ChemicalBook > CAS DataBase List > NOLADIN ETHER

NOLADIN ETHER

Product Name
NOLADIN ETHER
CAS No.
222723-55-9
Chemical Name
NOLADIN ETHER
Synonyms
HU 310;2-AG ETHER;Noladineether;NOLADIN ETHER;2-O-arachidonylglycerol;2-ARACHIDONYL GLYCEROL ETHER;2-ARACHIDONYL GLYCERYL ETHER;5Z,8Z,11Z,14Z-EICOSATETRAEN-2-GLYCERYL ETHER;2-[(5Z,8Z,11Z,14Z)-EICOSATETRAENYLOXY]-1,3-PROPANEDIOL;2-[(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoxy]propane-1,3-diol
CBNumber
CB8350967
Molecular Formula
C23H40O3
Formula Weight
364.56
MOL File
222723-55-9.mol
More
Less

NOLADIN ETHER Property

Boiling point:
488.9±45.0 °C(Predicted)
Density 
0.948±0.06 g/cm3(Predicted)
Flash point:
14℃
storage temp. 
Desiccate at -20°C
solubility 
DMF: 20 mg/ml; DMSO: 15 mg/ml; Ethanol: 25 mg/ml; Ethanol:PBS(pH 7.2) (1:1): 500 μg/ml
pka
13.92±0.10(Predicted)
form 
ethanol solution (10 mg/mL (1% w/v))
color 
colorless to light yellow
More
Less

Safety

Hazard Codes 
F
Risk Statements 
11
Safety Statements 
7-16
RIDADR 
UN1170 - class 3 - PG 2 - Ethanol, solution
WGK Germany 
2
More
Less

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H225Highly Flammable liquid and vapour

H319Causes serious eye irritation

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

More
Less

N-Bromosuccinimide Price

Sigma-Aldrich
Product number
SML0473
Product name
Noladin ether
Purity
≥98% (HPLC)
Packaging
5mg
Price
$194
Updated
2025/07/31
Sigma-Aldrich
Product number
SML0473
Product name
Noladin ether
Purity
≥98% (HPLC)
Packaging
25mg
Price
$518
Updated
2025/07/31
Cayman Chemical
Product number
62165
Product name
2-Arachidonyl Glycerol ether
Purity
≥98%
Packaging
1mg
Price
$37
Updated
2024/03/01
Cayman Chemical
Product number
62165
Product name
2-Arachidonyl Glycerol ether
Purity
≥98%
Packaging
5mg
Price
$151
Updated
2024/03/01
Cayman Chemical
Product number
62165
Product name
2-Arachidonyl Glycerol ether
Purity
≥98%
Packaging
10mg
Price
$283
Updated
2024/03/01
More
Less

NOLADIN ETHER Chemical Properties,Usage,Production

Description

2-Arachidonyl glycerol ether (2-AG ether) selectively binds to cannabinoid (CB) receptor 1 (Kis = 21.2 and >3,000 nM for CB1 and CB2, respectively, in a radioligand binding assay). It is a potent and selective agonist of CB1 and GPR55 with EC50 values of 10, 37, and >30,000 nM for CB1, GPR55, and CB2, respectively. 2-AG ether displays the typical tetrad of CB activities in mice. It is more chemically stable than 2-AG , with an endogenous half-life of hours rather than minutes. However, it is at least 10-fold less potent than 2-AG in eliciting typical CB1-mediated responses. 2-AG ether elicits modest reductions in intraocular pressure in rabbits when administered at doses exceeding 50 μg per eye. It increases aqueous humor outflow via the CB1 receptor in the trabecular meshwork. Administration of 2-AG ether to the nucleus accumbens (0.0625-1 μg) increases dietary intake and enhances fat consumption in rats given access to both high-carbohydrate and high-fat diets.

Uses

HU 310 is an endogenous GPR55 and CB1 receptors agonist. HU 310 has been shown to induce hyperglycia in rats. HU 310 can be used to investigate the biological roles of GPR55 and CB1 receptors.

Definition

ChEBI: A monoalkylglycerol that is the 2-O-arachidonyl derivative of glycerol.

Biological Activity

Endogenous agonist for the GPR55 and CB 1 receptors (EC 50 values are 10 and 37 nM respectively) that displays selectivity over CB 2 receptors (K i values are 21.2 nM and > 3mM at CB 1 and CB 2 respectively). Causes sedation, hypothermia, intestinal immobility and mild antinociception in vivo . Attenuates sensory neurotransmission in rat mesenteric arteries via GPR55. Also available as part of the Endocannabinoid Tocriset™ .

IC 50

CB1: 21.2 nM (Ki); CB2: >3 mM (Ki)

References

[1] L. HANU?. 2-Arachidonyl glyceryl ether, an endogenous agonist of the cannabinoid CB1 receptor[J]. Proceedings of the National Academy of Sciences of the United States of America, 2001, 98 1: 3662-3665. DOI: 10.1073/pnas.061029898
[2] E RYBERG. The orphan receptor GPR55 is a novel cannabinoid receptor[J]. British Journal of Pharmacology, 2009, 152 7: 1092-1101. DOI: 10.1038/sj.bjp.0707460
[3] KRISTA LAINE. Comparison of the enzymatic stability and intraocular pressure effects of 2-arachidonylglycerol and noladin ether, a novel putative endocannabinoid.[J]. Investigative ophthalmology & visual science, 2002, 43 10: 3216-3222.
[4] T SUGIURA. Evidence that the cannabinoid CB1 receptor is a 2-arachidonoylglycerol receptor. Structure-activity relationship of 2-arachidonoylglycerol, ether-linked analogues, and related compounds.[J]. The Journal of Biological Chemistry, 1999, 274 5: 2794-2801. DOI: 10.1074/jbc.274.5.2794
[5] YA FATOU NJIE. Noladin ether acts on trabecular meshwork cannabinoid (CB1) receptors to enhance aqueous humor outflow facility.[J]. Investigative ophthalmology & visual science, 2006, 47 5: 1999-2005. DOI: 10.1167/iovs.05-0729
[6] RAHUL R. DESHMUKH  P. L S. Stimulation of accumbens shell cannabinoid CB1 receptors by noladin ether, a putative endocannabinoid, modulates food intake and dietary selection in rats[J]. Pharmacological research, 2012, 66 3: Pages 276-282. DOI: 10.1016/j.phrs.2012.06.004

