Name | methyl linoleate |
Synonyms | FEMA 3411 METHYL LINOLEATE methyl linoleate LINOLEIC ACID METHYL ESTER METHYL CIS, CIS-9, 12-OCTADECADIENOATE methyl (9Z,12Z)-octadeca-9,12-dienoate cis,cis-octadeca-9,12-dienoicacidmethylester CIS,CIS-9,12-OCTADECADIENOIC ACID METHYL ESTER DELTA 9 CIS 12 OCTADECADIENOIC ACID METHYL ESTER Linoleic acid methyl ester~Methyl cis,cis-octadeca-9,12-dienoate |
CAS | 112-63-0 |
EINECS | 203-993-0 |
InChI | InChI=1/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- |
Molecular Formula | C19H34O2 |
Molar Mass | 294.47 |
Density | 0.889 g/mL at 25 °C (lit.) |
Melting Point | -35 °C (lit.) |
Boling Point | 192 °C/4 mmHg (lit.) |
Flash Point | 200°C |
JECFA Number | 346 |
Solubility | Insuluble (1.9E-3 g/L) (25 °C) |
Vapor Presure | 9.04E-06mmHg at 25°C |
Appearance | Liquid |
Specific Gravity | 0.88 |
Color | Colourless |
Merck | 14,6095 |
BRN | 1727614 |
Storage Condition | -20°C |
Stability | Light Sensitive |
Refractive Index | n20/D 1.462(lit.) |
MDL | MFCD00009534 |
Physical and Chemical Properties | Liquid, soluble in methanol, ethanol, DMSO and other organic solvents, derived from cottonseed oil. |
In vitro study | Sageretia theafruit extracts rich in Methyl linoleate downregulate melanogenesis via the Akt/GSK3β signaling pathway. The HFSF and Methyl linoleate inhibit β-catenin-mediated transcriptional activation ofMITFthrough the Akt/GSK3β signaling pathway. |
Risk Codes | R11 - Highly Flammable R38 - Irritating to the skin R50/53 - Very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. R65 - Harmful: May cause lung damage if swallowed R67 - Vapors may cause drowsiness and dizziness |
Safety Description | S23 - Do not breathe vapour. S24/25 - Avoid contact with skin and eyes. S62 - If swallowed, do not induce vomitting; seek medical advice immediately and show this container or label. S61 - Avoid release to the environment. Refer to special instructions / safety data sheets. S60 - This material and its container must be disposed of as hazardous waste. S33 - Take precautionary measures against static discharges. S29 - Do not empty into drains. S16 - Keep away from sources of ignition. S9 - Keep container in a well-ventilated place. |
UN IDs | UN 1206 3/PG 2 |
WGK Germany | 1 |
FLUKA BRAND F CODES | 10-23 |
TSCA | Yes |
HS Code | 29161500 |
Reference Show more | 1. Liu Shulai, Zhang Sheng, Wang Yong et al. Ru/Al2O3 Catalyzed Isomerization of Vegetable Oil to Prepare Conjugated Linoleic Acid [J]. Chinese Journal of Cereals and Oils 2017(11):70-75. 2. Roland, Chen Hongli, Tang Hui, Zhang Xinyue, Tang Ping. Optimization of Molecular Distillation and Determination of Fatty Acids from Soapy-legged Oil from Cotton Oil [J]. Chinese Feed, 2018(04):70-74. 3. Jing Xinxin Jie Minhua Wu Xiaohua et al. Effects of Different Frozen Storage Temperatures on Postharvest Physiology and Storage Quality of Fresh Walnut with Green Peel [J]. Food and Fermentation Industry 2019(10). 4. Xu Xuefeng, Yan Hao, Du Jinfeng, analysis of oil content and fatty acid composition of Hainan Camellia oleifera seeds [J]. Biochemistry, 2018, 004(006):45-48. 5. [IF = 5.645] Tingting Cai et al."Synthesis of bio-based Cyclic carbonate from vegetable oil methyl ester by CO2 fixation with acid-base pair MOFs." Ind Crop Prod. 2020 Mar;145:112155 6. [IF = 4.556] Jianlou Mu et al."Identification of the fatty acids profiles in supercritical CO2 fluid and Soxhlet extraction of Samara oil from different cultivars of Elaeagnus mollis Diels seeds." J Food Compos Anal. 2021 Aug;101:103982 |
FEMA | 3411 | METHYL LINOLEATE (48%) METHYL LINOLENATE (52%) MIXTURE |
EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
biological activity | Methyl linoleate is the main active ingredient of Sageretia thea fruit (HFSF) and is a major anti-melanogenic compound. Methyl linoleate down-regulates microocular malformation-related transcription factor (MITF) and tyrosinase-related protein. |
use | used for the preparation of pharmaceuticals and other organic chemical crystals. |