5-脱氢表甾醇

5-脱氢表甾醇（英語：，化学式C28H44O）是油菜素類固醇等物质生物合成过程中的中间产物[1]，由C-5甾醇去饱和酶催化表甾醇生成[2]，再通过7-脱氢胆固醇还原酶转化为24-亚甲基胆固醇[3]。

5-脱氢表甾醇
Ball-and-stick model of 5-dehydroepisterol
IUPAC名
(3S,10R,13R)-17-[(1R)-1,5-dimethyl-4-methylenehexyl]-10,13-dimethyl-2,3,4,9,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-ol
别名 24-Methylcholesta-5,7,24(28)-trienol, ergosta-5,7,24(28)-trien-3β-ol, campesta-7,24(28)-dien-3β-ol
识别
CAS号 23582-83-4  checkY
PubChem 10894570
ChemSpider 9069833
SMILES
 
  • O[C@@H]4C/C3=C/C=C1\[C@H](CC[C@]2([C@H]1CC[C@@H]2[C@H](C)CCC(=C)/C(C)C)C)[C@@]3(C)CC4
InChI
 
  • 1/C28H44O/c1-18(2)19(3)7-8-20(4)24-11-12-25-23-10-9-21-17-22(29)13-15-27(21,5)26(23)14-16-28(24,25)6/h9-10,18,20,22,24-26,29H,3,7-8,11-17H2,1-2,4-6H3/t20-,22+,24-,25+,26+,27+,28-/m1/s1
InChIKey ZEPNVCGPJXYABB-LOIOQLKMBD
KEGG C15780
性质
化学式 C28H44O
396.648 g·mol−1 g·mol⁻¹
若非注明，所有数据均出自标准状态（25 ℃，100 kPa）下。

表甾醇和5-脱氢表甾醇在利什曼原蟲（Leishmania）中也有发现[4][5]。

参考文献
  1. Tomomi Morikawa, Masaharu Mizutani, Nozomu Aoki, Bunta Watanabe, Hirohisa Saga, Shigeki Saito, Akira Oikawa, Hideyuki Suzuki, Nozomu Sakurai, Daisuke Shibata, Akira Wadano, Kanzo Sakata, Daisaku Ohta. . The Plant Cell. 2006-04, 18 (4): 1008–1022 [2019-10-27]. ISSN 1040-4651. PMC 1425849 可免费查阅. PMID 16531502. doi:10.1105/tpc.105.036012 （英语）.
  2. 位于KEGG途径数据库的反应R07491
  3. 位于KEGG途径数据库的反应R07492
  4. Goad LJ, Holz GG, Beach DH. . Mol Biochem Parasitol. June 1985, 15 (3): 257–79. PMID 4033689. doi:10.1016/0166-6851(85)90089-1.
  5. Rodrigues JC, Attias M, Rodriguez C, Urbina JA, Souza W. . Antimicrob Agents Chemother. February 2002, 46 (2): 487–99. PMC 127026 可免费查阅. PMID 11796362. doi:10.1128/AAC.46.2.487-499.2002.


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