NOLADIN ETHER Preparation Products And Raw materials

Raw materials

Preparation Products

More
Less

NOLADIN ETHER Suppliers

China 35 Germany 2 Italy 1 Switzerland 2 United Kingdom 1 United States 8 Global 49
3B Pharmachem (Wuhan) International Co.,Ltd.
Tel
821-50328103-801 18930552037
Fax
86-21-50328109
Email
3bsc@sina.com
Country
China
ProdList
15838
Advantage
69
EMMX Biotechnology LLC
Tel
888-539-0666
Fax
888-539-0666
Email
info@emmx.com
Country
United States
ProdList
8447
Advantage
60
Shanghai EFE Biological Technology Co., Ltd.
Tel
021-65675885 18964387627
Fax
021-65675885
Email
info@efebio.com
Country
China
ProdList
9803
Advantage
58
Shanghai YuanYe Biotechnology Co., Ltd.
Tel
021-61312847; 18021002903
Fax
QQ:3008007432
Email
3008007409@qq.com
Country
China
ProdList
71826
Advantage
60
TargetMol Chemicals Inc.
Tel
+1-781-999-5354; +17819995354
Email
marketing@targetmol.com
Country
United States
ProdList
32435
Advantage
58
MedBioPharmaceutical Technology Inc
Tel
021-69568360 18916172912
Email
order@med-bio.cn
Country
China
ProdList
8140
Advantage
58
TargetMol Chemicals Inc.
Tel
4008200310
Email
marketing@tsbiochem.com
Country
China
ProdList
24961
Advantage
58
Meryer (Shanghai) Chemical Technology Co., Ltd.
Tel
18621169109
Email
market03@meryer.com
Country
China
ProdList
27987
Advantage
58
Nantong QuanYi Biotechnology Co., Ltd
Tel
0513-66337626 18051384581
Email
sales@chemhifuture.com
Country
China
ProdList
5929
Advantage
58
SHANGHAI ZZBIO CO., LTD.
Tel
15102117276 19921389125
Email
tech@zzbioco.com
Country
China
ProdList
12064
Advantage
58

222723-55-9, NOLADIN ETHERRelated Search:

1-OCTADECANOYL-2-[(CIS,CIS,CIS,CIS)-5,8,11,14-EICOSATETRAENOYL]-SN-GLYCERO-3-PHOSPHOCHOLINE 1,2-DI5,8,11,14(ALL-CIS)EICOSATETRAENOYL-SN-GLYCERO-3-PHOSPHOCHOLINE 2-AG-D5 1-STEAROYL-2-ARACHIDONOYL-SN-GLYCEROL 2-AG 1-O-HEXADECYL-2-ARACHIDONYL-SN-GLYCERO-3-PHOSPHOCHOLINE 2-AG-D8 NOLADIN ETHER 1-STEAROYL-2-ARACHIDONOYL-PHOSPHATIDYLINOSITOL 3,4,5-TRIPHOSPHATE, (NA+ SALT) TRIARACHIDONIN PHOSPHATIDYLCHOLINE, L-ALPHA-1-STEAROYL-2-ARACHIDONYL, [ARACHIDONYL-5,6,8,9,11,12,14,15-3H(N)] 2-ARACHIDONYL GLYCEROL [ARACHIDONYL 5,6,8,9,11,12,14,15-3H(N)] 3-STERAOYL-2-ARACHIDONYL-SN-GLYCEROL PHOSPHATIDYLCHOLINE, L-ALPHA-1-PALMITOYL-, 2-ARACHIDONYL, [ARACHIDONYL-1-14C] PHOSPHATIDYLCHOLINE, L-ALPHA-1-O HEXADECYL-1-2-ARACHIDONYL, [ARACHIDONYL-5,6,8,9,11,12,14,15-3H(N)] PHOSPHATIDYLETHANOLAMINE, L-ALPHA-1-PALMITOYL, 2-ARACHIDONYL, [ARACHIDONYL-1-14C] 1-STEAROYL-2-[1-14C]ARACHIDONYL-SN-GLYCEROL L-3-PHOSPHATIDYLCHOLINE,1-STEAROYL-2-[1-14C]ARACHIDONYL

  • 2-[(5Z,8Z,11Z,14Z)-EICOSATETRAENYLOXY]-1,3-PROPANEDIOL
  • 2-AG ETHER
  • 2-ARACHIDONYL GLYCERYL ETHER
  • 2-ARACHIDONYL GLYCEROL ETHER
  • 5Z,8Z,11Z,14Z-EICOSATETRAEN-2-GLYCERYL ETHER
  • NOLADIN ETHER
  • Noladineether
  • 2-[(5Z,8Z,11Z,14Z)-5,8,11,14-Eicosatetraen-1-yloxy]-1,3-propanediol
  • HU 310
  • 2-O-arachidonylglycerol
  • 2-[(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoxy]propane-1,3-diol
  • 1,3-Propanediol, 2-[(5Z,8Z,11Z,14Z)-5,8,11,14-eicosatetraen-1-yloxy]-
  • 222723-55-9
  • C23H40O3
  • Cannabinoid receptor