1-Stearoyl-2-arachidonoyl-sn-glycerol - Moligand™, ≥95%, 25mg/ml in methyl acetate , Activator of TRPC6, CAS No.65914-84-3, Activator of TRPC6

CAS: 65914-84-3 Cat. No.: S347974 Molecular Weight: 645.01 Beilstein Registry Number: 2198923 PubChem CID: 6438587

GRADE & PURITY Moligand™, ≥95%, 25mg/ml in methyl acetate

Synonyms

DG(18:0/20:4(omega-6)/0:0) | DG(18:0/20:4omega6) | (2S)-1-hydroxy-3-(octadecanoyloxy)propan-2-yl (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate | DTXSID80178317 | GTPL2437 | HY-131897 | SCHEMBL3504222 | BSPBio_001407 | CHEBI:75728 | 5,8,11,14-Eicosatetraenoi

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

1-Stearoyl-2-arachidonoyl-sn-glycerol is a diacylglycerol derivative, and an endogenous activator of PKC (protein kinase C). 1-Stearoyl-2-arachidonoyl-sn-glycerol is produced via receptor-mediated inositol phospholipid hydrolysis. 1-Stearoyl-2-arachidonoyl-sn-glycerol is an activator of PKCβ, PKCε and PKCα.

Specifications

Synonyms

DG(18:0/20:4(omega-6)/0:0) | DG(18:0/20:4omega6) | (2S)-1-hydroxy-3-(octadecanoyloxy)propan-2-yl (5Z, 8Z, 11Z, 14Z)-icosa-5, 8, 11, 14-tetraenoate | DTXSID80178317 | GTPL2437 | HY-131897 | SCHEMBL3504222 | BSPBio_001407 | CHEBI:75728 | 5, 8, 11, 14-Eicosatetraenoi

Specifications & Purity

Moligand™, ≥95%, 25mg/ml in methyl acetate

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

ACTIVATOR

Mechanism of action

Activator of TRPC6

Note

Store, as supplied, at -20°C for up to 1 year. Store solutions at -20°C for up to 2 months.

Purity

≥95%

Names and Identifiers

• Canonical Smiles: CCCCCCCCCCCCCCCCCC(=O)OCC(CO)OC(=O)CCCC=CCC=CCC=CCC=CCCCCC
• IUPAC Name: [(2S)-1-hydroxy-3-octadecanoyloxypropan-2-yl] (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate
• InChIKey: NSXLMTYRMFVYNT-IUJDHQGTSA-N
• INCHI: 1S/C41H72O5/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-36-41(44)46-39(37-42)38-45-40(43)35-33-31-29-27-25-23-21-18-16-14-12-10-8-6-4-2/h11,13,17,19,22,24,28,30,39,42H,3-10,12,14-16,18,20-21,23,25-27,29,31-38H2,1-2H3/b13-11-,19-17-,24-22-,30-28-/t39-/m0/s1
• Isomeric SMILES: CCCCCCCCCCCCCCCCCC(=O)OC[C@H](CO)OC(=O)CCC/C=C\C/C=C\C/C=C\C/C=C\CCCCC
• WGK Germany: 3
• PubChem CID: 6438587
• Molecular Weight: 645.01
• Beilstein: 2198923

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Class Glycerolipids
      • Subclass Diradylglycerols
        • Level5 Diacylglycerols
          • Level6 1,2-diacylglycerols

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Class: Glycerolipids
• Subclass: Diradylglycerols
• Intermediate Tree Nodes: Diacylglycerols
• Direct Parent: 1,2-diacylglycerols
• Alternative Parents: Fatty acid esters Dicarboxylic acids and derivatives Carboxylic acid esters Primary alcohols Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: 1,2-acyl-sn-glycerol - Fatty acid ester - Fatty acyl - Dicarboxylic acid or derivatives - Carboxylic acid ester - Carboxylic acid derivative - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Primary alcohol - Organooxygen compound - Carbonyl group - Alcohol - Aliphatic acyclic compound
• Description: This compound belongs to the class of organic compounds known as 1,2-diacylglycerols. These are diacylglycerols containing a glycerol acylated at positions 1 and 2.
• External Descriptors: Diacylglycerols

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)

TRPC6 Tchem Short transient receptor potential channel 6 (0 Activities)

Discover Target: TRPC6

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

Chemical and Physical Properties

• Solubility: Soluble in DMSO (5 mg/ml), 100% ethanol, water (partly miscible), and chloroform (20 mg/ml).
• Refractive Index: n20D1.49 (Predicted)
• Boil Point(°C): 689.18° C at 760 mmHg (Predicted)
• Molecular Weight: 645.000 g/mol
• XLogP3: 14.300
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 36
• Exact Mass: 644.538 Da
• Monoisotopic Mass: 644.538 Da
• Topological Polar Surface Area: 72.800 Ų
• Heavy Atom Count: 46
• Formal Charge: 0
• Complexity: 782.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 1
• 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