CAS 4421-58-3

(7R)-4-Hydroxy-7-(hydroxymethyl)-N,N,N-trimethyl-9-oxo-3,5,8-trioxa-4-phosphahexacosan-1-aminium inner salt 4-oxide

Description:

(7R)-4-Hydroxy-7-(hydroxymethyl)-N,N,N-trimethyl-9-oxo-3,5,8-trioxa-4-phosphahexacosan-1-aminium inner salt 4-oxide, with CAS number 4421-58-3, is a complex organic compound characterized by its unique structural features, including multiple functional groups such as hydroxyl, oxo, and phosphonium moieties. This compound is notable for its quaternary ammonium structure, which imparts cationic properties, making it potentially useful in various applications, including as a surfactant or in drug delivery systems. The presence of multiple ether linkages contributes to its solubility in polar solvents, while the phosphonium group enhances its reactivity and interaction with biological systems. Its stereochemistry, indicated by the (7R) configuration, suggests specific spatial arrangements that may influence its biological activity and interactions. Overall, this compound exemplifies the complexity and diversity of synthetic organic chemistry, with potential implications in fields such as medicinal chemistry, materials science, and biochemistry.

Formula: C₂₆H₅₄NO₇P

InChI: InChI=1S/C26H54NO7P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-26(29)34-25(23-28)24-33-35(30,31)32-22-21-27(2,3)4/h25,28H,5-24H2,1-4H3/t25-/m1/s1

InChI key: InChIKey=IQGPMZRCLCCXAG-RUZDIDTESA-N

SMILES: [C@@H](COP(OCC[N+](C)(C)C)(=O)[O-])(OC(CCCCCCCCCCCCCCCCC)=O)CO

Synonyms:

• Choline, hydroxide, dihydrogen phosphate, inner salt, 1-ester with 2-monostearin, L-
• (7R)-4-Hydroxy-7-(hydroxymethyl)-N,N,N-trimethyl-9-oxo-3,5,8-trioxa-4-phosphahexacosan-1-aminium inner salt 4-oxide
• 3,5,8-Trioxa-4-phosphahexacosan-1-aminium, 4-hydroxy-7-(hydroxymethyl)-N,N,N-trimethyl-9-oxo-, inner salt, 4-oxide, (7R)-
• 3,5,8-Trioxa-4-phosphahexacosan-1-aminium, 4-hydroxy-7-(hydroxymethyl)-N,N,N-trimethyl-9-oxo-, inner salt, 4-oxide, (R)-
• 2-Stearoyl-sn-glycero-3-phosphocholine
• (R)-3-hydroxy-2-(stearoyloxy)propyl (2-(trimethylammonio)ethyl) phosphate

2-Stearoyl-sn-glycero-3-PC

CAS: 4421-58-3

Formula: C₂₆H₅₄NO₇P

Color and Shape: Solid

Molecular weight: 523.6832

Ref: IN-DA00DEZB

2-Stearoyl-d35-sn-glycero-3-phosphocholine

Controlled Product

CAS: 4421-58-3

Applications 2-Stearoyl-d35-sn-glycero-3-phosphocholine is labelled 2-Stearoyl-sn-glycero-3-phosphocholine (S686575) which is a fatty acid that when in complex acyl-CoA acts as an Acyltransferase enzyme. Found in mice after exposure to endocrine disruptors DEHP and Aroclor 1254.
References Zhang, J. et al.: J. Pharmaceut. Biomed., 66, 287 (2012); Holub, B.J.: BBA-Lipid. Lipid. Met., 664, 221 (1981)

Formula: C₂₆D₃₅H₁₉NO₇P

Color and Shape: Neat

Molecular weight: 558.899

Ref: TR-S686577

2-Stearoyl-sn-glycero-3-phosphocholine

Controlled Product

CAS: 4421-58-3

Stability Hygroscopic
Applications A fatty acid that when in complex acyl-CoA acts as an Acyltransferase enzyme. Found in mice after exposure to endocrine disruptors DEHP and Aroclor 1254.
References Zhang, J. et al.: J. Pharmaceut. Biomed., 66, 287 (2012); Holub, B.J.: BBA-Lipid. Lipid. Met., 664, 221 (1981)

Formula: C₂₆H₅₄NO₇P

Color and Shape: Neat

Molecular weight: 523.68

Ref: TR-S686575

2-18:0 Lyso PC

CAS: 4421-58-3

2-18:0 Lyso PC is a hydrophobic molecule with a detector response that can be characterized by parameters such as interaction, symmetry, and linearity. Transition profiles can be used to identify the type of detector response. The transition profile for 2-18:0 Lyso PC has been shown to be symmetric, leading to a linear response.
2-18:0 Lyso PC interacts with membranes because of its hydrophobic nature. This interaction leads to membrane perturbations that can be detected using the spectroscopic technique. These perturbations in the membrane are caused by changes in the acyl chains within the membrane, which can be identified through their asymmetry.

Formula: C₂₆H₅₄NO₇P

Purity: Min. 95%

Molecular weight: 523.68 g/mol

Ref: 3D-EAA42158

2-Stearoyl-sn-glycero-3-phosphocholine

CAS: 4421-58-3

Formula: C₂₆H₅₄NO₇P

Molecular weight: 523.69

Ref: ST-EA-CP-M151011

2-Stearoyl-sn-glycero-3-PC

CAS: 4421-58-3

2-Stearoyl-sn-glycero-3-phosphatidylcholine (2-Stearoyl-sn-glycero-3-PC) is a lysophospholipid characterized by the presence of stearic acid at the sn-2 position. This compound has been identified in the myocardium of rabbits.

Formula: C₂₆H₅₄NO₇P

Color and Shape: Solid

Molecular weight: 523.68

Ref: TM-T84951