E3127
cis-11,14-Eicosadienoic acid
≥98%, liquid
Synonym(s):
11,14-Eicosadienoic acid
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About This Item
Linear Formula:
CH3(CH2)4(CH=CHCH2)2(CH2)8CO2H
CAS Number:
Molecular Weight:
308.50
NACRES:
NA.25
PubChem Substance ID:
UNSPSC Code:
12352106
MDL number:
InChI
1S/C20H36O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h6-7,9-10H,2-5,8,11-19H2,1H3,(H,21,22)/b7-6-,10-9-
SMILES string
CCCCC\C=C/C\C=C/CCCCCCCCCC(O)=O
InChI key
XSXIVVZCUAHUJO-HZJYTTRNSA-N
biological source
plant
assay
≥98%
form
liquid
bp
198 °C/0.08 mmHg (lit.)
application(s)
food and beverages
functional group
carboxylic acid
lipid type
omega FAs
shipped in
ambient
storage temp.
−20°C
Quality Level
Related Categories
Packaging
Sealed ampule.
Storage Class
10 - Combustible liquids
wgk
WGK 3
flash_point_f
143.6 °F - closed cup
flash_point_c
62 °C - closed cup
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M J Steinbeck et al.
Journal of leukocyte biology, 49(4), 360-368 (1991-04-01)
To investigate NADPH-oxidase activation, we studied the effects of free fatty acid (FFA), their uncharged derivatives, and calcium on membrane lipid structure and superoxide anion (O2-) release from intact neutrophils and in cell-free O2(-)-generating systems. This study determined that in
Woo Jung Park et al.
Journal of lipid research, 50(6), 1195-1202 (2009-02-10)
The mammalian Delta6-desaturase coded by fatty acid desaturase 2 (FADS2; HSA11q12-q13.1) catalyzes the first and rate-limiting step for the biosynthesis of long-chain polyunsaturated fatty acids. FADS2 is known to act on at least five substrates, and we hypothesized that the
M Bakovic et al.
Prostaglandins, leukotrienes, and essential fatty acids, 54(5), 341-349 (1996-05-01)
Trolox C, a water-soluble derivative of alpha-tocopherol, stimulates the oxygenation of cis,cis-eicosa-11, 14-dienoic acid (AH) by prostaglandin endoperoxide synthase at lower concentrations and suppresses the stimulated reaction at higher concentrations. Surprisingly, Trolox C does not affect the stoichiometric ratio between
Yung-Sheng Huang et al.
Molecular and cellular biochemistry, 358(1-2), 85-94 (2011-06-21)
Eicosadienoic acid (Δ11,14-20:2; EDA) is a rare, naturally occurring n-6 polyunsaturated fatty acid (PUFA) found mainly in animal tissues. EDA is elongated from linoleic acid (LA), and can also be metabolized to dihomo-γ-linolenic acid (DGLA), arachidonic acid (AA), and sciadonic
Inhibition studies of soybean and human 15-lipoxygenases with long-chain alkenyl sulfate substrates.
R Mogul et al.
Biochemistry, 40(14), 4391-4397 (2001-04-04)
Lipoxygenases are currently potential targets for therapies against asthma, artherosceloris, and cancer. Recently, inhibition studies on both soybean (SLO) and human lipoxygenase (15-HLO) revealed the presence of an allosteric site that binds both substrate, linoleic acid, and inhibitors; oleic acid
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