89231
(-)-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
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
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
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Ilioara Oniga et al.
Revista medico-chirurgicala a Societatii de Medici si Naturalisti din Iasi, 114(2), 593-595 (2010-08-13)
The quantitative and qualitative analysis of essential oils obtained from Salvia officinalis L. (Lamiaceae) cultivated in Romania is reported in this paper. The essential oils were obtained from fresh and dried material harvested from plants cultivated in Cluj (Romania) and
Nour W Al-Haj Baddar et al.
Natural product research, 25(12), 1180-1184 (2011-07-12)
Thujone, which is the major constituent in Salvia sp. (Lamiaceae), was found to correct the lipid profile (cholesterol and triglycerides) in diabetic rats. Oral treatment with thujone (5 mg kg⁻¹ body weight dose) significantly adjusted cholesterol and triglyceride levels in
Pro-apoptotic and anti-angiogenic properties of the a/?-thujone fraction from Thuja occidentalis on glioblastoma cells.
Torres A, et al.
Journal of Neuro-Oncology, 128(1), 9-19 (2016)
Hédi Mighri et al.
Chemistry & biodiversity, 7(11), 2709-2717 (2010-11-13)
The intraspecific chemical variability of essential oils (50 samples) isolated from the aerial parts of Artemisia herba-alba Asso growing wild in the arid zone of Southeastern Tunisia was investigated. Analysis by GC (RI) and GC/MS allowed the identification of 54
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