(2R)-3-(Stearoyloxy)-2-(tetradecanoyloxy)propyl 2-(trimethylammonio)ethyl phosphate | CAS No. 20664-02-2

(2R)-3-(Stearoyloxy)-2-(tetradecanoyloxy)propyl 2-(trimethylammonio)ethyl phosphate

Basic Information

CAS Number

20664-02-2

Molecular Formula

C40H80NO8P

Molecular Weight

734 g/mol

AD

Basic Physical Properties

Boiling Point

°Cat760mmHg

CCCCCCCCCCCCCCCCCC(=O)OCC(COP(=O)([O-])OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCC

InChI

InChI=1S/C40H80NO8P/c1-6-8-10-12-14-16-18-19-20-21-23-24-26-28-30-32-39(42)46-36-38(37-48-50(44,45)47-35-34-41(3,4)5)49-40(43)33-31-29-27-25-22-17-15-13-11-9-7-2/h38H,6-37H2,1-5H3/t38-/m1/s1

InChIKey

MZWGYEJOZNRLQE-KXQOOQHDSA-N

LogP

11.68200

Complexity

826

Synonyms & References

English

  • F77070
  • 18:0-14:0 PC
  • (2R)-3-(octadecanoyloxy)-2-(tetradecanoyloxy)propyl 2-(trimethylazaniumyl)ethyl phosphate
  • 3,5,9-Trioxa-4-phosphaheptacosan-1-aminium, 4-hydroxy-N,N,N-trimethyl-10-oxo-7-[(1-oxotetradecyl)oxy]-, inner salt, 4-oxide, (7R)-
  • 3,5,9-Trioxa-4-phosphaheptacosan-1-aminium,4-hydroxy-N,N,N-trimethyl-10-oxo-7-[(1-oxotetradecyl)oxy]-,innersalt,4-oxide,(7R)-
  • PD019003
  • PC(18:0/14:0)
  • [(2R)-3-octadecanoyloxy-2-tetradecanoyloxypropyl] 2-(trimethylazaniumyl)ethyl phosphate
  • HY-142988
  • SMPC
  • BP-26327
  • LMGP01010739
  • Phosphatidylcholine(18:0/14:0)
  • CS-0374713
  • 1-octadecanoyl-2-tetradecanoyl-sn-glycero-3-phosphocholine
  • 20664-02-2
  • 1-stearoyl-2-myristoyl-sn-glycero-3-phosphocholine
  • SCHEMBL236085
  • CHEBI:86089
  • Stearin, 2-myristo-1-, dihydrogen phosphate, monoester with choline hydroxide, inner salt, (R)-
  • MZWGYEJOZNRLQE-KXQOOQHDSA-N
  • 3,5,9-Trioxa-4-phosphaheptacosan-1-aminium, 4-hydroxy-N,N,N-trimethyl-10-oxo-7-((1-oxotetradecyl)oxy)-, inner salt, 4-oxide, (R)-
  • 1-Stearoyl-2-myristoyl-sn-glycero-3-PC
  • 1-Stearoyl-2-myristoylphosphatidylcholine
  • Choline, hydroxide, dihydrogen phosphate, inner salt, ester with 2-myristo-1-stearin, L-
  • DTXSID90174704
  • (R)-3-(Stearoyloxy)-2-(tetradecanoyloxy)propyl (2-(trimethylammonio)ethyl) phosphate
  • 1-Stearoyl-2-myristoyl-sn-glycero-3-phosphoryl choline
  • Q27158887
  • 3,5,9-Trioxa-4-phosphaheptacosan-1-aminium, 4-hydroxy-N,N,N-trimethyl-10-oxo-7-[(1-oxotetradecyl)oxy]-, inner salt, 4-oxide, (R)-
  • Myristin, 1-stearo-2-, dihydrogen phosphate, monoester with choline hydroxide, inner salt, L-

MDL Number

MFCD00674329

FAQ

What are the physical and chemical properties of (2R)-3-(Stearoyloxy)-2-(tetradecanoyloxy)propyl 2-(trimethylammonio)ethyl phosphate (CAS: 20664-02-2)?

The compound has a crystalline form with a molecular weight of approximately 811.4 g/mol. It is poorly soluble in water but soluble in organic solvents. This phosphatide exhibits moderate reactivity, particularly towards nucleophiles and bases. It may undergo hydrolysis and ester exchange reactions under certain conditions.

How is (2R)-3-(Stearoyloxy)-2-(tetradecanoyloxy)propyl 2-(trimethylammonio)ethyl phosphate (CAS: 20664-02-2) typically synthesized?

The compound is synthesized via the condensation of stearoyl and tetradecanoyl derivatives with a trimethylammonium phospholipid. Common solvents like dichloromethane are used, with a catalyst like 4-(dimethylamino)pyridine (DMAP) to improve yield and selectivity. The reaction is typically carried out at room temperature.

What industries use (2R)-3-(Stearoyloxy)-2-(tetradecanoyloxy)propyl 2-(trimethylammonio)ethyl phosphate (CAS: 20664-02-2)?

This phospholipid is used in various industries, including pharmaceuticals for its stability and biocompatibility, polymers for functionalization and surface modification, and sensors for detection and analysis applications. It may also find applications in semiconductors for specific surface coatings and treatments.

What precautions should be taken when handling (2R)-3-(Stearoyloxy)-2-(tetradecanoyloxy)propyl 2-(trimethylammonio)ethyl phosphate (CAS: 20664-02-2)?

Handle the compound in a well-ventilated area or fume hood to avoid inhalation of vapors. Wear appropriate personal protective equipment (PPE), including gloves, goggles, and a lab coat. Avoid contact with skin and eyes. In case of spill, neutralize with a suitable base and dispose of according to local regulations. Always refer to the Safety Data Sheet (SDS) for detailed safety information.

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