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179113-91-8,MFCD03791313
Catalog No.:AA0026PT

179113-91-8 | Glycine, N-[(5Z,8Z,11Z,14Z)-1-oxo-5,8,11,14-eicosatetraen-1-yl]-

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5mg
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50mg
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100mg
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  • Technical Information
  • Properties
  • Literature
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA0026PT
Chemical Name:
Glycine, N-[(5Z,8Z,11Z,14Z)-1-oxo-5,8,11,14-eicosatetraen-1-yl]-
CAS Number:
179113-91-8
Molecular Formula:
C22H35NO3
Molecular Weight:
361.5182
MDL Number:
MFCD03791313
SMILES:
CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)NCC(=O)O
NSC Number:
746569
Properties
Computed Properties
 
Complexity:
476  
Covalently-Bonded Unit Count:
1  
Defined Bond Stereocenter Count:
4  
Heavy Atom Count:
26  
Hydrogen Bond Acceptor Count:
3  
Hydrogen Bond Donor Count:
2  
Rotatable Bond Count:
16  
XLogP3:
5.6  

Literature

Title: Effects of cannabinoids and related fatty acids upon the viability of P19 embryonal carcinoma cells.

Journal: Archives of toxicology 20131101

Title: International Union of Basic and Clinical Pharmacology. LXXXVIII. G protein-coupled receptor list: recommendations for new pairings with cognate ligands.

Journal: Pharmacological reviews 20130701

Title: Screening β-arrestin recruitment for the identification of natural ligands for orphan G-protein-coupled receptors.

Journal: Journal of biomolecular screening 20130601

Title: Lipophilic amines as potent inhibitors of N-acylethanolamine-hydrolyzing acid amidase.

Journal: Bioorganic & medicinal chemistry 20120601

Title: Reversible lysine acetylation regulates activity of human glycine N-acyltransferase-like 2 (hGLYATL2): implications for production of glycine-conjugated signaling molecules.

Journal: The Journal of biological chemistry 20120511

Title: Δ(9) -Tetrahydrocannabinol and N-arachidonyl glycine are full agonists at GPR18 receptors and induce migration in human endometrial HEC-1B cells.

Journal: British journal of pharmacology 20120401

Title: So what do we call GPR18 now?

Journal: British journal of pharmacology 20120401

Title: N-arachidonoyl glycine induces macrophage apoptosis via GPR18.

Journal: Biochemical and biophysical research communications 20120210

Title: N-Amino acid linoleoyl conjugates: anti-inflammatory activities.

Journal: Bioorganic & medicinal chemistry letters 20120115

Title: Synthesis and SAR studies of 1,4-benzoxazine MenB inhibitors: novel antibacterial agents against Mycobacterium tuberculosis.

Journal: Bioorganic & medicinal chemistry letters 20101101

Title: N-arachidonyl-glycine modulates synaptic transmission in superficial dorsal horn.

Journal: British journal of pharmacology 20101001

Title: N-arachidonoyl glycine, an endogenous lipid that acts as a vasorelaxant via nitric oxide and large conductance calcium-activated potassium channels.

Journal: British journal of pharmacology 20100601

Title: N-arachidonoyl glycine, an abundant endogenous lipid, potently drives directed cellular migration through GPR18, the putative abnormal cannabidiol receptor.

Journal: BMC neuroscience 20100101

Title: Extracellular loops 2 and 4 of GLYT2 are required for N-arachidonylglycine inhibition of glycine transport.

Journal: The Journal of biological chemistry 20091225

Title: T-type calcium channel inhibition underlies the analgesic effects of the endogenous lipoamino acids.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20091021

Title: Genetic mapping of targets mediating differential chemical phenotypes in Plasmodium falciparum.

Journal: Nature chemical biology 20091001

Title: N-arachidonylglycine causes ROS production and cytochrome c release in liver mitochondria.

Journal: Free radical biology & medicine 20090901

Title: Unique ligand selectivity of the GPR92/LPA5 lysophosphatidate receptor indicates role in human platelet activation.

