NAGLY
- Product Name
- NAGLY
- CAS No.
- 179113-91-8
- Chemical Name
- NAGLY
- Synonyms
- NAGLY;Arachidonyl Glycine;NAGly, CID 5283389;ARACHIDONOYL GLYCINE;N-ARACHIDONYL GLYCINE;N-ARACHIDONOYL GLYCINE;N Arachidonylglycine,NArachidonylglycine;N-Arachidonoyl glycine (solution in ethanol);N-(1-OXO-5Z,8Z,11Z,14Z-EICOSATETRAENYL)GLYCINE;2-((5Z,8Z,11Z,14Z)-Icosa-5,8,11,14-tetraenamido)acetic acid
- CBNumber
- CB0232490
- Molecular Formula
- C22H35NO3
- Formula Weight
- 361.52
- MOL File
- 179113-91-8.mol
NAGLY Property
- Boiling point:
- 560.9±50.0 °C(Predicted)
- Density
- 0.985±0.06 g/cm3(Predicted)
- storage temp.
- −20°C
- solubility
- DMSO: >5 mg/mL, soluble
- form
- waxy solid
- pka
- 3.58±0.10(Predicted)
- color
- off-white
- Sensitive
- Air Sensitive
- Stability:
- Stable for 2 years from date of purchase as supplied. Product is subject to oxidation. Solutions in degassed DMSO may be stored at -20°C for up to 1 month.
Safety
- Safety Statements
- 22-24/25
- WGK Germany
- 3
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H336May cause drowsiness or dizziness
H351Suspected of causing cancer
- Precautionary statements
-
P201Obtain special instructions before use.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P308+P313IF exposed or concerned: Get medical advice/attention.
N-Bromosuccinimide Price
- Product number
- SML2558
- Product name
- N-arachidonoylglycine
- Purity
- ≥98% (HPLC)
- Packaging
- 5MG
- Price
- $48.6
- Updated
- 2024/03/01
- Product number
- SML2558
- Product name
- N-arachidonoylglycine
- Purity
- ≥98% (HPLC)
- Packaging
- 25MG
- Price
- $197
- Updated
- 2024/03/01
- Product number
- J67492
- Product name
- N-Arachidonylglycine
- Packaging
- 5mg
- Price
- $130.65
- Updated
- 2024/03/01
- Product number
- 90051
- Product name
- Arachidonoyl Glycine
- Purity
- ≥98%
- Packaging
- 5mg
- Price
- $41
- Updated
- 2024/03/01
- Product number
- 90051
- Product name
- Arachidonoyl Glycine
- Purity
- ≥98%
- Packaging
- 10mg
- Price
- $78
- Updated
- 2024/03/01
NAGLY Chemical Properties,Usage,Production
Description
Arachidonoyl glycine (N-
Uses
Arachidonoyl glycine (N-arachidonyl glycine; NAGly) has been isolated from cell cultures treated with arachidonoyl ethanolamide (AEA; anandamide), from extracts of mammalian brain, and has also been synthesized as an analog of AEA for structure/activity testing. NAGly may be produced endogenously via oxidation of AEA, or by transacylation of arachidonoyl CoA. NAGly is reported to have analgesic activities in whole animal experiments. Since it seems to be a very poor ligand for the CB1 receptor, these effects are probably mediated via other signaling pathways.[Cayman Chemical]
Uses
An endogenous anandamide-like compound; also acts as a T-type Ca2+ channel blocker and an endogenous GLYT2 inhibitor.
Definition
ChEBI: N-arachidonoylglycine is biologically active derivative of anandamide It is a N-acylglycine and a fatty amide. It is functionally related to an arachidonic acid. It is a conjugate acid of a N-arachidonoylglycinate.
Biological Activity
Endogenous anandamide-like compound. Lacks affinity for CB 1 receptors (K i > 10 μ M), VR1 receptors (EC 50 > 10 μ M) and anandamide transporters (IC 50 > 50 μ M) but causes hot-plate analgesia in mice when given orally, and suppresses tonic inflammatory pain. Also endogenous GlyT2 inhibitor.
storage
-20°C (desiccate)
References
1) Huang et al. (2001), Identification of a new class of molecules, the arachidonyl amino acids, and characterization of one member that inhibits pain; J. Biol. Chem., 276 42639 2) McHugh et al. (2012), Δ(9)-Tetrahydrocannabinol and N-arachidonylglycine are full agonists at GPR18 receptors and induce migration in human endometrial HEC-1B cells; Br. J. Pharmacol., 165 2414 3) McHugh et al. (2012), siRNA knockdown of GPR18 receptors in BV-2 microglia attenuates N-arachidonyl glycine-induced cell migration; J. Mol. Signal., 7 10 4) Takenouchi et al. (2012), N-arachidonyl glycine induces macrophage apoptosis via GPR18; Biochem. Biophys. Res. Commun., 418 366 5) Burstein et al. (2011), Resolution of inflammation by N-arachidonoylglycine; J. Cell Biochem., 112 3227 6) Console-Bram et al. (2017), N-arachidonoyl glycine, another endogenous agonist of GPR55; Biochem. Biophys. Res. Commun., 490 1389 [FOCUS CITATION]
NAGLY Preparation Products And Raw materials
Raw materials
Preparation Products
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