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16326-32-2

16326-32-2 structure
16326-32-2 structure
  • Name: Methyl γ-linolenate
  • Chemical Name: Methyl γ-linolenate
  • CAS Number: 16326-32-2
  • Molecular Formula: C19H32O2
  • Molecular Weight: 292.456
  • Catalog: analytical chemistry Standard Food and beverage standards
  • Create Date: 2018-09-03 12:01:33
  • Modify Date: 2025-08-20 19:35:49
  • 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].
Name Methyl γ-linolenate
Synonyms 6,9,12-Octadecatrienoic acid, methyl ester, (6Z,9Z,12Z)-
6,9,12-Octadecatrienoic acid, methyl ester, (Z,Z,Z)-
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
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
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.

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 Liquid
Vapour Pressure 0.0±0.8 mmHg at 25°C
Index of Refraction 1.476
Storage condition −20°C
Symbol GHS02 GHS07
GHS02, GHS07
Signal Word Danger
Hazard Statements H225-H319
Precautionary Statements P210-P280-P305 + P351 + P338-P337 + P313-P403 + P235
Personal Protective Equipment Eyeshields;Faceshields;full-face respirator (US);Gloves;multi-purpose combination respirator cartridge (US);type ABEK (EN14387) respirator filter
Hazard Codes F
Risk Phrases 11
Safety Phrases 16
RIDADR UN 1993 / PGIII
WGK Germany 3
HS Code 2916190090
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%
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