Noladin ether - Moligand™, ≥98%, a solution in ethanol , Agonist of GPR55, CAS No.222723-55-9, Agonist of GPR55

CAS: 222723-55-9 Cat. No.: N276283 Molecular Weight: 364.6

GRADE & PURITY Moligand™, ≥98%, a solution in ethanol

Synonyms

Noladin | 2-AG ether | 6,7-DIHYDRO-5H-PYRINDINE | BCP04588 | PD020897 | BDBM50171296 | 2-O-(5Z,8Z,11Z,14Z)-eicosatetraenylglycerol | EINECS 208-606-9 | HY-110014 | 2-[((11Z,14Z)-Icosa-5,8,11,14-tetraenyl)oxy]-propane-1,3-diol | 2-[(5Z,8Z,11Z,14Z)-icosa-5,

Storage

Desiccated,Store at -80°C

Shipped In

Dry ice packs + Cold packs

Overview

Noladin ether (2-Arachidonyl glycerol ether) is a stable analog of the endogenous cannabanoid 2-Arachidonylglycerol (2-AG) with selectivity for CB1 receptors. Noladin ether is a CB1 agonist. The Ki values for CB1 vs CB2 receptors are 21.2 nM and 3 mM, respectively. Noladin ether induces sedation and has modest antinociceptive activity in vivo, and reduces inter ocular pressure after administration in the eye.
2-Arachidonyl glycerol ether (2-AG ether) is supplied as a solution in ethanol. To change the solvent, simply evaporate the ethanol under a gentle stream of nitrogen and immediately add the solvent of choice. Solvents such as DMSO and dimethyl formamide purged with an inert gas can be used.

Specifications

Synonyms

Noladin | 2-AG ether | 6, 7-DIHYDRO-5H-PYRINDINE | BCP04588 | PD020897 | BDBM50171296 | 2-O-(5Z, 8Z, 11Z, 14Z)-eicosatetraenylglycerol | EINECS 208-606-9 | HY-110014 | 2-[((11Z, 14Z)-Icosa-5, 8, 11, 14-tetraenyl)oxy]-propane-1, 3-diol | 2-[(5Z, 8Z, 11Z, 14Z)-icosa-5,

Specifications & Purity

Moligand™, ≥98%, a solution in ethanol

Storage

Desiccated, Store at -80°C

Shipped In

Dry ice packs + Cold packs

This product requires cold chain shipping. Ground and other economy services are not available.

Grade

Moligand™

Action Type

AGONIST

Mechanism of action

Agonist of GPR55

Purity

≥98%

Names and Identifiers

• Canonical Smiles: CCCCCC=CCC=CCC=CCC=CCCCCOC(CO)CO
• IUPAC Name: 2-[(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoxy]propane-1,3-diol
• InChIKey: CUJUUWXZAQHCNC-DOFZRALJSA-N
• INCHI: 1S/C23H40O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-26-23(21-24)22-25/h6-7,9-10,12-13,15-16,23-25H,2-5,8,11,14,17-22H2,1H3/b7-6-,10-9-,13-12-,16-15-
• Isomeric SMILES: CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCCOC(CO)CO
• Molecular Weight: 364.6
• Reaxy-Rn: 33001544
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=33001544&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Class Endocannabinoids

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Class: Endocannabinoids
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Endocannabinoids
• Alternative Parents: Monoalkylglycerols Glycerol ethers Dialkyl ethers Primary alcohols Hydrocarbon derivatives
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: 2-arachidonylglyceryl-ether-skeleton - Monoalkylglycerol - Monoradylglycerol - Glycerolipid - Glycerol ether - Ether - Dialkyl ether - Organic oxygen compound - Hydrocarbon derivative - Primary alcohol - Organooxygen compound - Alcohol - Aliphatic acyclic compound
• Description: This compound belongs to the class of organic compounds known as endocannabinoids. These are arachidonic acid derivatives containing either an N-acetylethanolamine(type 1) or a glycerol(types 2 and 3) moiety attached to the aliphatic tail.
• External Descriptors: Monoacylglycerols

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

CNR1 Tclin Cannabinoid receptor 1 (2 Activities)

Discover Target: CNR1

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

GPR55 Tclin G-protein coupled receptor 55 (1 Activities)

Discover Target: GPR55

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

CNR1 Tclin Cannabinoid CB1 receptor (20913 Activities)

Discover Target: CNR1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CNR2 Tchem Cannabinoid CB2 receptor (16942 Activities)

Discover Target: CNR2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

ALDH1A1 Tchem Aldehyde dehydrogenase 1A1 (77053 Activities)

Discover Target: ALDH1A1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

POLK Tbio DNA polymerase kappa (8653 Activities)

Discover Target: POLK

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

Cruzipain (33337 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

FTL Ferritin light chain (43324 Activities)

Discover Target: FTL

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in DMSO to 100 mM and in ethanol to 50 mM
• Molecular Weight: 364.600 g/mol
• XLogP3: 5.700
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 18
• Exact Mass: 364.298 Da
• Monoisotopic Mass: 364.298 Da
• Topological Polar Surface Area: 49.700 Ų
• Heavy Atom Count: 26
• Formal Charge: 0
• Complexity: 379.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 4
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 4
• Covalently-Bonded Unit Count: 1