| Identification | Back Directory | [Name]
METHYL CIS CIS-11 14-EICOSADIENOATE | [CAS]
61012-46-2 | [Synonyms]
Eicosadienoic Acid methyl ester
Methyl 11-cis,14-cis-eicosadienoate
all-cis-11,14-Methyl eicosadienoate
11(Z),14(Z)-Eicosadienoic Acid methyl ester
(11Z,14Z)-11,14-Eicosadienoic acid methyl ester
11,14-Eicosadienoic acid, methyl ester, (11Z,14Z)-
cis-11,14-Eicosadienoic acid methyl ester >=98% (GC) | [Molecular Formula]
C21H38O2 | [MDL Number]
MFCD00673444 | [MOL File]
61012-46-2.mol | [Molecular Weight]
322.53 |
| Chemical Properties | Back Directory | [Boiling point ]
396.6±11.0 °C(Predicted) | [density ]
0.881±0.06 g/cm3(Predicted) | [storage temp. ]
−20°C | [solubility ]
DMF: 10 mg/ml; DMSO: 10 mg/ml; Ethanol: 10 mg/ml; PBS (pH 7.2): 0.5 mg/ml | [form ]
neat | [biological source]
plant oil (Safflower) | [BRN ]
2506058 | [InChI]
1S/C21H38O2/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21(22)23-2/h7-8,10-11H,3-6,9,12-20H2,1-2H3/b8-7+,11-10+ | [InChIKey]
GWJCFAOQCNNFAM-ZDVGBALWSA-N | [SMILES]
CCCCC\C=C\C\C=C\CCCCCCCCCC(=O)OC |
| Hazard Information | Back Directory | [Description]
11(Z),14(Z)-Eicosadienoic acid methyl ester is a more lipid soluble form of the ω-6 C20-2 fatty acid 11(Z),14(Z)-eicosadienoic acid , a naturally occurring PUFA. 11(Z),14(Z)-Eicosadienoic acid competitively inhibits inosine 5’-monophosphate dehydrogenase (Ki = 3.1 μM) and inhibits the binding of LTB4 to its receptor on neutrophils (Ki = 3.0 μM). Also, serum levels of eicosadienoic acids negatively correlate with degree of sleep disturbance. Eicosadienoic acids are converted by desaturases, in vivo, to eicosatrienoic acids, which are potent vasodilators. | [Uses]
cis-11,14-Eicosadienoic acid methyl ester is a more lipid soluble form of the ω-6 C20-2 fatty acid 11(Z),14(Z)-eicosadienoic acid, a naturally occurring PUFA. 11(Z),14(Z)-Eicosadienoic acid competitively inhibits inosine 5’-monophosphate dehydrogenase (Ki=3.1 μM) and inhibits the binding of LTB4 to its receptor on neutrophils (Ki=3.0 μM). Also, serum levels of eicosadienoic acids negatively correlate with degree of sleep disturbance.3 Eicosadienoic acids are converted by desaturases, in vivo, to eicosatrienoic acids, which are potent vasodilators. | [Definition]
ChEBI: Cis-11,14-eicosadienoic acid methyl ester is a fatty acid methyl ester resulting from the formal condensation of the carboxy group of (11Z,14Z)-icosadienoic acid with methanol. It has a role as an animal metabolite. It is a fatty acid methyl ester and a polyunsaturated fatty ester. It is functionally related to an (11Z,14Z)-icosadienoic acid. | [References]
[1] Yagaloff, et al. Essential fatty acids are antagonists of the leukotriene B4 receptor. Prostaglandins, Leukot. Essent. Fatty Acids 52(5), 293-297 (1995). |
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