DL-dimyristoylphosphatidylglycerol

Identification

Logo pink
Are you a
new drug developer?
Contact us to learn more about our customized products and solutions.
Name
DL-dimyristoylphosphatidylglycerol
Accession Number
DB11284  (DBSALT001575)
Type
Small Molecule
Groups
Approved
Description

DL-dimyristoylphosphatidylglycerol is a phospholipid used in commercially available pharmaceutical preparations to solubilize drugs for injection.

Structure
Thumb
Synonyms
  • Dimyristoylphosphatidylglycerol
  • DMPG
Mixture Products
NameIngredientsDosageRouteLabellerMarketing StartMarketing End
AbelcetDL-dimyristoylphosphatidylglycerol (1.5 mg/1mL) + Amphotericin B (5 mg/1mL) + DL-dimyristoylphosphatidylcholine (3.4 mg/1mL)InjectionIntravenousLeadiant Biosciences, Inc.2010-10-18Not applicableUs
Categories
UNII
BI71WT9P3R
CAS number
61361-72-6
Weight
Average: 666.874
Monoisotopic: 666.447185355
Chemical Formula
C34H67O10P
InChI Key
BPHQZTVXXXJVHI-UHFFFAOYSA-N
InChI
InChI=1S/C34H67O10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-33(37)41-29-32(30-43-45(39,40)42-28-31(36)27-35)44-34(38)26-24-22-20-18-16-14-12-10-8-6-4-2/h31-32,35-36H,3-30H2,1-2H3,(H,39,40)
IUPAC Name
[2,3-bis(tetradecanoyloxy)propoxy](2,3-dihydroxypropoxy)phosphinic acid
SMILES
CCCCCCCCCCCCCC(=O)OCC(COP(O)(=O)OCC(O)CO)OC(=O)CCCCCCCCCCCCC

Pharmacology

Indication

DL-dimyristoylphosphatidylglycerol is not an considered an active pharmacological ingredient in pharmaceutical preparations and so has no official indications.

Pharmacodynamics

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

Mechanism of action

As a phospholipid, DL-dimyristoylphosphatidylglycerol 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
96926

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
Solid
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.000281 mg/mLALOGPS
logP6.79ALOGPS
logP9.16ChemAxon
logS-6.4ALOGPS
pKa (Strongest Acidic)1.89ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area148.82 Å2ChemAxon
Rotatable Bond Count36ChemAxon
Refractivity176.9 m3·mol-1ChemAxon
Polarizability80.16 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 phosphatidylglycerols. These are glycerophosphoglycerols in which two fatty acids are bonded to the 1-glycerol moiety through ester linkages. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions.
Kingdom
Organic compounds
Super Class
Lipids and lipid-like molecules
Class
Glycerophospholipids
Sub Class
Glycerophosphoglycerols
Direct Parent
Phosphatidylglycerols
Alternative Parents
Fatty acid esters / Dialkyl phosphates / Dicarboxylic acids and derivatives / Secondary alcohols / Carboxylic acid esters / 1,2-diols / Primary alcohols / Organic oxides / Hydrocarbon derivatives / Carbonyl compounds
Substituents
1,2-diacylglycerophosphoglycerol / Fatty acid ester / Dialkyl phosphate / Dicarboxylic acid or derivatives / Organic phosphoric acid derivative / Phosphoric acid ester / Alkyl phosphate / Fatty acyl / 1,2-diol / Carboxylic acid ester
Molecular Framework
Aliphatic acyclic compounds
External Descriptors
phosphatidylglycerol (CHEBI:60723)

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