DL-dimyristoylphosphatidylcholine

Identification

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Name
DL-dimyristoylphosphatidylcholine
Accession Number
DB11283  (DBSALT001574)
Type
Small Molecule
Groups
Approved
Description

A synthetic phospholipid used in liposomes and lipid bilayers for the study of biological membranes. It is used in commercial drug preparations to solubilize drugs for injection [1]

Structure
Thumb
Synonyms
  • dimyristoyl phosphatidylcholine
  • dimyristoyl-phosphatidylcholine
  • Dimyristoylphosphatidylcholine
  • Dimyristoylphosphatidylcholine, DL-
  • DMPC
  • l-α-dimyristoylphosphatidylcholine
Mixture Products
NameIngredientsDosageRouteLabellerMarketing StartMarketing End
AbelcetDL-dimyristoylphosphatidylcholine (3.4 mg/1mL) + Amphotericin B (5 mg/1mL) + DL-dimyristoylphosphatidylglycerol (1.5 mg/1mL)InjectionIntravenousLeadiant Biosciences, Inc.2010-10-18Not applicableUs
Categories
UNII
U86ZGC74V5
CAS number
18656-38-7
Weight
Average: 677.945
Monoisotopic: 677.49955528
Chemical Formula
C36H72NO8P
InChI Key
CITHEXJVPOWHKC-UHFFFAOYSA-N
InChI
InChI=1S/C36H72NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-35(38)42-32-34(33-44-46(40,41)43-31-30-37(3,4)5)45-36(39)29-27-25-23-21-19-17-15-13-11-9-7-2/h34H,6-33H2,1-5H3
IUPAC Name
(2-{[2,3-bis(tetradecanoyloxy)propyl phosphono]oxy}ethyl)trimethylazanium
SMILES
CCCCCCCCCCCCCC(=O)OCC(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCC

Pharmacology

Indication

DL-dimyristoylphosphatidylcholine is not an active pharmaceutical agent and has no indication.

Pharmacodynamics

DL-dimyristoylphosphatidylcholine is a water soluble phospholipid used to solubilize drugs for injection [1].

Mechanism of action

As a phospholipid, DL-dimyristoylphosphatidylcholine can form a micelle with a hydrophobic core to contain lipophilic drugs while maintaining a hyrophilic outer portion to allow increased solubility of the drug in the aqueous environment of the blood or gastrointestinal tract [1].

Absorption
Not Available
Volume of distribution
Not Available
Protein binding
Not Available
Metabolism
Not Available
Route of elimination
Not Available
Half life
Not Available
Clearance
Not Available
Toxicity
Not Available
Affected organisms
Not Available
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
Not Available
Food Interactions
Not Available

References

General References
  1. Strickley RG: Solubilizing excipients in oral and injectable formulations. Pharm Res. 2004 Feb;21(2):201-30. [PubMed:15032302]
External Links
ChemSpider
24408
ChEBI
241349
ChEMBL
CHEMBL316257

Clinical Trials

Clinical Trials
Not Available

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage forms
FormRouteStrength
InjectionIntravenous
Prices
Not Available
Patents
Patent NumberPediatric ExtensionApprovedExpires (estimated)
US6406713No2002-06-182019-06-18Us

Properties

State
Not Available
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility4.03e-05 mg/mLALOGPS
logP4.57ALOGPS
logP6.34ChemAxon
logS-7.3ALOGPS
pKa (Strongest Acidic)1.86ChemAxon
pKa (Strongest Basic)-6.7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area111.19 Å2ChemAxon
Rotatable Bond Count36ChemAxon
Refractivity197.46 m3·mol-1ChemAxon
Polarizability81.72 Å3ChemAxon
Number of Rings0ChemAxon
Bioavailability0ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
Not Available

Spectra

Mass Spec (NIST)
Not Available
Spectra
Not Available

Taxonomy

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.
Kingdom
Organic compounds
Super Class
Lipids and lipid-like molecules
Class
Glycerophospholipids
Sub Class
Glycerophosphocholines
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
show 2 more
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
show 14 more
Molecular Framework
Aliphatic acyclic compounds
External Descriptors
phosphatidylcholine (CHEBI:241349)

Drug created on December 03, 2015 09:52 / Updated on November 02, 2018 07:08