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
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352002
MDL number:
产品名称
(S)-(-)-紫苏醇, 96%
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
SMILES string
CC(=C)[C@H]1CCC(CO)=CC1
InChI key
NDTYTMIUWGWIMO-SNVBAGLBSA-N
assay
96%
form
liquid
optical activity
[α]22/D −88°, c = 1 in methanol
refractive index
n20/D 1.501 (lit.)
bp
119-121 °C/11 mmHg (lit.)
density
0.96 g/mL at 25 °C (lit.)
functional group
hydroxyl
Quality Level
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Application
(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。
General description
(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。
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
存储类别
10 - Combustible liquids
wgk
WGK 3
flash_point_f
230.0 °F - closed cup
flash_point_c
110 °C - closed cup
ppe
Eyeshields, Gloves, type ABEK (EN14387) respirator filter
Perillyl alcohol as a chemopreventive agent in N-nitrosomethylbenzylamine-induced rat esophageal tumorigenesis.
Liston BW, et al.
Cancer Research, 63(10), 2399-2403 (2003)
Metabolic engineering of Escherichia coli for limonene and perillyl alcohol production.
Alonso-Gutierrez J, et al.
Metabolic engineering, 19, 33-41 (2013)
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
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
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
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