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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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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
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
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
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
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