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Linoleoyl ethanolamide-d4

CAT: 0804-HY-113421S-01Size: 500 μg (3.05 mM x 500 μL in Ethanol)Dry Ice: NoHazardous: No
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CAT#:0804-HY-113421S-01Size:500 μg (3.05 mM x 500 μL in Ethanol)
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Description
Linoleoyl ethanolamide-d4 is a deuterated labeled Linoleoyl ethanolamide[1]. Linoleoyl ethanolamide (Linoleic acid monoethanolamide) is classified as a fatty acid ethanolamide. Linoleoyl ethanolamide only weakly binds G-protein-coupled cannabinoid receptors of type-1 (CB1) and CB2 receptors, and inhibits the binding of [3H]CP-55,940 with Kis of 10 and 25 μM, respectively. Linoleoyl ethanolamide is 4-fold less potent than anandamide at causing catalepsy in mice and it does not prolong sleep time[2][3].
CAS Number
1451194-69-6
UNSPSC
12352211
Hazard Statement
H225, H319
Target
Cannabinoid Receptor; Isotope-Labeled Compounds
Type
Isotope-Labeled Compounds
Related Pathways
GPCR/G Protein; Neuronal Signaling; Others
Field of Research
Neurological Disease
Concentration
3.05 mM * 500 μL in Ethanol
Purity
99.2
Smiles
CCCCC/C=C\C/C=C\CCCCCCCC(NC([2H])([2H])C([2H])([2H])O)=O
Molecular Formula
C20H33D4NO2
Molecular Weight
327.54
Precautions
H225, H319
References & Citations
[1]Wang X, et al. X. Synthesis of linoleoyl ethanolamide. J Oleo Sci. 2013;62 (6) :427-433. |[2]Lin S, et al. Novel analogues of arachidonylethanolamide (anandamide) : affinities for the CB1 and CB2 cannabinoid receptors and metabolic stability. J Med Chem. 1998;41 (27) :5353-5361. |[3]Russak EM, et al. Impact of Deuterium Substitution on the Pharmacokinetics of Pharmaceuticals. Ann Pharmacother. 2019 Feb;53 (2) :211-216.
Shipping Conditions
Blue Ice
Storage Conditions
Solution, -20°C, 2 years
Scientific Category
Isotope-Labeled Compounds
Clinical Information
No Development Reported

Chemical Information

N-Linoleoylethanolamine-d4
CAS Number1451194-69-6
PubChem CID71684713
IUPAC Name(9Z,12Z)-N-(1,1,2,2-tetradeuterio-2-hydroxyethyl)octadeca-9,12-dienamide
Molecular FormulaC20H37NO2
Molecular Weight327.5
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
[2H]C([2H])(C([2H])([2H])O)NC(=O)CCCCCCC/C=C\C/C=C\CCCCC
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-/i18D2,19D2
InChIKey
KQXDGUVSAAQARU-UKNLGWMGSA-N
Chemical Structure
2D Structure
2D structure of N-Linoleoylethanolamine-d4
CAS: 1451194-69-6
CID: 71684713
Formula: C20H37NO2
MW: 327.5
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight327.5
XLogP35.6
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count2
Rotatable Bond Count16
Exact Mass327.307536407
Monoisotopic Mass327.307536407
Topological Polar Surface Area49.3 Ų
Heavy Atom Count23
Formal Charge0
Complexity311
Isotope Atom Count4
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count2
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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Alternative Products

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sc-295362Linoleoyl Ethanolamide-d4
T8425-01Linoleoyl Ethanolamide
URA56671-01Phospho-linoleoyl ethanolamide
GTR19232882-01Linoleoyl Ethanolamide Phosphate
TMIH-0620-01Arachidonoyl Ethanolamide-d4
461987Palmitoyl Ethanolamide-d4
TRC-S686609-10MGStearoyl Ethanolamide-d4
MBS3920092-01EPA Ethanolamide-d4
AR-F01137-01Palmitoleoy Ethanolamide-d4
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