Virodhamine - Moligand™, ≥98% , Agonist of GPR55, CAS No.287937-12-6, Agonist of GPR55

CAS: 287937-12-6 Cat. No.: V341165 Molecular Weight: 347.53 EC Number: 200-578-6 PubChem CID: 5712057

GRADE & PURITY Moligand™, ≥98%

Synonyms

(5Z,8Z,11Z,14Z)-Icosa-5,8,11,14-tetraenoic acid 2-amino-ethyl ester | 5,8,11,14-Eicosatetraenoic acid, 2-aminoethyl ester, (5Z,8Z,11Z,14Z)- | (2-Aminoethyl) 5Z,8Z,11Z,14Z-eicosatetraen ester | BDBM50171285 | O-arachidonoyl ethanolamine | Arachidonic Acid-

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Endogenous cannabinoid receptor mixed antagonist/agonist found in higher concentrations peripherally than anandamide. Full agonist at GPR55 and CB2 and partial antagonist/agonist at CB1 (EC|50|values are 12, 381 and 2920 nM at GPR55, CB2 and CB1 receptors respectively). Induces hypothermia in vivo.

Specifications

Synonyms

(5Z, 8Z, 11Z, 14Z)-Icosa-5, 8, 11, 14-tetraenoic acid 2-amino-ethyl ester | 5, 8, 11, 14-Eicosatetraenoic acid, 2-aminoethyl ester, (5Z, 8Z, 11Z, 14Z)- | (2-Aminoethyl) 5Z, 8Z, 11Z, 14Z-eicosatetraen ester | BDBM50171285 | O-arachidonoyl ethanolamine | Arachidonic Acid-

Specifications & Purity

Moligand™, ≥98%

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

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%

Product Properties

• pKa: pKa: 7.68 (Predicted)
• Ki Data: Cannabinoid CB1 receptor: Ki= 1900 nM (Rattus norvegicus); Cannabinoid CB2 receptor: Ki= 1400 nM (Rattus norvegicus)

Names and Identifiers

• Pubchem Sid: 504763948
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504763948
• Canonical Smiles: CCCCCC=CCC=CCC=CCC=CCCCC(=O)OCCN
• IUPAC Name: 2-aminoethyl (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate
• InChIKey: DLHLOYYQQGSXCC-DOFZRALJSA-N
• INCHI: 1S/C22H37NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-22(24)25-21-20-23/h6-7,9-10,12-13,15-16H,2-5,8,11,14,17-21,23H2,1H3/b7-6-,10-9-,13-12-,16-15-
• Isomeric SMILES: CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)OCCN
• RTECS: KQ6300000
• PubChem CID: 5712057
• Molecular Weight: 347.53

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Class Fatty Acyls
      • Subclass Fatty acid esters

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Class: Fatty Acyls
• Subclass: Fatty acid esters
• Intermediate Tree Nodes: Not available
• Direct Parent: Fatty acid esters
• Alternative Parents: Carboxylic acid esters Amino acids and derivatives Monocarboxylic acids and derivatives Organopnictogen compounds Organic oxides Monoalkylamines Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Fatty acid ester - Amino acid or derivatives - Carboxylic acid ester - Carboxylic acid derivative - Monocarboxylic acid or derivatives - Primary amine - Organooxygen compound - Organonitrogen compound - Amine - Primary aliphatic amine - Organopnictogen compound - Organic oxygen compound - Carbonyl group - Organic nitrogen compound - Hydrocarbon derivative - Organic oxide - Aliphatic acyclic compound
• Description: This compound belongs to the class of organic compounds known as fatty acid esters. These are carboxylic ester derivatives of a fatty acid.
• External Descriptors: Other Fatty Acyls

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)

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)

VDR Tclin Vitamin D receptor (26531 Activities)

Discover Target: VDR

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

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

THRB Tclin Thyroid hormone receptor beta-1 (7926 Activities)

Discover Target: THRB

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

EHMT2 Tchem Histone-lysine N-methyltransferase, H3 lysine-9 specific 3 (93046 Activities)

Discover Target: EHMT2

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

Associated Targets(non-human)

Mapt Microtubule-associated protein tau (6 Activities)

Discover Target: Mapt

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

Rorc Nuclear receptor ROR-gamma (89407 Activities)

Discover Target: Rorc

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

ffp 4'-phosphopantetheinyl transferase ffp (24982 Activities)

Discover Target: ffp

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 Ethanol (supplied pre-dissolved in anhydrous ethanol, 5mg/ml)
• Refractive Index: n20D1.50 (Predicted)
• Molecular Weight: 347.500 g/mol
• XLogP3: 5.700
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 17
• Exact Mass: 347.282 Da
• Monoisotopic Mass: 347.282 Da
• Topological Polar Surface Area: 52.300 Ų
• Heavy Atom Count: 25
• Formal Charge: 0
• Complexity: 408.000
• 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