Methyl linoleate - ≥99%(GC) , CAS No.112-63-0

CAS: 112-63-0 Cat. No.: M102820 Formula: C₁₉H₃₄O₂ Molecular Weight: 294.47 Beilstein Registry Number: 1727610 EC Number: 203-993-0

GRADE & PURITY ≥99%(GC)

Synonyms

(9Z,12Z)-9,12-Octadecadienoic acid methyl ester | EINECS 203-993-0 | L0078 | Methyl (Z,Z)-9,12-octadecadienoate | Q27137420 | Telfairic Acid methyl ester | (9Z,12Z)-Methyl octadeca-9,12-dienoate | (9Z,12Z)methyl octadeca-9,12-dienoate | FEMA NO. 3411, MET

Storage

Store at -20°C,Argon charged

Shipped In

Ice chest + Ice pads

Overview

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.

Specifications

Synonyms

(9Z,12Z)-9,12-Octadecadienoic acid methyl ester | EINECS 203-993-0 | L0078 | Methyl (Z,Z)-9,12-octadecadienoate | Q27137420 | Telfairic Acid methyl ester | (9Z,12Z)-Methyl octadeca-9,12-dienoate | (9Z,12Z)methyl octadeca-9,12-dienoate | FEMA NO. 3411, MET

Specifications & Purity

≥99%(GC)

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

Store at -20°C,Argon charged

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥99%(GC)

Names and Identifiers

Pubchem Sid

528769824

Pubchem Sid Url

https://pubchem.ncbi.nlm.nih.gov/substance/528769824

Canonical Smiles

CCCCCC=CCC=CCCCCCCCC(=O)OC

IUPAC Name

methyl (9Z,12Z)-octadeca-9,12-dienoate

InChIKey

WTTJVINHCBCLGX-NQLNTKRDSA-N

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-

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=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Class Fatty Acyls
      • Subclass Lineolic acids and derivatives

• 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

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Solubility: Solubility in water: insoluble Solubility in other solvents: miscible with DMF, fat solvents, oils
• Sensitivity: Air sensitive.Light sensitive.Heat sensitive
• 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