Products for Research Use Only

Linoleoyl Ethanolamide

CAT: 0013-GTR19165551-02Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19165551-02Size:5 mg
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Description
Linoleoyl Ethanolamide is an endocannabinoid that activates TRPV1 receptors, leading to increased ERK phosphorylation and AP-1 mediated transcription independently of cannabinoid receptors. This mechanism supports its research use in studying pain, inflammation, and metabolic processes in both cellular and animal models.
CAS Number
68171-52-8
Product Name Alternative
Anandamide, Cannabinoid Receptor, coupled, food, feeding, Inhibitor, intake, inhibit, Linoleoyl Ethanolamide, Linoleic acid monoethanolamide, protein, prolongation, post-meal, TRPV Channel, TRPV1, TRPVChannel, TRP Channel, TRPChannel
Field of Research
Pharmacology & Drug Discovery
Purity
99.97% (May vary between batches)
Solubility
DMSO:25 mg/mL (77.28 mM) ;10% DMSO+40% PEG300+5% Tween 80+45% Saline:2 mg/mL (6.18 mM)
Smiles
CCCCCC=CCC=CCCCCCCCC (=O) NCCO
Molecular Formula
C20H37NO2
Molecular Weight
323.51
Storage Conditions
-20°C
Notes
For research use only.

Chemical Information

N-Linoleoylethanolamine

Linoleoyl ethanolamide is an N-acylethanolamine 18:2 that is the ethanolamide of linoleic acid. It has a role as an EC 3.5.1.99 (fatty acid amide hydrolase) inhibitor. It is functionally related to a linoleic acid.

CAS Number68171-52-8
PubChem CID5283446
IUPAC Name(9Z,12Z)-N-(2-hydroxyethyl)octadeca-9,12-dienamide
Molecular FormulaC20H37NO2
Molecular Weight323.5
XLogP5.6
Topological Polar Surface Area49.3
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count2
Rotatable Bond Count16
Heavy Atom Count23
Formal Charge0
Complexity311
SMILES
CCCCC/C=C\C/C=C\CCCCCCCC(=O)NCCO
InChI
InChI=1S/C20H37NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-20(23)21-18-19-22/h6-7,9-10,22H,2-5,8,11-19H2,1H3,(H,21,23)/b7-6-,10-9-
InChIKey
KQXDGUVSAAQARU-HZJYTTRNSA-N
Chemical Structure
2D Structure
2D structure of N-Linoleoylethanolamine
CAS: 68171-52-8
CID: 5283446
Formula: C20H37NO2
MW: 323.5
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight323.5
XLogP35.6
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count2
Rotatable Bond Count16
Exact Mass323.282429423
Monoisotopic Mass323.282429423
Topological Polar Surface Area49.3 Ų
Heavy Atom Count23
Formal Charge0
Complexity311
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count2
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes