四膜蟲醇

Tetrahymanol
	IUPAC名; (3S,4aR,6aR,6aR,6bR,8aS,12aS,14aR,14bR)-4,4,6a,6b,9,9,12a,14b-Octamethyl-1,2,3,4a,5,6,6a,7,8,8a,10,11,12,13,14,14a-hexadecahydropicen-3-ol
	系統名; (1R,2R,5R,7S,10R,11R,14R,15S,20S)-1,2,6,6,10,15,19,19-octamethylpentacyclo[12.8.0.02,11.05,10.015,20]docosan-7-ol; (1R,2R,5R,7S,10R,11R,14R,15S,20S)-1,2,6,6,10,15,19,19-八甲基五環[12.8.0.02,11.05,10.015,20]-7-二十二醇
別名	Gammaceran-3β-ol
識別
CAS號	2130-17-8
PubChem	168951
ChemSpider	147779
SMILES	C[C@]12CCCC([C@@H]1CC[C@@]3([C@@H]2CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)O)C)C)C)(C)C;
InChI	1S/C30H52O/c1-25(2)15-9-16-27(5)20(25)12-18-29(7)22(27)10-11-23-28(6)17-14-24(31)26(3,4)21(28)13-19-30(23,29)8/h20-24,31H,9-19H2,1-8H3/t20-,21-,22+,23+,24-,27-,28-,29+,30+/m0/s1;
InChIKey	BFNSRKHIVITRJP-VJBYBJRLSA-N
ChEBI	9493
KEGG	C06083
性質
化學式	C30H52O
摩爾質量	428.73 g·mol−1
	若非註明，所有數據均出自標準狀態（25 ℃，100 kPa）下。

四膜蟲醇（英語：Tetrahymanol，或稱作伽馬蠟烷-3β-醇，Gammaceran-3β-ol）是一種五環三萜醇，最早發現於海洋纖毛蟲四膜蟲（Tetrahymena pyriformis）的細胞膜中^[1]，之後在其它纖毛蟲、真菌、蕨類、細菌中都有發現^[2]。經過數百萬年的成岩作用，海洋沉積物中的四膜蟲醇會轉化為對應的飽和烴類伽馬蠟烷^[2]，可用於分析古代的海洋環境^[3]。

另見

四膜蟲醇合酶

參考文獻

^ Mallory FB, Gordon JT, Conner RL. The Isolation of a Pentacyclic Triterpenoid Alcohol from a Protozoan. Journal of the American Chemical Society. June 1963, 85 (9): 1362–1363. doi:10.1021/ja00892a042.
^ ^2.0 ^2.1 Ten Haven HL, Rohmer M, Rullkötter J, Bisseret P. Tetrahymanol, the most likely precursor of gammacerane, occurs ubiquitously in marine sediments. Geochimica et Cosmochimica Acta. November 1989, 53 (11): 3073–3079. Bibcode:1989GeCoA..53.3073T. doi:10.1016/0016-7037(89)90186-5.
^ Sinninghe Damste JS, Kenig F, Koopmans MP, Koster J, Schouten S, Hayes JM, de Leeuw JW. Evidence for gammacerane as an indicator of water column stratification. Geochimica et Cosmochimica Acta. May 1995, 59 (9): 1895–900. Bibcode:1995GeCoA..59.1895S. PMID 11540109. doi:10.1016/0016-7037(95)00073-9. hdl:1874/4297.

[1] Mallory FB, Gordon JT, Conner RL. The Isolation of a Pentacyclic Triterpenoid Alcohol from a Protozoan. Journal of the American Chemical Society. June 1963, 85 (9): 1362–1363. doi:10.1021/ja00892a042.

[:0-2] 2.0 ^2.1 Ten Haven HL, Rohmer M, Rullkötter J, Bisseret P. Tetrahymanol, the most likely precursor of gammacerane, occurs ubiquitously in marine sediments. Geochimica et Cosmochimica Acta. November 1989, 53 (11): 3073–3079. Bibcode:1989GeCoA..53.3073T. doi:10.1016/0016-7037(89)90186-5.

[:2-3] Sinninghe Damste JS, Kenig F, Koopmans MP, Koster J, Schouten S, Hayes JM, de Leeuw JW. Evidence for gammacerane as an indicator of water column stratification. Geochimica et Cosmochimica Acta. May 1995, 59 (9): 1895–900. Bibcode:1995GeCoA..59.1895S. PMID 11540109. doi:10.1016/0016-7037(95)00073-9. hdl:1874/4297.

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