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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
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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.
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Safety

Safety Statements 
22-24/25
WGK Germany 
3
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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.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
SML2558
Product name
N-arachidonoylglycine
Purity
≥98% (HPLC)
Packaging
5MG
Price
$48.6
Updated
2024/03/01
Sigma-Aldrich
Product number
SML2558
Product name
N-arachidonoylglycine
Purity
≥98% (HPLC)
Packaging
25MG
Price
$197
Updated
2024/03/01
Alfa Aesar
Product number
J67492
Product name
N-Arachidonylglycine
Packaging
5mg
Price
$130.65
Updated
2024/03/01
Cayman Chemical
Product number
90051
Product name
Arachidonoyl Glycine
Purity
≥98%
Packaging
5mg
Price
$41
Updated
2024/03/01
Cayman Chemical
Product number
90051
Product name
Arachidonoyl Glycine
Purity
≥98%
Packaging
10mg
Price
$78
Updated
2024/03/01
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NAGLY Chemical Properties,Usage,Production

Description

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.

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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NAGLY Suppliers

3B Pharmachem (Wuhan) International Co.,Ltd.
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821-50328103-801 18930552037
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Shenzhen Regent Biochemical Technology Co., Ltd.
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0755-0755-85201366 18938635012
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Jinan Yaoyan Pharmaceutical Co., Ltd.
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Nanjing Meihao Pharmaceutical Technology Co., Ltd.
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meitaochem@126.com
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China
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ChemeGen(Shanghai) Biotechnology Co.,Ltd.
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Energy Chemical
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JinOu Biomedical (Nanjing) Co., Ltd.
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Bide Pharmatech Ltd.
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Kaifeng Mingren Pharmaceutical Co.,LTD
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TargetMol Chemicals Inc.
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Nantong QuanYi Biotechnology Co., Ltd
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179113-91-8, NAGLYRelated Search:


  • N-ARACHIDONOYL GLYCINE
  • N-ARACHIDONYL GLYCINE
  • NAGLY
  • N-(1-OXO-5Z,8Z,11Z,14Z-EICOSATETRAENYL)GLYCINE
  • ARACHIDONOYL GLYCINE
  • N-Arachidonoyl glycine (solution in ethanol)
  • NAGly, CID 5283389
  • Arachidonyl Glycine
  • Glycine, N-[(5Z,8Z,11Z,14Z)-1-oxo-5,8,11,14-eicosatetraen-1-yl]-
  • N Arachidonylglycine,NArachidonylglycine
  • 2-((5Z,8Z,11Z,14Z)-Icosa-5,8,11,14-tetraenamido)acetic acid
  • 179113-91-8
  • Cannabinoid receptor