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H7898

Sigma-Aldrich

15(S)-Hydroxy-(5Z,8Z,11Z,13E,17Z)-eicosapentaenoic acid

~100 μg/mL in ethanol, ~98%

Synonym(s):

15(S)-HEPE

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About This Item

Empirical Formula (Hill Notation):
C20H30O3
CAS Number:
86282-92-0
Molecular Weight:
318.45
MDL number:
MFCD00065817
UNSPSC Code:
12352211
PubChem Substance ID:
24895813

assay

~98%

form

liquid

concentration

~100 μg/mL in ethanol

functional group

carboxylic acid

storage temp.

−20°C

SMILES string

CC\C=C/C[C@H](O)\C=C\C=C/C\C=C/C\C=C/CCCC(O)=O

InChI

1S/C20H30O3/c1-2-3-13-16-19(21)17-14-11-9-7-5-4-6-8-10-12-15-18-20(22)23/h3-5,8-11,13-14,17,19,21H,2,6-7,12,15-16,18H2,1H3,(H,22,23)/b5-4-,10-8-,11-9-,13-3-,17-14+/t19-/m0/s1

InChI key

WLKCSMCLEKGITB-DBVSHIMFSA-N

Packaging

Packaged under Argon.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

3 - Flammable liquids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Hiroyasu Inoue
Nihon rinsho. Japanese journal of clinical medicine, 63(4), 578-583 (2005-04-15)
Peroxisome proliferator-activated receptors (PPARs), a family of three nuclear receptors/transcription factors, are widely recognized as molecular targets for drugs against lifestyle related disease. In spite of intensive search for natural ligands, no truly endogenous ligand has been identified as yet.
John Climax et al.
Journal of the American Heart Association, 9(16), e016334-e016334 (2020-08-12)
Background Epeleuton is 15-hydroxy eicosapentaenoic acid ethyl ester, a second-generation synthetic n-3 fatty acid derivative of eicosapentaenoic acid. The primary objective was to assess the effect of epeleuton on markers of nonalcoholic fatty liver disease (NAFLD) with post hoc analyses
C Miller et al.
Lipids, 24(12), 998-1003 (1989-12-01)
Clinical studies have indicated that dietary fish oil may have therapeutic value in the treatment of psoriasis, a hyperproliferative, inflammatory skin disorder characterized by elevated LTB4. To evolve a possible mechanism for these beneficial effects, we determined the metabolic fate
Aude Le Bail et al.
BMC molecular biology, 9, 75-75 (2008-08-20)
Brown algae are plant multi-cellular organisms occupying most of the world coasts and are essential actors in the constitution of ecological niches at the shoreline. Ectocarpus siliculosus is an emerging model for brown algal research. Its genome has been sequenced
Nguyen Dang Hung et al.
British journal of pharmacology, 162(5), 1119-1135 (2010-11-26)
Lysophosphatidylcholines (lysoPCs) with polyunsaturated acyl chains are known to exert anti-inflammatory actions. 15-Lipoxygeanation is crucial for anti-inflammatory action of polyunsaturated acylated lysoPCs. Here, the anti-inflammatory actions of 1-(15-hydroxyeicosapentaenoyl)-lysoPC (15-HEPE-lysoPC) and its derivatives were examined in a mechanistic analysis. Anti-inflammatory actions
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