CAS Number16326-32-2
Synonymsγ-LINOLENIC ACID METHYL ESTER; Methyl (6Z,9Z,12Z)-6,9,12-octadecatrienoate; Methyl (6Z,9Z,12Z)-octadeca-6,9,12-trienoate; MFCD00010455; Methyl g-linolenate
Molecular FormulaCH3(CH2)3(CH2CH=CH)3(CH2)4CO2CH3
Molecular Weight292.46
Density0.9±0.1 g/cm3
Boiling Point385.4±0.0 °C at 760 mmHg
AppearanceLiquid
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 16326-32-2 |
| Catalog No. | 2A-2188447 |
| Chinese Name | γ-亚麻酸甲酯 |
| Synonyms | γ-LINOLENIC ACID METHYL ESTER; Methyl (6Z,9Z,12Z)-6,9,12-octadecatrienoate; Methyl (6Z,9Z,12Z)-octadeca-6,9,12-trienoate; MFCD00010455; Methyl g-linolenate |
| Molecular Formula | CH3(CH2)3(CH2CH=CH)3(CH2)4CO2CH3 |
| Molecular Weight | 292.46 |
| Density | 0.9±0.1 g/cm3 |
| Boiling Point | 385.4±0.0 °C at 760 mmHg |
| Appearance | Liquid |
| Storage Condition | −20°C |
| Application | Gamma-linolenic acid methyl ester (methyl GLA) is the esterified version of gamma-linolenic acid (GLA), an omega-6 fatty acid used as a melanoma cell proliferation inhibitor. γ-Methyl linolenate inhib |
| HTC | 2916190090 |
| PubChem ID | 24896437 |
| MDL Number | MFCD00010455 |
| SMILES | CCCCCC=CCC=CCC=CCCCCC(=O)OC |
| InChI | InChI=1S/C19H32O2/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19(20)21-2/h7-8,10-11,13-14H,3-6,9,12,15-18H2,1-2H3/b8-7-,11-10-,14-13- |
| InChI Key | JFRWATCOFCPIBM-JPFHKJGASA-N |
| NACRES Code | NA.25 |
| UNSPSC | 12352211 |
| Hazard Symbols | transportation |
| Bioactivity | γ-Linolenic Acid methyl ester (Methyl GLA) is an esterified version of γ-Linolenic Acid (GLA), which is an ω-6 fatty acid, serves as melanoma cell proliferation inhibitors. γ-Linolenic Acid methyl ester inhibits ADP-induced blood platelet aggregation and induces apoptosis[1][2][3][4][5]. Related Catalog Signaling Pathways >> Apoptosis >> Apoptosis Research Areas >> Cancer In Vitro γ-Linolenic Acid methyl ester (1-4 μg/mL; 72 h) induces apoptosis in vitro A-549 lung cancer cell lines using SRB assay. However GLA is due to its action at the gene/oncogene level and by altering BCl-2 expression[1]. Apoptosis Analysis[1] Cell Line: A-549 lung cancer cell line Concentration: 1, 2, 3, and 4 μg/mL Incubation Time: 72 hours; observed at 24 h, 48 h, and 72 h Result: Showed cytotoxicity potentially due to the induction of apoptosis of tumor cells by augmenting free radical generation only in the tumor cells but not normal cells. In Vivo γ-Linolenic Acid methyl ester decreases the hepatic triglycerides and histological evidence of fatty liver induced by EtOH[2]. γ-Linolenic Acid methyl ester could significantly decrease levels of plasma total cholesterol (TC), triglycerides (TG), low density lipoprotein cholesterol (LDL-C), MDA, atherosclerosis index (AI) and liver TC, MDA, and increase levels of high density lipoprotein cholesterol (HDL-C) in both normal and hyperlipidemic rats[3]. Animal Model: Hepatic pathol rats model induced by EtOH (male Sprague-Dawley rats, 250-300 g)[2] Dosage: 90 mL, 50-60 mL Administration: Intraperitoneal injection; once daily; administrated 90 mL during day 1-5 and day 9, 50-60 mL during day 6-8 Result: Decreased the hepatic triglycerides of 25.6 mg/g compared with saline (40.2 mg/g) or olive oil (42.8 mg/g) treatment. Decreased liver index (the ratio of liver weight and body wight) in hyperlipidemic rats, but had no significant effect in normal rats. References [1]. Jubie S, et al. Isolation of methyl gamma linolenate from Spirulina platensis using flash chromatography and its apoptosis inducing effect. BMC Complement Altern Med. 2015 Aug 4;15:263. [2]. Segarnick DJ, et al. Gamma-linolenic acid inhibits the development of the ethanol-induced fatty liver. Prostaglandins Leukot Med. 1985 Mar;17(3):277-82. [3]. Xiuqin K, et al. Studies on the hypolipidemic effects of gamma-linolenic acid methyl ester derived from Spirulina maxima[J]. Zhongguo hai Yang yao wu= Chinese Journal of Marine Drugs, 2003, 22(6): 30-34. [4]. Williams, et al. Antithrombosis agent containing γ-linolenic acid or a functional derivative of it: Federal Republic of Germany, DE2749492[P]. 