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E7006

cis-5,8,11,14,17-Eicosapentaenoic acid

Name: <I>cis</I>-5,8,11,14,17-Eicosapentaenoic acid
Brand: SIGMA

≥85%, liquid

Synonym(s):

EPA, Timnodonic acid

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About This Item

Linear Formula:

CH₃(CH₂CH=CH)₅(CH₂)₃CO₂H

CAS Number:

10417-94-4

Molecular Weight:

302.45

UNSPSC Code:

12352211

NACRES:

NA.25

PubChem Substance ID:

24894640

MDL number:

MFCD00065716

Beilstein/REAXYS Number:

1714433

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Properties

biological source

fish oil

assay

≥85%

form

liquid

refractive index

n20/D 1.4977 (lit.)

mp

−54-−53 °C (lit.)

density

0.943 g/mL at 25 °C (lit.)

functional group

carboxylic acid

lipid type

omega FAs

shipped in

ambient

storage temp.

−20°C

SMILES string

CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCCC(O)=O

InChI

1S/C20H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h3-4,6-7,9-10,12-13,15-16H,2,5,8,11,14,17-19H2,1H3,(H,21,22)/b4-3-,7-6-,10-9-,13-12-,16-15-

InChI key

JAZBEHYOTPTENJ-JLNKQSITSA-N

Gene Information

mouse ... Pparg(19016)

Description

Biochem/physiol Actions

5-Lipoxygenase inhibitor; reduces thromboxane A₂ production.

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Storage Class

10 - Combustible liquids

wgk

WGK 3

flash_point_f

200.1 °F - closed cup

flash_point_c

93.4 °C - closed cup

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

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Photoprotective and anti-skin-aging effects of eicosapentaenoic acid in human skin in vivo.

Hyeon Ho Kim et al.

Journal of lipid research, 47(5), 921-930 (2006-02-10)

Skin aging can be attributed to photoaging (extrinsic) and chronological (intrinsic) aging. Photoaging and intrinsic aging are induced by damage to human skin attributable to repeated exposure to ultraviolet (UV) irradiation and to the passage of time, respectively. In our

A high-fat meal enriched with eicosapentaenoic acid reduces postprandial arterial stiffness measured by digital volume pulse analysis in healthy men.

Wendy L Hall et al.

The Journal of nutrition, 138(2), 287-291 (2008-01-22)

Diets rich in eicosapentaenoic acid [EPA; 20:5(n-3)] are associated with decreased arterial stiffness, but postprandial effects on vascular function are unknown. We investigated whether an EPA-enriched high-fat meal could improve postprandial vascular function. Seventeen healthy men ingested 2 test meals

Eicosapentaenoic acid inhibits UV-induced MMP-1 expression in human dermal fibroblasts.