218391
(S)-(-)-紫苏醇
96%
别名:
对薄荷-1,8-二烯-7-醇
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关于此项目
经验公式（希尔记法）:
C10H16O
化学文摘社编号:
分子量:
152.23
MDL编号:
UNSPSC代码:
12352002
PubChem化学物质编号:
NACRES:
NA.22
质量水平
方案
96%
表单
liquid
旋光性
[α]22/D −88°, c = 1 in methanol
折射率
n20/D 1.501 (lit.)
沸点
119-121 °C/11 mmHg (lit.)
密度
0.96 g/mL at 25 °C (lit.)
官能团
hydroxyl
SMILES字符串
CC(=C)[C@H]1CCC(CO)=CC1
InChI
1S/C10H16O/c1-8(2)10-5-3-9(7-11)4-6-10/h3,10-11H,1,4-7H2,2H3/t10-/m1/s1
InChI key
NDTYTMIUWGWIMO-SNVBAGLBSA-N
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一般描述
(S)-(-)-紫苏醇是一种单萜类化合物，存在于樱桃、薰衣草和留兰香的精油中。 它显示出有效的抗癌活性。
应用
(S)-(−)-紫苏醇（POH或4-异丙烯基环己烯甲醇）可用作合成以下物质的起始原料：
- 紫苏醇新糖苷（neoglycoside）衍生物，其可作为潜在的抗癌药。
- （S）-紫苏醇的氨基改性衍生物，其可作为强效的抗增殖剂
- 紫苏醛8,9-环氧化物，其是一种对薄荷烷类衍生物，可作为体内抗肿瘤剂。
警示用语：
Warning
危险声明
危险分类
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
靶器官
Respiratory system
储存分类代码
10 - Combustible liquids
WGK
WGK 3
闪点(°F)
230.0 °F - closed cup
闪点(°C)
110 °C - closed cup
个人防护装备
Eyeshields, Gloves, type ABEK (EN14387) respirator filter
Nitin S Nandurkar et al.
Journal of medicinal chemistry, 57(17), 7478-7484 (2014-08-15)
A facile route to perillyl alcohol (POH) differential glycosylation and the corresponding synthesis of a set of 34 POH glycosides is reported. Subsequent in vitro studies revealed a sugar dependent antiproliferative activity and the inhibition of S6 ribosomal protein phosphorylation
Zi Hui et al.
Molecules (Basel, Switzerland), 19(5), 6671-6682 (2014-05-27)
Two series of amino-modified derivatives of (S)-perillyl alcohol were designed and synthesized using (S)-perillaldehyde as the starting material. These derivatives showed increased antiproliferative activity in human lung cancer A549 cells, human melanoma A375-S2 cells and human fibrosarcoma HT-1080 cells comparing
Luciana Nalone Andrade et al.
International journal of molecular sciences, 17(1) (2016-01-08)
Recent studies have revealed the high cytotoxicity of p-menthane derivatives against human tumor cells. In this study, the substance perillaldehyde 8,9-epoxide, a p-menthane class derivative obtained from (S)-(-)-perillyl alcohol, was selected in order to assess antitumor activity against experimental sarcoma
Maria Antonieta Ferrara et al.
Brazilian journal of microbiology : [publication of the Brazilian Society for Microbiology], 44(4), 1075-1080 (2014-04-02)
Perillyl derivatives are increasingly important due to their flavouring and antimicrobial properties as well as their potential as anticancer agents. These terpenoid species, which are present in limited amounts in plants, may be obtained via bioconversion of selected monoterpene hydrocarbons.
Metabolic engineering of Escherichia coli for limonene and perillyl alcohol production.
Alonso-Gutierrez J, et al.
Metabolic engineering, 19, 33-41 (2013)
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