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Details

Stereochemistry ABSOLUTE
Molecular Formula C36H72NO8P
Molecular Weight 677.9325
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 1,2-DIMYRISTOYL-SN-GLYCERO-3-PHOSPHOCHOLINE

SMILES

CCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCC

InChI

InChIKey=CITHEXJVPOWHKC-UUWRZZSWSA-N
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/t34-/m1/s1

HIDE SMILES / InChI

Molecular Formula C36H72NO8P
Molecular Weight 677.9325
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry EPIMERIC
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

1,2-DIMYRISTOYL-SN-GLYCERO-3-PHOSPHOCHOLINE (dimyristoyl phosphatidylcholine, DMPC) is a synthetic phospholipid used in liposomes and lipid bilayers for the study of biological membranes. DMPC is a frequently studied artificial lipid because it undergoes a phase transition at a convenient temperature. Upon cooling below 23.6°C it undergoes a transition from the liquid crystalline phase to the solid rippled phase, characterized by periodic corrugations of the bilayer.

Approval Year

Targets

Primary TargetPharmacologyConditionPotency

Conditions

ConditionModalityTargetsHighest PhaseProduct
Inactive ingredient
ABELCET
Diagnostic
IMAGENT
Primary
Unknown

Cmax

ValueDoseCo-administeredAnalytePopulation
300 mg/dL
33 mg/kg single, intravenous
PHOSPHOLIPIDS plasma
Rattus norvegicus

AUC

ValueDoseCo-administeredAnalytePopulation
703.2 mg × h/dL
33 mg/kg single, intravenous
PHOSPHOLIPIDS plasma
Rattus norvegicus

T1/2

ValueDoseCo-administeredAnalytePopulation
3.3 h
33 mg/kg single, intravenous
PHOSPHOLIPIDS plasma
Rattus norvegicus

PubMed

Sample Use Guides

In Vivo Use Guide
Cholesterol-fed rabbits infused weekly with dimyristoylphosphatidylcholine (DMPC) liposomes (300 mg/kg body weight) for five weeks had significantly decreased aortic cholesterol contents compared with saline-infused cholesterol-fed controls. Atherosclerotic plaque volume, as measured by a type of new magnetic resonance imaging analysis, also decreased significantly after DMPC treatment.
Route of Administration: Intravenous
In Vitro Use Guide
Unknown
Substance Class Chemical
Record UNII
52QK2NZ2T0
Record Status Validated (UNII)
Record Version