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O0383

Sigma-Aldrich

N-Oleoylethanolamine

~98% (TLC)

Synonym(e):

N-(Hydroxyethyl)oleamide, N-(cis-9-Octadecenoyl)ethanolamine, OEA, oleoylethanolamide

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About This Item

Empirische Formel (Hill-System):
C20H39NO2
CAS-Nummer:
111-58-0
Molekulargewicht:
325.53
EG-Nummer:
203-884-8
MDL-Nummer:
MFCD00045972
UNSPSC-Code:
12352204
PubChem Substanz-ID:
24278603
NACRES:
NA.83

Assay

~98% (TLC)

Qualitätsniveau

200

Form

powder

Löslichkeit

chloroform: 20 mg/mL, clear, colorless

Lagertemp.

−20°C

SMILES String

O=C(CCCCCCC/C=C\CCCCCCCC)NCCO

InChI

1S/C20H39NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-20(23)21-18-19-22/h9-10,22H,2-8,11-19H2,1H3,(H,21,23)/b10-9-

InChIKey

BOWVQLFMWHZBEF-KTKRTIGZSA-N

Angaben zum Gen

human ... CNR1(1268) , CNR2(1269) , PPARA(5465) , TRPV1(7442)
mouse ... Cnr2(12802)
rat ... Cnr1(25248)

Allgemeine Beschreibung

Oleoylethanolamide (OEA) is an endogenous fatty acid ethanolamine. Small intestine cells, adipose tissues, neurons and astrocytes produces OEA.

Anwendung

N-Oleoylethanolamine has been used to study its effects on glucagon-like peptide (GLP)-1RA-mediated anorectic signaling and weight loss.

Biochem./physiol. Wirkung

Oleoylethanolamide (OEA) is a lipid mediator, which helps to control various biological functions, like food intake. It modulates the gene expression in the small intestine. OEA has the ability to initiate several receptors, such as cannabinoid receptor type 1 (CB1), peroxisome proliferator-activated receptors (PPARs) and G protein-coupled receptor 119 (GPR119).
Peroxisome proliferator-activator receptor α (PPARα) agonist

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 2

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Gloves

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Sigma-Aldrich

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Sigma-Aldrich

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Sigma-Aldrich

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Oleoylethanolamide modulates glucagon-like peptide-1 receptor agonist signaling and enhances exendin-4-mediated weight loss in obese mice
Brown JD, et al.
American Journal of Physiology. Regulatory, Integrative and Comparative Physiology, 315(4), R595-R608 (2018)
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The international journal of neuropsychopharmacology, 20(5), 392-399 (2017-03-25)
The integrity of the brain histaminergic system is necessary for the unfolding of homeostatic and cognitive processes through the recruitment of alternative circuits with distinct temporal patterns. We recently demonstrated that the fat-sensing lipid mediator oleoylethanolamide indirectly activates histaminergic neurons
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