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N-Oleoylethanolamine

  • CAS No.: 111-58-0
  • Purity: 99%
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1.What is the N-Oleoylethanolamine ?

N-Oleoyl Ethanolamide is an agonist of peroxisome proliferator-activated receptor-α (PPAR-α). N-Oleoyl Ethanolamide generates an intestinal signal that stimulates central dopamine activity establishing a link between caloric-homeostatic and hedonic-homeostatic controllers. Oleoyl Ethanolamide has been implicated as the molecular mechanism associated with gastric bypass success. N-Oleoyl Ethanolamide is a selective GPR55 agonist.

cis-Octadecenoic acid
112-80-1,2027-47-6

cis-Octadecenoic acid

linoleic acid
60-33-3,116745-32-5,26085-09-6,64080-88-2,7049-66-3,949900-18-9,60476-23-5,6144-28-1,67922-65-0,89718-18-3

linoleic acid

ethanolamine
141-43-5

ethanolamine

N-oleoylethanolamine
7545-20-2,111-58-0

N-oleoylethanolamine

N-linoleoylethanolamine
68171-52-8

N-linoleoylethanolamine

Conditions
Conditions Yield
With sodium methylate; In ethanol; hexane; for 3h; Solvent; Concentration; Time;
70.3%
cis-Octadecenoic acid
112-80-1,2027-47-6

cis-Octadecenoic acid

ethanolamine
141-43-5

ethanolamine

N-oleoylethanolamine
7545-20-2,111-58-0

N-oleoylethanolamine

Conditions
Conditions Yield
With Candida antarctica lipase; water; In hexane; at 65 ℃; for 3h; Time; Temperature; Concentration;
96.8%
In dichloromethane; at 20 ℃; for 1h; Cooling with ice;
96%
cis-Octadecenoic acid; With 1-[(1-(cyano-?2-?ethoxy-?2-?oxoethylidenaminooxy)?dimethylamino-?morpholino)]-uronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In dichloromethane; acetonitrile; at 20 ℃; for 0.166667h; Inert atmosphere;
ethanolamine; In dichloromethane; acetonitrile; at 20 ℃; Inert atmosphere;
89%
With Novozym 435, consisting of immobilized Candida antarctica lipase B; In hexane; at 40 ℃; for 6h; Enzymatic reaction;
88%
cis-Octadecenoic acid; With benzotriazol-1-ol; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine; In dichloromethane; for 1h;
ethanolamine; In dichloromethane; for 2h;
61%
at 160 ℃; under 5 - 10 Torr;
cis-Octadecenoic acid; With 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; for 0.166667h;
ethanolamine; With triethylamine; In dichloromethane; at 20 ℃; for 0.25h;
29 mg
cis-Octadecenoic acid; With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine; In ethyl acetate; at 20 ℃; for 1h;
ethanolamine; In ethyl acetate; at 20 ℃; for 12h;
cis-Octadecenoic acid; With triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 0.0333333h;
ethanolamine; With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; In dichloromethane; at 0 - 20 ℃;
With zeolite H-beta-22; In hexane; at 120 ℃; for 3h; under 15001.5 Torr; Reagent/catalyst; Inert atmosphere;
at 90 ℃; for 1h; Large scale;

2.What is the CAS number for N-Oleoylethanolamine ?

The CAS number of N-Oleoylethanolamine is 111-58-0.

More information of N-Oleoylethanolamine 111-58-0 are:

CAS?Number

111-58-0

Density

0.915 g/cm3

Melting Point

50-60oC

Boiling Point

496.35 °C at 760 mmHg

Flash Point

253.984 °C

Vapor Pressure

6.22E-12mmHg at 25°C

Refractive Index

1.473

PSA

49.33000

LogP

5.52330

Pka

14.49±0.10(Predicted)

3.What are another words for N-Oleoylethanolamine ?

Synonyms?for?N-Oleoylethanolamine 111-58-0:9-Octadecenamide,N-(2-hydroxyethyl)-, (Z)-;Oleamide, N-(2-hydroxyethyl)- (6CI,7CI,8CI);AM3101;N-(2-Hydroxyethyl)oleamide;N-Oleoyl-2-aminoethanol;N-Oleoylethanolamine;Oleamide MEA;Oleic acid ethanolamide;Oleic acidmonoethanolamide;Oleoylethanolamide;N-(2-Hydroxyethyl)-9-octadecenamide;

4.What is the molecular formula of N-Oleoylethanolamine?

The chemical formula of ?N-Oleoylethanolamine is?C20 H39 NO2 which containing 20 Carbon atoms,39 Hydrogen atoms,1 Nitrogen atoms and 2 Oxygen atoms,and the molecular weight of??N-Oleoylethanolamine?is 325.535.

5.What is N-Oleoylethanolamine (111-58-0) used for?

Oleoyl ethanolamide (OEA) is an analog of the endocannabinoid AEA found in brain tissue and in chocolate. It is one of the long chain fatty acid ethanolamides that accumulates rapidly in infarcted tissue, but its biosynthesis is reduced in the intestine of rats following food deprivation. OEA is an endogenous, potent agonist for PPARα, exhibiting an EC50 value of 120 nM in a transactivation assay. Systemic administration of OEA suppresses food intake and reduces weight gain in rats (10 mg/kg intraperitoneally) and PPARα wild-type mice, but not in PPARα knockout mice. These data indicate that OEA regulates food intake by a PPARα-mediated mechanism.

InChI:InChI=1/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-

Relevant articles related to N-Oleoylethanolamine:

Article

Source

Elevated circulating levels of anandamide after administration of the transport inhibitor, AM404

Giuffrida, Andrea,Rodriguez De Fonseca, Fernando,Nava, Felice,Loubet-Lescoulie, Patrick,Piomelli, Daniele

, p. 161 - 168 (2000)

Membrane-stabilizing properties of cis-9-octadecenoic acid N-(2-hydroxyethyl)amide

Klenova,Belousova

, p. 423 - 424 (2002)

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