1978-05-11. [5]. Hiyamuta, et al. Melanoma cell proliferation inhibitors containing γ-linolenic acid or its derivatives: Japan, JP2014141427[P]. 2014-08-07. Chemical & Physical Properties Density 0.9±0.1 g/cm3 Boiling Point 385.4±0.0 °C at 760 mmHg Molecular Formula C19H32O2 Molecular Weight 292.456 Flash Point 101.5±23.2 °C Exact Mass 292.240234 PSA 26.30000 LogP 7.03 Appearance of Characters Liquid Vapour Pressure 0.0±0.8 mmHg at 25°C Index of Refraction 1.476 InChIKey JFRWATCOFCPIBM-JPFHKJGASA-N SMILES CCCCCC=CCC=CCC=CCCCCC(=O)OC Storage condition −20°C |
| Use of | γ-Linolenic Acid methyl ester (Methyl GLA) is an esterified version of γ-Linolenic Acid (GLA), which is an ω-6 fatty acid, serves as melanoma cell proliferation inhibitors. γ-Linolenic Acid methyl ester inhibits ADP-induced blood platelet aggregation and induces apoptosis[1][2][3][4][5]. Properties Name Methyl γ-linolenate Synonym More Synonyms Methyl γ-linolenate Biological Activity Description γ-Linolenic Acid methyl ester (Methyl GLA) is an esterified version of γ-Linolenic Acid (GLA), which is an ω-6 fatty acid, serves as melanoma cell proliferation inhibitors. γ-Linolenic Acid methyl ester inhibits ADP-induced blood platelet aggregation and induces apoptosis[1][2][3][4][5]. Related Catalog Signaling Pathways >> Apoptosis >> Apoptosis Research Areas >> Cancer References [1]. Jubie S, et al. Isolation of methyl gamma linolenate from Spirulina platensis using flash chromatography and its apoptosis inducing effect. BMC Complement Altern Med. 2015 Aug 4;15:263. [2]. Segarnick DJ, et al. Gamma-linolenic acid inhibits the development of the ethanol-induced fatty liver. Prostaglandins Leukot Med. 1985 Mar;17(3):277-82. [3]. Xiuqin K, et al. Studies on the hypolipidemic effects of gamma-linolenic acid methyl ester derived from Spirulina maxima[J]. Zhongguo hai Yang yao wu= Chinese Journal of Marine Drugs, 2003, 22(6): 30-34. [4]. Williams, et al. Antithrombosis agent containing γ-linolenic acid or a functional derivative of it: Federal Republic of Germany, DE2749492[P]. 1978-05-11. [5]. Hiyamuta, et al. Melanoma cell proliferation inhibitors containing γ-linolenic acid or its derivatives: Japan, JP2014141427[P]. 2014-08-07. Chemical & Physical Properties Molecular Formula C19H32O2 Exact Mass 292.240234 PSA 26.30000 Appearance of Characters Liquid Index of Refraction 1.476 InChIKey JFRWATCOFCPIBM-JPFHKJGASA-N SMILES CCCCCC=CCC=CCC=CCCCCC(=O)OC |
| Tax Rebate | 9.0% |
| Supervision | A. Customs clearance form for inbound goods B. Customs clearance form for outbound goods |
| Inspection | R. Imported food hygiene supervision and inspection S. Export food hygiene supervision and inspection M. Imported commodity inspection N. Exported commodity inspection |
| Transport Info | Shipping Name: UN |
| MSDS Transport Info | Module 14. Shipping information 14.1 UN dangerous goods number European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 United Nations shipping name European Land Transport Dangerous Regulations: Non-dangerous goods IMDG Code: Non-dangerous goods International air transport dangerous goods regulations: non-dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Danger Regulations: No International Maritime Danger Regulations International Air Transport Danger Regulations: No Marine pollutants (yes/no): No 14.6 Special reminder to users No data available |
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