cis-9,10-Epoxystearic acid
(Synonyms: cis-9,10-Epoxyoctadecanoic acid) 目录号 : GC38205
An epoxy fatty acid
Cas No.:24560-98-3
Sample solution is provided at 25 µL, 10mM.
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Quality Control & SDS
- View current batch:
- Purity: >98.00%
- COA (Certificate Of Analysis)
- SDS (Safety Data Sheet)
- Datasheet
cis-9,10-Epoxyoctadecanoic acid is an epoxy fatty acid. It is an oxidation product of oleic acid formed by the cytochrome P450 (CYP) isoforms CYP2C and CYP3A.1 It has been found in the fungus P. carinii isolated from the lungs of rats in a model of P. carinii-induced pneumonia.2 cis-9,10-Epoxyoctadecanoic acid has also been found in human plasma, and plasma levels are decreased in patients with impaired liver function.1
1.Thum, T., Batkai, S., Malinski, P.G., et al.Measurement and diagnostic use of hepatic cytochrome P450 metabolism of oleic acid in liver diseaseLiver Int.30(8)1181-1188(2010) 2.Kaneshiro, E.S., Ellis, J.E., Guo, Z., et al.Characterizations of neutral lipid fatty acids and cis-9,10-epoxy octadecanoic acid in Pneumocystis carinii cariniiInfect. Immun.644105-4114(1996)
| Cas No. | 24560-98-3 | SDF | |
| 别名 | cis-9,10-Epoxyoctadecanoic acid | ||
| Canonical SMILES | O=C(O)CCCCCCC[C@@H]1O[C@@H]1CCCCCCCC | ||
| 分子式 | C18H34O3 | 分子量 | 298.46 |
| 溶解度 | DMSO : 100 mg/mL (335.05 mM; Need ultrasonic) | 储存条件 | Store at -20°C |
| General tips | 请根据产品在不同溶剂中的溶解度选择合适的溶剂配制储备液；一旦配成溶液，请分装保存，避免反复冻融造成的产品失效。 储备液的保存方式和期限：-80°C 储存时，请在 6 个月内使用，-20°C 储存时，请在 1 个月内使用。 为了提高溶解度，请将管子加热至37℃，然后在超声波浴中震荡一段时间。 |
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| Shipping Condition | 评估样品解决方案：配备蓝冰进行发货。所有其他可用尺寸：配备RT，或根据请求配备蓝冰。 | ||
| 制备储备液 | |||
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1 mg | 5 mg | 10 mg |
| 1 mM | 3.3505 mL | 16.7527 mL | 33.5053 mL |
| 5 mM | 0.6701 mL | 3.3505 mL | 6.7011 mL |
| 10 mM | 0.3351 mL | 1.6753 mL | 3.3505 mL |
| 第一步：请输入基本实验信息（考虑到实验过程中的损耗，建议多配一只动物的药量） | ||||||||||
| 给药剂量 | mg/kg |  |
动物平均体重 | g | |
每只动物给药体积 | ul | |
动物数量 | 只 |
| 第二步：请输入动物体内配方组成（配方适用于不溶于水的药物；不同批次药物配方比例不同，请联系GLPBIO为您提供正确的澄清溶液配方） | ||||||||||
| % DMSO % % Tween 80 % saline | ||||||||||
| 计算重置 | ||||||||||
计算结果:
工作液浓度： mg/ml；
DMSO母液配制方法： mg 药物溶于 μL DMSO溶液（母液浓度 mg/mL，
体内配方配制方法：取 μL DMSO母液，加入 μL PEG300，混匀澄清后加入μL Tween 80，混匀澄清后加入 μL saline，混匀澄清。
1. 首先保证母液是澄清的；
2.
一定要按照顺序依次将溶剂加入，进行下一步操作之前必须保证上一步操作得到的是澄清的溶液，可采用涡旋、超声或水浴加热等物理方法助溶。
3. 以上所有助溶剂都可在 GlpBio 网站选购。
Effects of epoxy stearic acid on lipid metabolism in HepG2 cells
J Food Sci 2020 Oct;85(10):3644-3652.PMID:32885409DOI:10.1111/1750-3841.15405.
In the present study, effects of cis-9,10-epoxystearic acid (ESA) generated by the thermal oxidation of oleic acid on HepG2 cells, including intracellular lipid accumulation, fatty acid composition, and lipid metabolism, were investigated. Our results revealed that ESA increased the number and size of cellular lipid droplets. Intracellular triacylglycerol and total cholesterol content demonstrated that ESA induced lipid accumulation in HepG2 cells in a dose- and time-dependent manner. Results of fatty acid composition further indicated that ESA could lead to intracellular lipid accumulation. Our results also revealed that ESA may suppress the fatty acid oxidation in peroxisomes and mitochondria, including PPARα, Cpt1α, and Acox1, whereas the expression of genes involved in lipid synthesis, including Srebp-1c and Scd1, was enhanced. These findings provide critical information on the effects of ESA on HepG2 cells, particularly lipid accumulation and metabolism, which is important for evaluating the biosafety of the oxidative product of oleic acid. PRACTICAL APPLICATION: The administration of cis-9,10-epoxystearic acid to HepG2 cells could lead to disorder of lipid metabolism of cells by enhancing the intracellular lipid content, as well as suppressing the fatty acid oxidation in peroxisomes and mitochondria. These findings could provide information for the evaluation of the biosafety of the oxidative product of oleic acid.