1,2-Dipalmitoyl-sn-glycerol(16:0 DG) - ≥98% , CAS No.30334-71-5

CAS: 30334-71-5 Cat. No.: D1439699 Molecular Weight: 568.91 Beilstein Registry Number: 1730209 EC Number: 250-131-4 PubChem CID: 644078

GRADE & PURITY ≥98%

Synonyms

Hexadecanoic Acid 1,1'-[(1S)-1-(Hydroxymethyl)-1,2-Ethanediyl] Ester | [1-(Hexadecanoyloxymethyl)-2-Hydroxy-Ethyl] Hexadecanoate | Hexadecanoic Acid [1-(Hydroxymethyl)-2-(1-Oxohexadecoxy)Ethyl] Ester | Palmitic Acid [1-(Hexadecanoyloxymethyl)-2-Hydroxy-Et

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

1,2-dipalmitoyl-sn-glycerol(16:0 DG) is a longer acyl chains containing diacylglycerol.In biochemical signaling, diacylglycerol (DAG) functions as a second messenger signaling lipid, and is a product of the hydrolysis of the phospholipid PIP2 (phosphatidylinositolbisphosphate) by the enzyme phospholipase C (PLC) (a membrane-bound enzyme) that, through the same reaction, produces inositol trisphosphate (IP3). Although inositol trisphosphate (IP3) diffuses into the cytosol, DAG remains within the plasma membrane due to its hydrophobic properties. IP3 stimulates the release of calcium ions from the smooth endoplasmic reticulum, whereas DAG is a physiological activator of protein kinase C (PKC). The production of DAG in the membrane facilitates translocation of PKC from the cytosol to the plasma membrane.Diacylglycerol mimicks the effects of the tumor-promoting compounds phorbol esters.

Specifications

Synonyms

Hexadecanoic Acid 1, 1'-[(1S)-1-(Hydroxymethyl)-1, 2-Ethanediyl] Ester | [1-(Hexadecanoyloxymethyl)-2-Hydroxy-Ethyl] Hexadecanoate | Hexadecanoic Acid [1-(Hydroxymethyl)-2-(1-Oxohexadecoxy)Ethyl] Ester | Palmitic Acid [1-(Hexadecanoyloxymethyl)-2-Hydroxy-Et

Specifications & Purity

≥98%

Biochemical and Physiological Mechanisms

1, 2-dipalmitoyl-sn-glycerol(16:0 DG) fails to prevent the late fission events in Golgi membrane. Supplementation of 16:0 DG promotes bacterial growth by preventing sporangia.

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.

Purity

≥98%

Names and Identifiers

• Canonical Smiles: CCCCCCCCCCCCCCCC(=O)OCC(CO)OC(=O)CCCCCCCCCCCCCCC
• IUPAC Name: [(2S)-2-hexadecanoyloxy-3-hydroxypropyl] hexadecanoate
• InChIKey: JEJLGIQLPYYGEE-XIFFEERXSA-N
• INCHI: 1S/C35H68O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-34(37)39-32-33(31-36)40-35(38)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h33,36H,3-32H2,1-2H3/t33-/m0/s1
• Isomeric SMILES: CCCCCCCCCCCCCCCC(=O)OC[C@H](CO)OC(=O)CCCCCCCCCCCCCCC
• WGK Germany: 3
• PubChem CID: 644078
• Molecular Weight: 568.91
• Beilstein: 1730209

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

Chemical and Physical Properties

• Solubility: Solubility in Ethanol: 5.56 mg/mL (9.77 mM; soluble with sonication (<60 °C)); Solubility in DMSO: 2 mg/mL (3.52 mM; soluble with sonication (<60 °C); Hygroscopic DMSO significantly affects the solubility of the product; use freshly opened DMSO).
• Sensitivity: Light sensitive