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O0383

Sigma-Aldrich

N-Oleoylethanolamine

~98% (TLC)

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Synonym(s):
N-(Hydroxyethyl)oleamide, N-(cis-9-Octadecenoyl)ethanolamine, OEA, oleoylethanolamide
Empirical Formula (Hill Notation):
C20H39NO2
CAS Number:
Molecular Weight:
325.53
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.83

Assay

~98% (TLC)

Quality Level

form

powder

solubility

chloroform: 20 mg/mL, clear, colorless

storage temp.

−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-

InChI key

BOWVQLFMWHZBEF-KTKRTIGZSA-N

Gene Information

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This Item
H1911T2501S8439
N-Oleoylethanolamine ~98% (TLC)

Sigma-Aldrich

O0383

N-Oleoylethanolamine

Stearoyl ethanolamide ≥98%, crystalline

Sigma-Aldrich

S8439

Stearoyl ethanolamide

form

powder

form

ethanol solution

form

powder

form

crystalline

solubility

chloroform: 20 mg/mL, clear, colorless

solubility

-

solubility

4 M NH4OH in methanol: 50 mg/mL, clear to hazy, colorless to yellow

solubility

-

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

200

Gene Information

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

Gene Information

human ... CNR1(1268), CNR2(1269)
mouse ... Cnr2(12802)
rat ... Cnr1(25248), Faah(29347), Trpv1(83810)

Gene Information

mouse ... Cnr2(12802)
rat ... Cnr1(25248)

Gene Information

rat ... Cnr1(25248)

General description

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

Application

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

Biochem/physiol Actions

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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