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Methyl linoleate - 10mM in DMSO, high purity , CAS No.112-63-0

    Grade & Purity:
  • 10mM in DMSO
In stock
Item Number
M420658
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M420658-1ml
1ml
Available within 4-8 weeks(?)
Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!
$69.90

Basic Description

Synonyms METHYL LINOLEATE | 112-63-0 | Linoleic acid methyl ester | methyl (9Z,12Z)-octadeca-9,12-dienoate | Methyl lineoleate | Linoleic acid, methyl ester | Methyl 9-cis,12-cis-octadecadienoate | Methyl octadecadienoate | Methyl linoleate, native | Methyl cis,cis-9,12-octadecadie
Specifications & Purity 10mM in DMSO
Biochemical and Physiological Mechanisms Methyl linoleate may be used as a model compound in oxidation/peroxidation assays to evaluate the anti-peroxidation activity of fullerenes, ellagitannins and other natural products.
Storage Temp Store at -80°C
Shipped In
Ice chest + Ice pads
This product requires cold chain shipping. Ground and other economy services are not available.
Product Description

It is more easily oxidized than conjugated methyl linoleate. Methyl linoleate may be used as a model compound in oxidation/peroxidation assays to evaluate the anti-peroxidation activity of fullerenes, ellagitannins and other natural products. For instance, the oxidation of methyl linoleate in organic solution and phosphatidylcholine (PC) in liposomal membranes induced by an azo initiator has often been used as a model for lipid peroxidation in vivo.
The oxidation of methyl linoleate in organic solution and phosphatidylcholine (PC) in liposomal membranes induced by an azo initiator has often been used as a model for lipid peroxidation in vivo.

Taxonomic Classification

Taxonomy Tree

Kingdom Organic compounds
Superclass Lipids and lipid-like molecules
Class Fatty Acyls
Subclass Lineolic acids and derivatives
Intermediate Tree Nodes Not available
Direct Parent Lineolic acids and derivatives
Alternative Parents Fatty acid methyl esters  Methyl esters  Monocarboxylic acids and derivatives  Organic oxides  Hydrocarbon derivatives  Carbonyl compounds  
Molecular Framework Aliphatic acyclic compounds
Substituents Octadecanoid - Fatty acid methyl ester - Fatty acid ester - Methyl ester - Carboxylic acid ester - Monocarboxylic acid or derivatives - Carboxylic acid derivative - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Aliphatic acyclic compound
Description This compound belongs to the class of organic compounds known as lineolic acids and derivatives. These are derivatives of lineolic acid. Lineolic acid is a polyunsaturated omega-6 18 carbon long fatty acid, with two CC double bonds at the 9- and 12-positions.
External Descriptors fatty acid methyl ester

Names and Identifiers

IUPAC Name methyl (9Z,12Z)-octadeca-9,12-dienoate
INCHI InChI=1S/C19H34O2/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19(20)21-2/h7-8,10-11H,3-6,9,12-18H2,1-2H3/b8-7-,11-10-
InChIKey WTTJVINHCBCLGX-NQLNTKRDSA-N
Smiles CCCCCC=CCC=CCCCCCCCC(=O)OC
Isomeric SMILES CCCCC/C=C\C/C=C\CCCCCCCC(=O)OC
WGK Germany 1
Molecular Weight 294.47
Beilstein 1727610
Reaxy-Rn 1727613
Reaxys-RN_link_address https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1727613&ln=

Certificates(CoA,COO,BSE/TSE and Analysis Chart)

C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

Chemical and Physical Properties

Refractive Index 1.462
Flash Point(°F) 235.4 °F
Flash Point(°C) 113 °C
Boil Point(°C) 192℃/4mmHg
Melt Point(°C) -35°C
Molecular Weight 294.500 g/mol
XLogP3 6.900
Hydrogen Bond Donor Count 0
Hydrogen Bond Acceptor Count 2
Rotatable Bond Count 15
Exact Mass 294.256 Da
Monoisotopic Mass 294.256 Da
Topological Polar Surface Area 26.300 Ų
Heavy Atom Count 21
Formal Charge 0
Complexity 279.000
Isotope Atom Count 0
Defined Atom Stereocenter Count 0
Undefined Atom Stereocenter Count 0
Defined Bond Stereocenter Count 2
Undefined Bond Stereocenter Count 0
The total count of all stereochemical bonds 2
Covalently-Bonded Unit Count 1

