1,2-dioleoyl-sn-glycero-3-phosphocholine - Moligand™,≥99% , CAS No.4235-95-4

CAS: 4235-95-4 Cat. No.: D130438 Molecular Weight: 786.13 Beilstein Registry Number: 3898070 EC Number: 224-193-8 PubChem CID: 10350317

GRADE & PURITY Moligand™, ≥99%

Synonyms

1,2-Dioleoyl-L-alpha-lecithin | 1,2-Dioleoyl-sn-Glycero-3-Phosphocholine | DOPC | UNII-H026DM5V6U | 1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine | (R)-2,3-Bis(oleoyloxy)propyl (2-(trimethylammonio)ethyl) phosphate

Storage

Store at -20°C,Argon charged

Shipped In

Ice chest + Ice pads

Application

Drug Delivery, Surface Modification, PEGylation of Protein, Peptide & Oligo

Overview

Product Application:

18:1 (Δ9-Cis) PC (DOPC) has been used to prepare planar supporting lipid bilayer for fluorescence microscopy and can also be used to prepare protocells

Specifications

Synonyms

1, 2-Dioleoyl-L-alpha-lecithin | 1, 2-Dioleoyl-sn-Glycero-3-Phosphocholine | DOPC | UNII-H026DM5V6U | 1, 2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine | (R)-2, 3-Bis(oleoyloxy)propyl (2-(trimethylammonio)ethyl) phosphate

Specifications & Purity

Moligand™, ≥99%

Biochemical and Physiological Mechanisms

18:1 (δ9-cis) PC (DOPC) is highly resistant to the toxic effects of dimethyl sulfoxide (DMSO)

Storage

Store at -20°C, Argon charged

Shipped In

Ice chest + Ice pads

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

Grade

Moligand™

Purity

≥99%

Names and Identifiers

• Canonical Smiles: [O-]P(OCC[N+](C)(C)C)(OC[C@]([H])(OC(CCCCCCC/C=C\CCCCCCCC)=O)COC(CCCCCCC/C=C\CCCCCCCC)=O)=O
• IUPAC Name: [(2R)-2,3-bis[[(Z)-octadec-9-enoyl]oxy]propyl] 2-(trimethylazaniumyl)ethyl phosphate
• InChIKey: SNKAWJBJQDLSFF-NVKMUCNASA-N
• INCHI: 1S/C44H84NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-43(46)50-40-42(41-52-54(48,49)51-39-38-45(3,4)5)53-44(47)37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h20-23,42H,6-19,24-41H2,1-5H3/b22-20-,23-21-/t42-/m1/s1
• Isomeric SMILES: CCCCCCCC/C=C\CCCCCCCC(=O)OC[C@H](COP(=O)([O-])OCC[N+](C)(C)C)OC(=O)CCCCCCC/C=C\CCCCCCCC
• WGK Germany: 3
• PubChem CID: 10350317
• Molecular Weight: 786.13
• Beilstein: 3898070

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Class Glycerophospholipids
      • Subclass Glycerophosphocholines

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Class: Glycerophospholipids
• Subclass: Glycerophosphocholines
• Intermediate Tree Nodes: Not available
• Direct Parent: Phosphatidylcholines
• Alternative Parents: Phosphocholines Fatty acid esters Dialkyl phosphates Dicarboxylic acids and derivatives Tetraalkylammonium salts Carboxylic acid esters Organopnictogen compounds Organic salts Organic oxides Hydrocarbon derivatives Carbonyl compounds Amines
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Diacylglycero-3-phosphocholine - Phosphocholine - Fatty acid ester - Dialkyl phosphate - Dicarboxylic acid or derivatives - Organic phosphoric acid derivative - Phosphoric acid ester - Alkyl phosphate - Fatty acyl - Quaternary ammonium salt - Tetraalkylammonium salt - Carboxylic acid ester - Carboxylic acid derivative - Organic oxygen compound - Organic nitrogen compound - Carbonyl group - Organooxygen compound - Organonitrogen compound - Organic oxide - Organopnictogen compound - Amine - Organic salt - Hydrocarbon derivative - Aliphatic acyclic compound
• Description: This compound belongs to the class of organic compounds known as phosphatidylcholines. These are glycerophosphocholines in which the two free -OH are attached to one fatty acid each through an ester linkage.
• External Descriptors: Diacylglycerophosphocholines

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

• Sensitivity: Heat sensitive;Air sensitive
• Specific Rotation[α]: 5° (C=0.5,CHCl3:MeOH=4:1)
• Molecular Weight: 786.100 g/mol
• XLogP3: 13.800
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 42
• Exact Mass: 785.593 Da
• Monoisotopic Mass: 785.593 Da
• Topological Polar Surface Area: 111.000 Ų
• Heavy Atom Count: 54
• Formal Charge: 0
• Complexity: 972.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 1
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 2
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 2
• Covalently-Bonded Unit Count: 1

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