CAS 86288-11-1

3,5,8-Trioxa-4-phosphaoctacosa-13,16,19,22-tetraen-1-aminium, 7-[(hexadecyloxy)methyl]-4-hydroxy-N,N,N-trimethyl-9-oxo-, inner salt, 4-oxide, (7R,13Z,16Z,19Z,22Z)-

Description:

3,5,8-Trioxa-4-phosphaoctacosa-13,16,19,22-tetraen-1-aminium, 7-[(hexadecyloxy)methyl]-4-hydroxy-N,N,N-trimethyl-9-oxo-, inner salt, 4-oxide, (7R,13Z,16Z,19Z,22Z)-, is a complex organic compound characterized by its unique structural features, including multiple functional groups such as aminium, hydroxy, and phospho groups. This compound is notable for its amphiphilic nature, which arises from the presence of a long hydrophobic hexadecyl chain and hydrophilic ionic groups, making it suitable for applications in surfactants and emulsifiers. The presence of multiple double bonds in its structure contributes to its reactivity and potential use in photochemical applications. Additionally, the inner salt formation indicates a stable ionic interaction within the molecule, enhancing its solubility in polar solvents. Its stereochemistry, denoted by the specific configuration at various positions, suggests potential biological activity, making it of interest in pharmaceutical and biochemical research. Overall, this compound exemplifies the intricate relationship between molecular structure and functional properties in organic chemistry.

Formula: C₄₄H₈₂NO₇P

InChI: InChI=1S/C44H82NO7P/c1-6-8-10-12-14-16-18-20-22-23-24-25-27-29-31-33-35-37-44(46)52-43(42-51-53(47,48)50-40-38-45(3,4)5)41-49-39-36-34-32-30-28-26-21-19-17-15-13-11-9-7-2/h14,16,20,22,24-25,29,31,43H,6-13,15,17-19,21,23,26-28,30,32-42H2,1-5H3/b16-14-,22-20-,25-24-,31-29-/t43-/m1/s1

InChI key: InChIKey=DUUSFCFZBREELS-WWBBCYQPSA-N

SMILES: [C@H](OC(CCC/C=C\C/C=C\C/C=C\C/C=C\CCCCC)=O)(COP(OCC[N+](C)(C)C)(=O)[O-])COCCCCCCCCCCCCCCCC

Synonyms:

• (13Z,16Z,19Z,22Z)-7-[(hexadecyloxy)methyl]-4-hydroxy-N,N,N-trimethyl-9-oxo-3,5,8-trioxa-4-phosphaoctacosa-13,16,19,22-tetraen-1-aminium 4-oxide
• (2R)-3-(hexadecyloxy)-2-[(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoyloxy]propyl 2-(trimethylammonio)ethyl phosphate
• 3,5,8-Trioxa-4-phosphaoctacosa-13,16,19,22-tetraen-1-aminium, 7-[(hexadecyloxy)methyl]-4-hydroxy-N,N,N-trimethyl-9-oxo-, inner salt, 4-oxide, (7R,13Z,16Z,19Z,22Z)-
• 3,5,8-Trioxa-4-phosphaoctacosa-13,16,19,22-tetraen-1-aminium, 7-[(hexadecyloxy)methyl]-4-hydroxy-N,N,N-trimethyl-9-oxo-, inner salt, 4-oxide, [R-(all-Z)]-
• 1-O-Hexadecyl-2-arachidonoyl-sn-glycero-3-phosphocholine

C16-20:4 PC

CAS: 86288-11-1

Phosphatidylcholine (PC) is a phospholipid that is an important component of biological membranes. It is composed of choline and fatty acids, the most common being C16-20:4. PC is synthesized by the enzyme lecithin:cholesterol acyltransferase (LCAT). The synthesis of PC requires acetylation, which can be performed by a number of different enzymes. PC has been shown to have anti-apoptotic effects and has been found to inhibit platelet activation in vivo. PC also activates macrophage-like cells, which may be due to its oxidation products.

Formula: C₄₄H₈₂NO₇P

Purity: Min. 95%

Molecular weight: 768.1 g/mol

Ref: 3D-LDA28811

1-O-hexadecyl-2-Arachidonoyl-sn-glycero-3-PC

CAS: 86288-11-1

1-O-Hexadecyl-2-arachidonoyl-sn-glycero-3-PC undergoes acylation through the action of CoA-independent transacylase, transforming lyso-PAF C-16 into this compound. It serves as the predominant precursor in the biosynthesis of PAF C-16 via the remodeling pathway.

Formula: C₄₄H₈₃NO₇P

Color and Shape: Solid

Molecular weight: 769.121

Ref: TM-T84611