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    Dimyristoyl Lecithin

    ACTIVE PHARMA INGREDIENTS

    DIGITAL CONTENT

    PharmaCompass
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    2D Structure
    Also known as: 1,2-dimyristoyl-rac-glycero-3-phosphocholine, 18656-38-7, Dl-dimyristoylphosphatidylcholine, 13699-48-4, Dmpc, 2,3-di(tetradecanoyloxy)propyl 2-(trimethylazaniumyl)ethyl phosphate
    Molecular Formula
    C36H72NO8P
    Molecular Weight
    677.9  g/mol
    InChI Key
    CITHEXJVPOWHKC-UHFFFAOYSA-N
    FDA UNII
    U86ZGC74V5
    A synthetic phospholipid used in liposomes and lipid bilayers for the study of biological membranes.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    2,3-di(tetradecanoyloxy)propyl 2-(trimethylazaniumyl)ethyl phosphate
    2.1.2 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
    2.1.3 InChI Key
    CITHEXJVPOWHKC-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    CCCCCCCCCCCCCC(=O)OCC(COP(=O)([O-])OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCC
    2.2 Other Identifiers
    2.2.1 UNII
    U86ZGC74V5
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. 1,2 Dimyristoyl Glycero 3 Phosphorylcholine

    2. 1,2 Ditetradecanoyl Glycero 3 Phosphocholine

    3. 1,2 Ditetradecyl Glycero 3 Phosphocholine

    4. 1,2-dimyristoyl-glycero-3-phosphorylcholine

    5. 1,2-ditetradecanoyl-glycero-3-phosphocholine

    6. 1,2-ditetradecyl-glycero-3-phosphocholine

    7. Dimyristoyllecithin

    8. Dimyristoylphosphatidylcholine

    9. Dmcp

    10. Dmpc

    2.3.2 Depositor-Supplied Synonyms

    1. 1,2-dimyristoyl-rac-glycero-3-phosphocholine

    2. 18656-38-7

    3. Dl-dimyristoylphosphatidylcholine

    4. 13699-48-4

    5. Dmpc

    6. 2,3-di(tetradecanoyloxy)propyl 2-(trimethylazaniumyl)ethyl Phosphate

    7. Dl-beta,gamma-dimyristoyl-alpha-lecithin

    8. Dimyristoyl-phosphatidylcholine

    9. U86zgc74v5

    10. Chebi:241349

    11. Dimyristoyllecithin

    12. L-alpha-dimyristoylphosphatidylcholine

    13. Ncgc00181029-01

    14. (1)-(7-myristoyl-4-oxido-10-oxo-3,5,9-trioxa-4-phosphatricosyl)trimethylammonium 4-oxide

    15. 3,5,9-trioxa-4-phosphatricosan-1-aminium, 4-hydroxy-n,n,n-trimethyl-10-oxo-7-((1-oxotetradecyl)oxy)-, Inner Salt, 4-oxide

    16. Unii-u86zgc74v5

    17. Einecs 242-481-1

    18. Soy Bean Phospholipid

    19. Dsstox_cid_26816

    20. Dsstox_rid_81928

    21. 1,2-ditetradecanoyl-rac-glycerol-3-phosphocholine

    22. Dsstox_gsid_46816

    23. Schembl244839

    24. Chembl316257

    25. Dtxsid4046816

    26. Dimyristoyl-.alpha.-lecithin

    27. Tox21_112679

    28. Mfcd00066562

    29. Akos024418777

    30. Db11283

    31. Hy-w142596

    32. 1,2-dimyristoyl-phosphatidylcholine

    33. Cas-18656-38-7

    34. Cs-0204636

    35. Ft-0625421

    36. Ft-0627667

    37. Ft-0627775

    38. 1,2-dimyristoyl-dl-phosphatidylcholine

    39. D-5665

    40. D-5667

    41. Dimyristoyl Phosphatidylcholine, (+/-)

    42. 1,2-dimyristoyl-glycero-3-phosphocholine

    43. A839808

    44. 1,2-dimyristoyl-phosphatidylcholine, (+/-)

    45. 1,2-dimyristoyl-glycero-3-phosphocholine, Dl-

    46. 1,2-dimyristoyl-rac-glycero-3-phosphocholine, >=99%

    47. Q27225712

    48. 1,2-dimyristoyl-glycero-3-phosphocholine, (+/-)-

    49. 2,3-bis(1-oxotetradecoxy)propyl 2-(trimethylammonio)ethyl Phosphate

    50. 2,3-bis(tetradecanoyloxy)propyl 2-(trimethylammonio)ethyl Phosphate

    51. 2,3-bis(tetradecanoyloxy)propyl 2-(trimethylazaniumyl)ethyl Phosphate

    52. [2-({[2,3-bis(tetradecanoyloxy)propyl] Phosphonato}oxy)ethyl]trimethylazanium

    53. 3,5,9-trioxa-4-phosphatricosan-1-aminium,4-hydroxy-n,n,n-trimethyl-10-oxo-7-[(1-oxotetradecyl)oxy]-, Inner Salt, 4-oxide

    54. 3,5,9-trioxa-4-phosphatricosan-1-aminium,4-hydroxy-n,n,n-trimethyl-10-oxo-7-[(1-oxotetradecyl)oxy]-,inner Salt,4-oxide

    2.4 Create Date
    2005-03-28
    3 Chemical and Physical Properties
    Molecular Weight 677.9 g/mol
    Molecular Formula C36H72NO8P
    XLogP311.3
    Hydrogen Bond Donor Count0
    Hydrogen Bond Acceptor Count8
    Rotatable Bond Count36
    Exact Mass677.49955525 g/mol
    Monoisotopic Mass677.49955525 g/mol
    Topological Polar Surface Area111 Ų
    Heavy Atom Count46
    Formal Charge0
    Complexity765
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count1
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    4 Drug and Medication Information
    4.1 Drug Indication

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

    5 Pharmacology and Biochemistry
    5.1 Pharmacology

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

    5.2 MeSH Pharmacological Classification

    Indicators and Reagents

    Substances used for the detection, identification, analysis, etc. of chemical, biological, or pathologic processes or conditions. Indicators are substances that change in physical appearance, e.g., color, at or approaching the endpoint of a chemical titration, e.g., on the passage between acidity and alkalinity. Reagents are substances used for the detection or determination of another substance by chemical or microscopical means, especially analysis. Types of reagents are precipitants, solvents, oxidizers, reducers, fluxes, and colorimetric reagents. (From Grant and Hackh's Chemical Dictionary, 5th ed, p301, p499) (See all compounds classified as Indicators and Reagents.)

    5.3 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.