NAGLY
- CAS No.
- 179113-91-8
- Chemical Name:
- NAGLY
- Synonyms
- NAGLY;NAGly, CID 5283389;Arachidonyl Glycine;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;Glycine, N-[(5Z,8Z,11Z,14Z)-1-oxo-5,8,11,14-eicosatetraen-1-yl]-
- CBNumber:
- CB0232490
- Molecular Formula:
- C22H35NO3
- Molecular Weight:
- 361.52
- MDL Number:
- MFCD03791313
- MOL File:
- 179113-91-8.mol
| 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. |
| FDA UNII | 5PB56SQA6E |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |   GHS07,GHS08 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H315-H319-H336-H351 | |||||||||
| Precautionary statements | P201-P302+P352-P305+P351+P338-P308+P313 | |||||||||
| Safety Statements | 22-24/25 | |||||||||
| WGK Germany | 3 | |||||||||
| NFPA 704 |
|
NAGLY price More Price(12)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | SML2558 | N-arachidonoylglycine ≥98% (HPLC) | 179113-91-8 | 5MG | $48.6 | 2024-03-01 | Buy |
| Sigma-Aldrich | SML2558 | N-arachidonoylglycine ≥98% (HPLC) | 179113-91-8 | 25MG | $197 | 2024-03-01 | Buy |
| Alfa Aesar | J67492 | N-Arachidonylglycine | 179113-91-8 | 5mg | $130.65 | 2024-03-01 | Buy |
| Cayman Chemical | 90051 | Arachidonoyl Glycine ≥98% | 179113-91-8 | 5mg | $41 | 2024-03-01 | Buy |
| Cayman Chemical | 90051 | Arachidonoyl Glycine ≥98% | 179113-91-8 | 10mg | $78 | 2024-03-01 | Buy |
NAGLY Chemical Properties,Uses,Production
Description
Arachidonoyl glycine (N-
Uses
An endogenous anandamide-like compound; also acts as a T-type Ca2+ channel blocker and an endogenous GLYT2 inhibitor.
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]
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
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| TargetMol Chemicals Inc. | +1-781-999-5354 +1-00000000000 | marketing@targetmol.com | United States | 19892 | 58 |
| Alfa Chemistry | +1-5166625404 | Info@alfa-chemistry.com | United States | 21317 | 58 |
| Aladdin Scientific | +1-833-552-7181 | sales@aladdinsci.com | United States | 57511 | 58 |
| 3B Pharmachem (Wuhan) International Co.,Ltd. | 821-50328103-801 18930552037 | 3bsc@sina.com | China | 15848 | 69 |
| Alfa Chemistry | 1-516-6625404 | support@alfa-chemistry.com | United States | 9171 | 60 |
| EMMX Biotechnology LLC | 888-539-0666 | info@emmx.com | United States | 8449 | 60 |
| Shanghai EFE Biological Technology Co., Ltd. | 021-65675885 18964387627 | info@efebio.com | China | 9709 | 58 |
| Shenzhen Regent Biochemical Technology Co., Ltd. | 0755-0755-85201366 18938635012 | sales@regentsciences.com | China | 9287 | 58 |
| Jinan Yaoyan Pharmaceutical Co., Ltd. | jnyaoyan@163.com | China | 3069 | 58 | |
| Nanjing Meihao Pharmaceutical Technology Co., Ltd. | meitaochem@126.com | meitaochem@126.com | China | 19105 | 58 |