5-脱氢表甾醇

5-脱氢表甾醇（英语：5-Dehydroepisterol，化学式C₂₈H₄₄O）是油菜素类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
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  Y
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
摩尔质量	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虫（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. Cytochrome P450 CYP710A Encodes the Sterol C-22 Desaturase in Arabidopsis and Tomato. The Plant Cell. 2006-04, 18 (4): 1008–1022 [2019-10-27]. ISSN 1040-4651. PMC 1425849 . 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. Sterols of ketoconazole-inhibited Leishmania mexicana mexicana promastigotes. 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. Ultrastructural and Biochemical Alterations Induced by 22,26-Azasterol, a Δ24(25)-Sterol Methyltransferase Inhibitor, on Promastigote and Amastigote Forms of Leishmania amazonensis. Antimicrob Agents Chemother. February 2002, 46 (2): 487–99. PMC 127026 . PMID 11796362. doi:10.1128/AAC.46.2.487-499.2002.