雄甾烯醇
化合物
雄甾烯醇(英语:androstenol,雄烯醇)又叫“猪烯醇”是猪的性激素,有麝香味。
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CAS号 | 1153-51-1 |
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ECHA InfoCard | 100.013.248 |
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化学式 | C19H30O |
摩尔质量 | 274.440 g/mol |
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由于雄烯醇与雄烯酮的分子结构只有两个氢原子的差异,因此雄烯醇在接触空气后极不稳定,约在2分钟左右就会因氧化而转变成雄烯酮(猪的性费洛蒙)。
雄甾烯醇大量存在于未阉割的公猪唾液中[1],也极少量的存于人类汗腺中[2]。雄甾烯醇类似于性激素但无雄激素活性,人类的肾上腺分泌此物质进入体循环,但尚无对于人体的影响进行相关研究。
松露会分泌雄甾烯醇或其衍生物,这令猪可寻找到埋藏于地下的松露[3]。
雄甾烯醇的两种异构体均带有较轻特殊气味。α-雄甾烯醇因残留烷基醋酸酯会带有檀香味。
参见
参考资料
- ^ Booth,W. D. Factors affecting the pheromone composition of voided boar saliva. Journal of Reproduction and Fertility. 1987, (81): 427–431 [2011-05-19]. doi:10.1530/jrf.0.0810427. (原始内容存档于2006-11-05).
- ^ Brooksbank, B. W. L., Brown, R. and Gustafsson, J. -A. The detection of 5α-androst-16-en-3α-ol in human male axillary sweat. Cellular and Molecular Life Sciences: 864–865. doi:10.1007/BF01938327.[永久失效链接]
- ^ Guan Wang, Yuan-Yuan Li, Dong-Sheng Lia and Ya-Jie Tang. Determination of 5α-androst-16-en-3α-ol in truffle fermentation broth by solid-phase extraction coupled with gas chromatography–flame ionization detector/electron impact mass spectrometry. Journal of Chromatography B. 2008年7月, 870 (2): 209–215. doi:10.1016/j.jchromb.2008.06.014.
更多阅读
- The Pheromone Androstenol (5{alpha}-Androst-16-en-3{alpha}-ol) Is a Neurosteroid Positive Modulator of GABAA Receptors -- Kaminski RM, Marini H, Ortinski PI, Vicini S, Rogawski MA 317 (2): 694 -- Journal of Pharmacology and Experimental Therapeutics (页面存档备份,存于互联网档案馆)
- ScienceDirect - The Journal of Steroid Biochemistry and Molecular Biology : Metabolism of the 16-androstene steroids in primary cultured porcine hepatocytes (页面存档备份,存于互联网档案馆)
- Kirk-Smith, M.D., Booth, D.A., Carroll, D., and Davies, P.(1978) Human social attitudes affected by androstenol. Research Communications in Psychology, Psychiatry and Behaviour, 3, 379- 384.