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495417-M

N-Oleoyl Ethanolamine

Name: N-Oleoyl Ethanolamine
Brand: MM

A potent inhibitor of the ceramidase found in human kidney and cerebellum.

Synonym(s):

N-Oleoyl Ethanolamine, N-2-Hydroxyethyl-9(Z)-octadecenamide, AC Inhibitor I, Acid Ceramidase Inhibitor I, OEA

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About This Item

Empirical Formula (Hill Notation):

C₂₀H₃₉NO₂

CAS Number:

111-58-0

Molecular Weight:

325.53

UNSPSC Code:

12352211

MDL number:

MFCD00045972

NACRES:

NA.77

Assay:

≥98% (TLC)

Form:

solid

Quality level:

100

Storage condition:

OK to freeze

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Properties

Quality Level

100

assay

≥98% (TLC)

form

solid

manufacturer/tradename

Calbiochem^®

storage condition

OK to freeze

color

white

solubility

chloroform: 5 mg/mL, ethanol: 5 mg/mL, methanol: 5 mg/mL

storage temp.

−20°C

SMILES string

N(CCO)C(=O)CCCCCCC\C=C/CCCCCCCC

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

Description

General description

A potent inhibitor of the ceramidase found in human kidney and cerebellum. Blocks the conversion of ceramide to sphingosine. A specific inhibitor of acid ceramidase (IC₅₀ ~ 500 µM).

Biochem/physiol Actions

Primary Target
Acid ceramidase

Target IC₅₀: ~ 500 µM against acid ceramidase

Other Notes

Pahan, K., et al. 1998. J. Biol. Chem. 273, 2591.
Ping, S.E., and Barrett, G.L. 1998. J. Neurosci. Res. 54, 206.
Sugita, M., et al. 1975. Biochim. Biophys. Acta398, 125.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Disclaimer

Toxicity: Standard Handling (A)

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Storage Class

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c