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Merck
CN

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:
2091-39-6
Molecular Weight:
308.50
NACRES:
NA.25
PubChem Substance ID:
24894497
UNSPSC Code:
12352106
MDL number:
MFCD00673431

Key Documents

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Product Name

cis-11,14-Eicosadienoic acid, ≥98%, liquid

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

200

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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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Certificates of Analysis (COA)

Lot/Batch Number
0000418327
0000418327
0000341276
0000341277
0000318249

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Y Angela Liou et al.
Prostaglandins, leukotrienes, and essential fatty acids, 80(4), 201-206 (2009-04-10)
High intakes of linoleic acid (LA,18:2n-6) have raised concern due to possible increase in arachidonic acid (ARA, 20:4n-6) synthesis, and inhibition of alpha linolenic acid (ALA, 18:3n-3) desaturation to eicosapentaenoic (EPA, 20:5n-3) and docosahexaenoic acid (DHA, 22:6n-3). In healthy men
V Koshkin et al.
The Journal of biological chemistry, 273(11), 6046-6049 (1998-04-16)
The pre-steady-state phase of the oxygenase reaction of prostaglandin endoperoxide synthase with cis,cis-eicosa-11, 14-dienoic acid has been studied using stopped flow techniques. Because some intermediate forms of prostaglandin endoperoxide synthase are spectrally indistinguishable, the enzyme and substrate transformations were monitored
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
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
Samia Selmi-Ruby et al.
Environmental health perspectives, 128(12), 127006-127006 (2020-12-10)
Aryl phosphate esters (APEs) are widely used and commonly present in the environment. Health hazards associated with these compounds remain largely unknown and the effects of diphenyl phosphate (DPhP), one of their most frequent derivatives, are poorly characterized. Our aim
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