雄甾烯醇
化合物
雄甾烯醇(英語:androstenol,雄烯醇)又叫「豬烯醇」是豬的性激素,有麝香味。
臨床資料 | |
---|---|
ATC碼 |
|
識別資訊 | |
| |
CAS號 | 1153-51-1 |
PubChem CID | |
IUPHAR/BPS | |
DrugBank | |
ChemSpider | |
ChEBI | |
ChEMBL | |
CompTox Dashboard (EPA) | |
ECHA InfoCard | 100.013.248 |
化學資訊 | |
化學式 | C19H30O |
摩爾質量 | 274.440 g/mol |
3D模型(JSmol) | |
| |
|
由於雄烯醇與雄烯酮的分子結構只有兩個氫原子的差異,因此雄烯醇在接觸空氣後極不穩定,約在2分鐘左右就會因氧化而轉變成雄烯酮(豬的性費洛蒙)。
雄甾烯醇大量存在於未閹割的公豬唾液中[1],也極少量的存於人類汗腺中[2]。雄甾烯醇類似於性激素但無雄激素活性,人類的腎上腺分泌此物質進入體循環,但尚無對於人體的影響進行相關研究。
松露會分泌雄甾烯醇或其衍生物,這令豬可尋找到埋藏於地下的松露[3]。
雄甾烯醇的兩種異構體均帶有較輕特殊氣味。α-雄甾烯醇因殘留烷基醋酸酯會帶有檀香味。
參見
參考資料
- ^ 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. (原始內容存檔於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.[永久失效連結]
- ^ 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.
更多閱讀
- 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 (頁面存檔備份,存於網際網路檔案館)
- ScienceDirect - The Journal of Steroid Biochemistry and Molecular Biology : Metabolism of the 16-androstene steroids in primary cultured porcine hepatocytes (頁面存檔備份,存於網際網路檔案館)
- 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.