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Merck
CN

89231

Sigma-Aldrich

(-)-α-侧柏酮

≥96.0% (GC)

别名:

(1S,4R)-1-异丙基-4-甲基双环[3.1.0]己-3-酮

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About This Item

经验公式(希尔记法):
C10H16O
分子量:
152.23
Beilstein:
4660369
EC 号:
MDL编号:
UNSPSC代码:
12352115
PubChem化学物质编号:
NACRES:
NA.22

质量水平

方案

≥96.0% (GC)

表单

liquid

旋光性

[α]20/D −19.0±2.0°, neat

折射率

n20/D 1.450

密度

0.914 g/mL at 20 °C (lit.)

官能团

ketone

储存温度

2-8°C

SMILES字符串

CC(C)[C@@]12C[C@@H]1[C@@H](C)C(=O)C2

InChI

1S/C10H16O/c1-6(2)10-4-8(10)7(3)9(11)5-10/h6-8H,4-5H2,1-3H3/t7-,8-,10+/m1/s1

InChI key

USMNOWBWPHYOEA-MRTMQBJTSA-N

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一般描述

Thuja occidentalis 的精油中发现的单萜酮 (-)-α-Thujone 显示出强效的抗肿瘤作用。

应用

  • A six-step total synthesis of α-thujone and d6-α-thujone, enabling facile access to isotopically labelled metabolites:提供合成α-侧柏酮的准确方法,用于制备研究用的同位素标记衍生物(Thamm et al., 2016)。
  • Enhancement of CD3AK cell proliferation and killing ability by α-thujone:研究α-侧柏酮增强CD3AK细胞增殖和细胞毒性的作用,说明其可用于免疫领域(Zhou et al., 2016)。
  • α-Thujone exhibits an antifungal activity against F. graminearum by inducing oxidative stress, apoptosis, epigenetics alterations and reduced toxin synthesis:证明α-侧柏酮对禾谷镰刀菌具有抗真菌活性,令其可作为传统杀真菌剂的有效替代品(Teker et al., 2021)。

生化/生理作用

GABAA 受体拮抗剂。

其他说明

手性结构单元

象形图

Exclamation mark

警示用语:

Warning

危险声明

危险分类

Acute Tox. 4 Oral

储存分类代码

10 - Combustible liquids

WGK

WGK 1

闪点(°F)

147.2 °F - closed cup

闪点(°C)

64 °C - closed cup

个人防护装备

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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J.P. Kutney et al.
Canadian Journal of Chemistry, 72, 1570-1570 (1994)
K S Siveen et al.
International immunopharmacology, 11(12), 1967-1975 (2011-09-03)
Thujone, a naturally occurring monoterpene, was found to enhance the total WBC count, bone marrow cellularity, number of α-esterase positive cells, number of plaque forming cells in spleen and circulating antibody titer in Balb/c mice (1mg/kg body weight, intraperitoneally for
Haouari Mohsen et al.
Molecules (Basel, Switzerland), 14(4), 1585-1594 (2009-04-23)
The composition of the essential oil hydrodistilled from the aerial parts of 18 individual Artemisia herba-alba Asso. plants collected in southern Tunisia was determined by GC and GCMS analysis. The oil yield varied between 0.68% v/w and 1.93% v/w. One
M J Eadie
The journal of the Royal College of Physicians of Edinburgh, 39(1), 73-78 (2009-10-17)
Absinthe is an alcoholic liquor containing extracts from the wormwood plant. It was widely consumed in France in the late nineteenth century. Its production was banned in 1915, partly because it was thought to cause neurological disturbances, including mental changes
Hakam Alkhateeb et al.
American journal of physiology. Regulatory, integrative and comparative physiology, 299(3), R804-R812 (2010-06-25)
Thujone is thought to be the main constituent of medicinal herbs that have antidiabetic properties. Therefore, we examined whether thujone ameliorated palmitate-induced insulin resistance in skeletal muscle. Soleus muscles were incubated for < or =12 h without or with palmitate

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