vainio, S.; Jansen, M.; Koivusalo, M.; Rog, T.; Karttunen, M.; Vattulainen, I.; Ikonen, E. Significance of Sterol Structural Specificity: DESMOSTEROL CANNOT REPLACE CHOLESTEROL IN LIPID RAFTS. Journal of Biological Chemistry. 25 October 2005, 281 (1): 348–355 [30 June 2015]. PMID 16249181. doi:10.1074/jbc.M509530200. (原始内容存档于2019-12-31). 
  2. ^ Keber, R.; Rozman, D.; Horvat, S. Sterols in spermatogenesis and sperm maturation. The Journal of Lipid Research. 23 October 2012, 54 (1): 20–33 [30 June 2015]. PMC 3520525 . PMID 23093550. doi:10.1194/jlr.R032326. (原始内容存档于2019-12-31).