Merck
CN

O1008

Sigma-Aldrich

油酸

≥99% (GC)

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别名:
9Z-十八碳烯酸,顺式-烯烃油酸, 顺式-9-十八碳烯酸, 反油酸
线性分子式:
CH3(CH2)7CH=CH(CH2)7COOH
CAS号:
分子量:
282.46
Beilstein:
1726542
EC 号:
MDL编号:
PubChem化学物质编号:
NACRES:
NA.25

生物来源

plant (Sunflower)

质量水平

蒸汽压

1 mmHg ( 176 °C)

检测方案

≥99% (GC)

形式

viscous liquid

颜色

colorless to very faintly yellow

折射率

n20/D 1.459 (lit.)

bp

194-195 °C/1.2 mmHg (lit.)

mp

13-14 °C (lit.)

溶解性

H2O: insoluble (practically)
alcohol: soluble
benzene: soluble
chloroform: soluble
oil: soluble (fixed and volatile)

密度

0.89 g/mL at 25 °C (lit.)

application(s)

life science and biopharma
lipidomics

官能团

oleic acid

lipid type

unsaturated FAs

运输

ambient

储存温度

−20°C

SMILES string

CCCCCCCC\C=C/CCCCCCCC(O)=O

InChI

1S/C18H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h9-10H,2-8,11-17H2,1H3,(H,19,20)/b10-9-

InChI key

ZQPPMHVWECSIRJ-KTKRTIGZSA-N

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一般描述

油酸 (OA) 是一种非必需脂肪酸,属于单不饱和脂肪酸 (MUFA),橄榄油中富含这一成分。已有报道称,这种成分可从甘油三酯和偏甘油酯混合物中的定量去除。OA广泛用作稳定磁性纳米颗粒的表面活性剂。目前已制备出OA包覆的单分散磁铁矿纳米颗粒(7和19nm)。

应用

油酸可用于:
  • 研究脂肪酸对胃癌 (GC) 的影响
  • 诱导细胞培养物中的脂滴形成
  • 作为磁流变液制剂中的添加剂。
油酸可用于制备10-羟基十八烷酸和10-羟基十八烷酸甲酯。

生化/生理作用

众所周知,油酸可以改善免疫功能和健康。膳食补充这种脂肪酸有助于降低胆固醇水平、动脉粥样硬化风险、血压及宿主对移植物的反应。油酸经证有抗炎作用,有助对抗自身免疫性疾病。它还可以改善乳腺癌状况。油酸可引起多种生理效应,如肝细胞中的蛋白激酶C活化、氧化磷酸化解偶联及2,4-二硝基苯酚−刺激的 ATP 酶抑制。通过添加血清白蛋白可以逆转这种作用。
激活肝细胞中的蛋白激酶C。
解耦氧化磷酸化。抑制2,4- 二硝基酚−刺激的ATP酶。加入血清白蛋白逆向操作。

其他说明

For additional information on our range of Biochemicals, please complete this form.

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储存分类代码

10 - Combustible liquids

WGK

WGK 1

个人防护装备

Eyeshields, Gloves, type ABEK (EN14387) respirator filter


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  • 如果您查询到的批号为 TO09019TO 等,请输入去除前两位字母的批号:09019TO。

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索取COA

  1. Which document(s) contains shelf-life or expiration date information for a given product?

    If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.

  2. How do I get lot-specific information or a Certificate of Analysis?

    The lot specific COA document can be found by entering the lot number above under the "Documents" section.

  3. You describe Product O1008, Oleic acid, as a liquid in your Specification Sheet, but you do not give its concentration.

    Oleic acid is a liquid at room temperature. Its molarity, calculated from its density and molecular weight (0.89 g/mL at 25 degrees C and 282.46 g/mol, respectively) is approximately 3.15 mol/L.

  4. In what solvents can Product O1008, Oleic acid, be dissolved or diluted?

    Per the chemicals encyclopedia published by the Royal Society of Chemistry, 12th ed., Entry# 6965, oleic acid is soluble in alcohol, benzene, chloroform, ether, fixed and volatile oils, but is practically insoluble in water.

  5. How can one determine whether Product O1008, Oleic acid, has undergone oxidation?

    Sigma's oleic acid is a clear, colorless to very faint yellow viscous liquid. It is sensitive to air and light. When it becomes oxidized, it aquires a much darker yellow to brown color.

  6. How do I find price and availability?

    There are several ways to find pricing and availability for our products. Once you log onto our website, you will find the price and availability displayed on the product detail page. You can contact any of our Customer Sales and Service offices to receive a quote.  USA customers:  1-800-325-3010 or view local office numbers.

  7. What is the Department of Transportation shipping information for this product?

    Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product. 

  8. My question is not addressed here, how can I contact Technical Service for assistance?

    Ask a Scientist here.

THE STEREOSPECIFIC CONVERSION OF STEARIC ACID TO OLEIC ACID.
G J SCHROEPFER et al.
The Journal of biological chemistry, 240, 54-63 (1965-01-01)
Oleic acid coating on the monodisperse magnetite nanoparticles.
Zhang L, et al.
Applied Surface Science, 253(5), 2611-2617 (2006)
Influence of graphite flakes on the strength of magnetorheological fluids at high temperature and its rheology
Thakur MK and Sarkar C
IEEE Transactions on Magnetics, 56(5) (2020)
CD36 mediates palmitate acid-induced metastasis of gastric cancer via AKT/GSK-3?/?-catenin pathway
Pan J, et al.
Journal of Experimental & Clinical Cancer Research, 38 (2019)
Kun Huang et al.
Journal of hepatology, 66(5), 962-977 (2016-12-17)
PARP1 is a key mediator of cellular stress responses and critical in multiple physiological and pathophysiological processes of cells. However, whether it is involved in the pathogenesis of non-alcoholic fatty liver disease (NAFLD) remains elusive. We analysed PARP1 activity in

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How the unsaturated fatty acid, oleic acid and other cell culture components affect the performance of serum-free, protein-free cell culture systems used for biomanufacturing heterologous proteins including monoclonal antibodies.

不饱和脂肪酸、油酸和其他细胞培养成分如何影响无血清、无蛋白细胞培养系统(用于生物制造包括单克隆抗体在内的异源蛋白)的性能。

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