CAS: 2326-89-8; Drimenin

英文名称Drimenin
中文名称辛辣木素
IUPAC名称(5aS,9aS,9bR)-6,6,9a-trimethyl-5,5a,6,7,8,9,9a,9b-octahydronaphtho[1,2-c]furan-1(3H)-one
其它别名Drimenin(6CI,7CI); Naphtho[1,2-c]furan-1(3H)-one, 5,5a,6,7,8,9,9a,9b-°Ctahydro-6,6,9a-trimethyl-,[5aS-(5aa,9ab,9ba)]-; (-)-Drimenin
CAS编号2326-89-8
FDA UNII编号:Z8JC838JKO
分子式:C15H22O2分子量:234.33
产品CID: 1174418
产品分类有机原料 → 有机杂环化合物 → 萘并呋喃类

相似结构搜索
产品信息参考;;
InChIKey: BQNSBENKJCLJGN-ZOWXZIJZSA-N
1S/C15H22O2/c1-14(2)7-4-8-15(3)11(14)6-5-10-9-17-13(16)12(10)15/h5,11-12H,4,6-9H2,1-3H3/t11-,12+,15-/m0/s1
计算化学: 氢键受体数2.0氢键供体数*可旋转键数*

物理性质

熔点133°
沸点358.8±31.0 °C(预测)
密度1.07±0.1 g/cm3(预测)
PH:D -42° (c = 0.76 in benzene); D25 -35.8° (chloroform)
PSA:26.3
LogP:3.6
外观形态固体-粉末
储存条件Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
产品应用该化合物是一颗环硫磷.

MSDS等安全信息

上下游产品

(-) Methyl Albicanate 112709-42-9
Isodrimeninol 72581-69-2
(-) Albicanic Acid 112608-74-9

合成工艺路线路线简述

📜(-) Methyl Albicanate置于对甲苯磺酸,间氯过氧苯甲酸体系中,用氯仿用作溶剂,化学反应生成辛辣木素
参考文献:Ragoussis,Valentine; Liapis,Maria; Ragoussis,Nikitas,Journal Of The Chemical Society. Perkin Transactions I,1987,P. 987-992
标题:Ragoussis,Valentine; Liapis,Maria; Ragoussis,Nikitas,Journal Of The Chemical Society. Perkin Transactions I,1987,P. 987-992

海关参考信息

2901210000-乙烯
2901220000-丙烯
2905121000-正丙醇
2909110000-乙醚
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实用工具

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主要参考文献

1: Prinsloo G, Marokane CK, Street RA. Anti-HIV activity of southern African plants: Current developments, phytochemistry and future research. J Ethnopharmacol. 2018 Jan 10;210:133-155. doi: 10.1016/j.jep.2017.08.005. Epub 2017 Aug 12.
2: Arias HR, Feuerbach D, Schmidt B, Heydenreich M, Paz C, Ortells MO. Drimane Sesquiterpenoids Noncompetitively Inhibit Human α4β2 Nicotinic Acetylcholine Receptors with Higher Potency Compared to Human α3β4 and α7 Subtypes. J Nat Prod. 2018 Apr 27;81(4):811-817. doi: 10.1021/acs.jnatprod.7b00893. Epub 2018 Apr 10. 86(24):e01834-20. doi: 10.1128/AEM.01834-20.
4: Allouche N, Apel C, Martin MT, Dumontet V, Guéritte F, Litaudon M. Cytotoxic sesquiterpenoids from Winteraceae of Caledonian rainforest. Phytochemistry. 2009 Mar;70(4):546-53. doi: 10.1016/j.phytochem.2009.01.012. Epub 2009 Feb 27. 56(6):921-5. doi: 10.1021/np50096a016. 33(3):375-80. doi: 10.1007/s12272-010-0305-3. Epub 2010 Mar 30. 2(8):1105-8. doi: 10.1002/cbdv.200590079.

合成参考文献

参考文献:10.1016/s0305-1978(02)00203-x
摘要:Seeram NP, Francis LS, Needham OL, Jacobs H, McLean S, Reynolds WF. Drimane and bisabolane sesquiterpenoids from Cinnamodendron corticosum (Canellaceae). Biochemical Systematics and Ecology. 2003 Jun;31(6):637–40. doi: 10.1016/s0305-1978(02)00203-x.