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1430327

USP

Methyl linoleate

United States Pharmacopeia (USP) Reference Standard

Synonym(s):

Linoleic acid methyl ester, Methyl cis,cis-9,12-octadecadienoate

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About This Item

Linear Formula:
CH3(CH2)3(CH2CH=CH)2(CH2)7CO2CH3
CAS Number:
112-63-0
Molecular Weight:
294.47
Beilstein/REAXYS Number:
1727614
MDL number:
MFCD00009534
UNSPSC Code:
41116107
PubChem Substance ID:
329750442
NACRES:
NA.24

Key Documents

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grade

pharmaceutical primary standard

API family

methyl linoleate

manufacturer/tradename

USP

refractive index

n20/D 1.462 (lit.)

bp

192 °C/4 mmHg (lit.)

mp

−35 °C (lit.)

density

0.889 g/mL at 25 °C (lit.)

application(s)

pharmaceutical (small molecule)

format

neat

storage temp.

−20°C

SMILES string

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

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-

InChI key

WTTJVINHCBCLGX-NQLNTKRDSA-N

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General description

Methyl linoleate, non-conjugated, is more easily oxidized than conjugated methyl linoleate .
This product is provided as delivered and specified by the issuing Pharmacopoeia. All information provided in support of this product, including SDS and any product information leaflets have been developed and issued under the Authority of the issuing Pharmacopoeia.
For further information and support please go to the website of the issuing Pharmacopoeia.

Application

Methyl linoleate USP Reference standard, intended for use in specified quality tests and assays as specified in the USP compendia. Also, for use with USP monographs such as:
  • Evening Primrose Oil Capsules
  • Borage Seed Oil Capsules
  • Flax Seed Oil Capsules
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 .

Analysis Note

These products are for test and assay use only. They are not meant for administration to humans or animals and cannot be used to diagnose, treat, or cure diseases of any kind.  ​

Disclaimer

Sales restrictions may apply.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

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Protocols

HPLC Analysis of Fatty Acid Methyl Esters (FAMES) on SUPELCOSIL LC-18

Separation of Methyl decanoate; Methyl dodecanoate; Methyl myristate; Methyl palmitate; Methyl caprylate; Methyl oleate; Methyl linoleate; Methyl linolenate; Methyl stearate

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