Journal: The Journal of biological chemistry 20090619

Title: Lipid G protein-coupled receptor ligand identification using beta-arrestin PathHunter assay.

Journal: The Journal of biological chemistry 20090501

Title: Cannabinoids, endocannabinoids, and related analogs in inflammation.

Journal: The AAPS journal 20090301

Title: Inhibition of human recombinant T-type calcium channels by the endocannabinoid N-arachidonoyl dopamine.

Journal: British journal of pharmacology 20090301

Title: The endocannabinoid anandamide is a precursor for the signaling lipid N-arachidonoyl glycine by two distinct pathways.

Journal: BMC biochemistry 20090101

Title: Novel endogenous N-acyl glycines identification and characterization.

Journal: Vitamins and hormones 20090101

Title: Acylamido analogs of endocannabinoids selectively inhibit cancer cell proliferation.

Journal: Bioorganic & medicinal chemistry 20081115

Title: Subunit-specific modulation of glycine receptors by cannabinoids and N-arachidonyl-glycine.

Journal: Biochemical pharmacology 20081015

Title: Identification of farnesyl pyrophosphate and N-arachidonylglycine as endogenous ligands for GPR92.

Journal: The Journal of biological chemistry 20080725

Title: Fatty acid amide hydrolase inhibition enhances the anti-allodynic actions of endocannabinoids in a model of acute pain adapted for the mouse.

Journal: Neuroscience 20080717

Title: Cytochrome c catalyzes the in vitro synthesis of arachidonoyl glycine.

Journal: Biochemical and biophysical research communications 20080111

Title: Actions of N-arachidonyl-glycine in a rat neuropathic pain model.

Journal: Neuropharmacology 20080101

Title: Potential anti-inflammatory actions of the elmiric (lipoamino) acids.

Journal: Bioorganic & medicinal chemistry 20070515

Title: Quantitative profiling of endocannabinoids and related compounds in rat brain using liquid chromatography-tandem electrospray ionization mass spectrometry.

Journal: Analytical biochemistry 20070115

Title: Actions of N-arachidonyl-glycine in a rat inflammatory pain model.

Journal: Molecular pain 20070101

Title: N-Arachidonyl-glycine inhibits the glycine transporter, GLYT2a.

Journal: Journal of neurochemistry 20061101

Title: Identification of N-arachidonylglycine as the endogenous ligand for orphan G-protein-coupled receptor GPR18.

Journal: Biochemical and biophysical research communications 20060901

Title: The endocannabinoid system: drug targets, lead compounds, and potential therapeutic applications.

Journal: Journal of medicinal chemistry 20050811

Title: Identification of N-arachidonylglycine, U18666A, and 4-androstene-3,17-dione as novel insulin Secretagogues.

Journal: Biochemical and biophysical research communications 20050805

Title: Reduced endocannabinoid immune modulation by a common cannabinoid 2 (CB2) receptor gene polymorphism: possible risk for autoimmune disorders.

Journal: Journal of leukocyte biology 20050701

Title: Chemo-enzymatic synthesis of N-arachidonoyl glycine.

Journal: Biotechnology letters 20040801

Title: A structure-activity relationship study on N-arachidonoyl-amino acids as possible endogenous inhibitors of fatty acid amide hydrolase.

Journal: Biochemical and biophysical research communications 20040130

Title: Regulation of anandamide tissue levels by N-arachidonylglycine.

Journal: Biochemical pharmacology 20021001

Title: Selective oxygenation of N-arachidonylglycine by cyclooxygenase-2.

Journal: Biochemical and biophysical research communications 20020823

Title: Sustained ER Ca2+ depletion suppresses protein synthesis and induces activation-enhanced cell death in mast cells.

Journal: The Journal of biological chemistry 20020419

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SDS
Tags:179113-91-8 Molecular Formula|179113-91-8 MDL|179113-91-8 SMILES|179113-91-8 Glycine, N-[(5Z,8Z,11Z,14Z)-1-oxo-5,8,11,14-eicosatetraen-1-yl]-