Citations of This Product

1. Hongxu Lu, Yanxia Liu, Wenyue Shen, Yang Zhou, Xiangwei Ma, Shibo Sun, Xiaoying Dong, Fengyun Ji, Huiyan Tong, Jianqiang Xu, Gaohong He, Weiping Xu.  (2023)  Yeast enrichment facilitated lipid removal and bioconversion by black soldier fly larvae in the food waste treatment.  WASTE MANAGEMENT,  166  (152). 
2. Yuan Xue, Xueling Zhao, Hong Yuan, Hui Li.  (2022)  Oxidation reaction mechanism of hydrothermal carbon microspheres with applications to transesterification after sulfonation.  JOURNAL OF CHEMICAL TECHNOLOGY AND BIOTECHNOLOGY,  98  (1): (66-76). 
3. Xiangying Yu, Xiaochun Chen, Yuting Li, Lin Li.  (2022)  Effect of Drying Methods on Volatile Compounds of Citrus reticulata Ponkan and Chachi Peels as Characterized by GC-MS and GC-IMS.  Foods,  11  (17): (2662). 
4. Jie Cheng, Hao Qin, Hongye Cheng, Zhen Song, Zhiwen Qi, Kai Sundmacher.  (2022)  Rational Screening of Deep Eutectic Solvents for the Direct Extraction of α-Tocopherol from Deodorized Distillates.  ACS Sustainable Chemistry & Engineering,  10  (25): (8216–8227). 
5. Yi-Tong Wang, Xiao-Man Wang, Di Gao, Fu-Ping Wang, Ya-Nan Zeng, Jun-Guo Li, Li-Qun Jiang, Qing Yu, Rui Ji, Le-Le Kang, Ya-Jun Wang, Zhen Fang.  (2022)  Efficient production of biodiesel at low temperature using highly active bifunctional Na-Fe-Ca nanocatalyst from blast furnace waste.  FUEL,  322  (124168). 
6. Xiao-Man Wang, Ya-Nan Zeng, Li-Qun Jiang, Yi-Tong Wang, Jun-Guo Li, Le-Le Kang, Rui Ji, Di Gao, Fu-Ping Wang, Qing Yu, Ya-Jun Wang, Ai-Min Ji, Zhen Fang.  (2022)  Highly stable NaFeO2-Fe3O4 composite catalyst from blast furnace dust for efficient production of biodiesel at low temperature.  INDUSTRIAL CROPS AND PRODUCTS,  182  (114937). 
7. Yi-Tong Wang, Di Gao, Jie Yang, Ya-Nan Zeng, Jun-Guo Li, Ya-Jun Wang, Xiao-Man Wang, Fu-Ping Wang, Qing Yu, Tian-Ji Liu, Shuang Cai, Zhen Fang.  (2022)  Highly stable heterogeneous catalysts from electric furnace dust for biodiesel production: Optimization, performance and reaction kinetics.  CATALYSIS TODAY,  404  (78). 
8. Yi-Tong Wang, Di Gao, Ya-Nan Zeng, Jun-Guo Li, Ai-Min Ji, Tian-Ji Liu, Shuang Cai, Wen-Jie Cong, Fu-Ping Wang, Qing Yu, Xiao-Man Wang, Zhen Fang.  (2022)  Efficient production of biodiesel with electric furnace dust impregnated in Na2CO3 solution.  Journal of Cleaner Production,  330  (129772). 
9. Qian Wang, Meiling Ge, Xuan Guo, Zhijun Li, Agen Huang, Fu Yang, Rong Guo.  (2021)  Hydrophobic poly(ionic liquid)s as “two-handed weapons”: Maximizing lipase catalytic efficiency in transesterification of soybean oil toward biodiesel.  APPLIED CATALYSIS A-GENERAL,  626  (118350). 
10. Wenchao Wang, Huili Liu, Fashe Li, Hua Wang, Xin Ma, Jingjing Li, Li Zhou, Quan Xiao.  (2021)  Effects of unsaturated fatty acid methyl esters on the oxidation stability of biodiesel determined by gas chromatography-mass spectrometry and information entropy methods.  RENEWABLE ENERGY,  175  (880). 
11. Hua-Ming Xiao, Shuai Zhao, Ru-Ting Fan, Dilshad Hussain, Xian Wang.  (2021)  Simultaneous determination of short-chain fatty alcohols in aged oil and biodiesels by stable isotope labeling assisted liquid chromatography-mass spectrometry.  TALANTA,  229  (122223). 
12. Dongren Cai, Guowu Zhan, Jingran Xiao, Shu-Feng Zhou, Ting Qiu.  (2021)  Design and synthesis of novel amphipathic ionic liquids for biodiesel production from soapberry oil.  RENEWABLE ENERGY,  168  (779). 
13. Gui-Lin Hu, Ya Gao, Xing-Rong Peng, Jun-Hong Liu, Hai-Guo Su, Yan-Jie Huang, Ming-Hua Qiu.  (2020)  Lactam ent-Kaurane Diterpene: A New Class of Diterpenoids Present in Roasted Beans of Coffea arabica.  JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY,  68  (22): (6112–6121). 
