四膜虫醇

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
	系统名; (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环[12.8.0.02,11.05,10.015,20]-7-二十二醇
别名	Gammaceran-3β-ol
识别
CAS号	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
性质
化学式	C30H52O
摩尔质量	428.73 g·mol−1
	若非注明，所有数据均出自标准状态（25 ℃，100 kPa）下。

四膜虫醇（英语：Tetrahymanol，或称作伽马蜡烷-3β-醇，Gammaceran-3β-ol）是一种五环三萜醇，最早发现于海洋纤毛虫四膜虫（Tetrahymena pyriformis）的细胞膜中^[1]，之后在其它纤毛虫、真菌、蕨类、细菌中都有发现^[2]。经过数百万年的成岩作用，海洋沉积物中的四膜虫醇会转化为对应的饱和烃类伽马蜡烷^[2]，可用于分析古代的海洋环境^[3]。

另见

四膜虫醇合酶

参考文献

^ 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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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
系统名 (1R,2R,5R,7S,10R,11R,14R,15S,20S)-1,2,6,6,10,15,19,19-octamethylpentacyclo[12.8.0.0^2,11.0^5,10.0^15,20]docosan-7-ol (1R,2R,5R,7S,10R,11R,14R,15S,20S)-1,2,6,6,10,15,19,19-八甲基五环[12.8.0.0^2,11.0^5,10.0^15,20]-7-二十二醇
别名	Gammaceran-3β-ol
识别
CAS号	2130-17-8 ^Y
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
性质
化学式	C₃₀H₅₂O
摩尔质量	428.73 g·mol⁻¹
若非注明，所有数据均出自标准状态（25 ℃，100 kPa）下。