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H7898

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

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

~100 μg/mL in ethanol, ~98%

Synonyme(s) :

15(S)-HEPE

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About This Item

Formule empirique (notation de Hill) :

C₂₀H₃₀O₃

Numéro CAS:

86282-92-0

Poids moléculaire :

318.45

Numéro MDL:

MFCD00065817

Code UNSPSC :

12352211

ID de substance PubChem :

24895813

Essai

~98%

Forme

liquid

Concentration

~100 μg/mL in ethanol

Groupe fonctionnel

carboxylic acid

Température de stockage

−20°C

Chaîne SMILES

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

Clé InChI

WLKCSMCLEKGITB-DBVSHIMFSA-N

Conditionnement

Packaged under Argon.

Pictogrammes

GHS07

Mention d'avertissement

Warning

Mentions de danger

H315,H319,H335

Conseils de prudence

P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338

Classification des risques

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

Organes cibles

Respiratory system

Code de la classe de stockage

3 - Flammable liquids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

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

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Certificats d'analyse (COA)

Lot/Batch Number

046H3374

114H0089

112H3354

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[Endogenous ligands for PPARs].

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.

Effects of Epeleuton, a Novel Synthetic Second-Generation n-3 Fatty Acid, on Non-Alcoholic Fatty Liver Disease, Triglycerides, Glycemic Control, and Cardiometabolic and Inflammatory Markers.

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

Probing the skin permeation of eicosapentaenoic acid and ketoprofen 2. Comparative depth profiling and metabolism of eicosapentaenoic acid.

Christopher P Thomas et al.

European journal of pharmaceutics and biopharmaceutics : official journal of Arbeitsgemeinschaft fur Pharmazeutische Verfahrenstechnik e.V, 67(1), 156-165 (2007-02-03)

Unexpected enhancement of the topical delivery of eicosapentaenoic acid (EPA) across porcine skin was observed previously when fish oil was co-formulated with ketoprofen. In the current work depth profile analysis was used to probe the epidermal conversion of EPA to

Mechanisms for anti-inflammatory effects of 1-[15(S)-hydroxyeicosapentaenoyl] lysophosphatidylcholine, administered intraperitoneally, in zymosan A-induced peritonitis.

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

Normalisation genes for expression analyses in the brown alga model Ectocarpus siliculosus.

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

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