14. Anlian Zhu, Wanlu Feng, Zhiyong Li, Shuang Cheng, Qianhan Chen, Dongshuang Fan, Yuanyang Guo, Lingjun Li, Jianji Wang.  (2020)  Cleaner enzymatic production of biodiesel with easy separation procedures triggered by a biocompatible hydrophilic ionic liquid.  GREEN CHEMISTRY,  22  (6): (1944-1951). 
15. Nisakorn Saengprachum, Dongren Cai, Mantian Li, Ling Li, Xiaocheng Lin, Ting Qiu.  (2019)  Acidic chitosan membrane as an efficient catalyst for biodiesel production from oleic acid.  RENEWABLE ENERGY,  143  (1488). 
16. Dongren Cai, Yiwei Xie, Ling Li, Jieyong Ren, Xiaocheng Lin, Ting Qiu.  (2018)  Design and synthesis of novel Brønsted-Lewis acidic ionic liquid and its application in biodiesel production from soapberry oil.  ENERGY CONVERSION AND MANAGEMENT,  166  (318). 
17. Huang Zhongping, Qiu Ruofeng, Huang Yilei, Liu Huijun, Pan Zaifa, Wang Lili.  (2018)  Rapid Analysis of Fatty Acid Composition in Polysorbate 80 by Gas Chromatography with On-line Pyrolytic Methylation Technique.  CHROMATOGRAPHIA,  81  (4): (669-675). 
18. Weiwei Cheng, Guoqin Liu, Xinqi Liu.  (2017)  Effects of Fe3+ and Antioxidants on Glycidyl Ester Formation in Plant Oil at High Temperature and Their Influencing Mechanisms.  JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY,  65  (20): (4167–4176). 
19. Jiebo Chen, Xinxiang Chen, Ying Zheng, Qinglu Li.  (2015)  Synergetic effect of ruthenium and basicity sites in the Ru–MgAl catalyst for hydrogen-free production of conjugated linoleic acids.  RSC Advances,  (26): (20248-20255). 
20. Xiao-Ying Qv, Qin-Fan Zhou, Jian-Guo Jiang.  (2014)  Ultrasound-enhanced and microwave-assisted extraction of lipid from Dunaliella tertiolecta and fatty acid profile analysis.  JOURNAL OF SEPARATION SCIENCE,  37  (20): (2991-2999). 
21. Ahmed M Senan,Sicheng Zhang,Miao Zeng,Zhuqi Chen,Guochuan Yin.  (2017-07-19)  Transformation of Unsaturated Fatty Acids/Esters to Corresponding Keto Fatty Acids/Esters by Aerobic Oxidation with Pd(II)/Lewis Acid Catalyst..  Journal of agricultural and food chemistry,  65  ((32)): (6912-6918). 
22. Xin-Yu Liu, Wen-Zhu Wang, Song-Po Yao, Xue-Ying Li, Rui-Min Han, Dangquan Zhang, Zhijun Zhao, Yapei Wang, Jian-Ping Zhang.  (2024)  Antioxidation Activity Enhancement by Intramolecular Hydrogen Bond and Non-Browning Mechanism of Active Ingredients in Rosemary: Carnosic Acid and Carnosol.  JOURNAL OF PHYSICAL CHEMISTRY B,  128  (31): (7627-7638). 
23. Jin Liu, Wei Pan, Suzhen Li, Yuanjun Nie, Xinyuan Bi, Xu Jing, Li Li.  (2025)  Green solvent-based high-throughput dispersive liquid-liquid microextraction for detecting strobilurin fungicides in environmental water samples.  JOURNAL OF CHROMATOGRAPHY A,  1749  (465888). 
24. Weiwei Cheng, Jiahe Xu, Xiaowen Wang, Xinyang Li, Yufeng Chen, Guoqin Liu, Xuxia Zhou, Yuting Ding, Shulai Liu.  (2024)  Multiple Mechanisms of Haematococcus pluvialis–Derived Carotenoids to Inhibit Glycidyl Ester Formation in Rice Oil and a Chemical Model at High Temperatures.  JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY,  72  (34): (19177-19186). 
25. Shiwei Wang, Yuheng Wang, Rongjie Kong.  (2024)  New insights into the interaction between low-rank coal particles and clay minerals and its role in flotation responses.  Particuology,  94  (48). 
26. Jinxia Wang, Shuiqing He, Hong Yuan.  (2024)  Synthesizing a transesterification catalyst via a condensation reaction and assessment of the mechanism using density functional theory.  JOURNAL OF CHEMICAL TECHNOLOGY AND BIOTECHNOLOGY,     

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