Methyl linoleate

Names

[ CAS No. ]:
112-63-0

[ Name ]:
Methyl linoleate

[Synonym ]:
Linoleic acid, methyl ester (8CI)
9,12-Octadecadienoic acid (Z,Z)-, methyl ester
Methyl (9Z,12Z)-9,12-octadecadienoate
Methyl linoleate
9,12-Octadecadienoic acid (9Z,12Z)-, methyl ester
Linoleic acid methyl ester
Methyl (9Z,12Z)-octadeca-9,12-dienoate
Methyl octadecadienoate
9,12-Octadecadienoic acid, methyl ester, (9Z,12Z)-
Methyl lineoleate
Methyl (Z,Z)-9,12-octadecadienoate
9,12-Octadecadienoic acid, methyl ester, (Z,Z)-
Methyl 9-cis,12-cis-octadecadienoate
Methyl cis,cis-9,12-octadecadienoate
Methyl cis,cis-octadeca-9,12-dienoate
EINECS 203-993-0
MFCD00009534

Biological Activity

[Description]:

Methyl linoleate, a major active constituent of Sageretia thea fruit (HFSF), is a major anti-melanogenic compound. Methyl linoleate downregulates microphthalmia-associated transcription factor (MITF) and tyrosinase-related proteins[1].

[Related Catalog]:

Signaling Pathways >> Others >> Others

Research Areas >> Metabolic Disease

[In Vitro]

Sageretia thea fruit extracts rich in Methyl linoleate downregulate melanogenesis via the Akt/GSK3β signaling pathway. The HFSF and Methyl linoleate inhibit β-catenin-mediated transcriptional activation of MITF through the Akt/GSK3β signaling pathway[1].

[References]

[1]. Ko GA, et al. Sageretia thea fruit extracts rich in methyl linoleate and methyl linolenate downregulate melanogenesis via the Akt/GSK3β signaling pathway. Nutr Res Pract. 2018 Feb;12(1):3-12.

Chemical & Physical Properties

[ Density]:
0.9±0.1 g/cm3

[ Boiling Point ]:
373.3±21.0 °C at 760 mmHg

[ Melting Point ]:
-35ºC(lit.)

[ Molecular Formula ]:
C₁₉H₃₄O₂

[ Molecular Weight ]:
294.472

[ Flash Point ]:
96.9±20.4 °C

[ Exact Mass ]:
294.255890

[ PSA ]:
26.30000

[ LogP ]:
7.64

[ Vapour Pressure ]:
0.0±0.8 mmHg at 25°C

[ Index of Refraction ]:
1.465

[ Storage condition ]:
2-8°C

MSDS

Click to get detail MSDS

Safety Information

[ Symbol ]:

GHS02, GHS07, GHS08, GHS09

[ Signal Word ]:
Danger

[ Hazard Statements ]:
H225-H304-H315-H336-H410

[ Precautionary Statements ]:
P210-P261-P273-P301 + P310-P331-P501

[ Personal Protective Equipment ]:
Eyeshields;Gloves

[ Hazard Codes ]:
F,Xn,N

[ Risk Phrases ]:
R11

[ Safety Phrases ]:
23-24/25-62-61-60-33-29-16-9

[ RIDADR ]:
UN 1206 3/PG 2

[ WGK Germany ]:
1

[ HS Code ]:
2916190090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2916190090

[ Summary ]:
2916190090 unsaturated acyclic monocarboxylic acids, their anhydrides, halides, peroxides, peroxyacids and their derivatives。supervision conditions:AB(certificate of inspection for goods inward,certificate of inspection for goods outward)。VAT:17.0%。tax rebate rate:9.0%。MFN tariff:6.5%。general tariff:30.0%

Articles

Optimization of supercritical fluid consecutive extractions of fatty acids and polyphenols from Vitis vinifera grape wastes.

J. Food Sci. 80(1) , E101-7, (2015)

In this study, supercritical fluid extraction has been successfully applied to a sequential fractionation of fatty acids and polyphenols from wine wastes (2 different vitis vinifera grapes). To this a...

Ultrasound intensification suppresses the need of methanol excess during the biodiesel production with Lipozyme TL-IM.

Ultrason. Sonochem. 27 , 530-5, (2015)

The synthesis of biodiesel from sunflower oil and methanol based on transesterification using the immobilized lipase from Thermomyces lanuginosus (Lipozyme TL-IM) has been investigated under silent co...

Oxidative stability of n-3-enriched chicken patties under different package-atmosphere conditions.

Food Chem. 168 , 372-82, (2015)

The oxidation processes were studied in chicken patties, enriched with n-3 fatty acids, after 8days of storage at 4°C, under different aerobic conditions, and following heat treatment. Significant eff...