Phosphatidylserine CAS#: 51446-62-9; ChemWhat Code: 855012
Identification
| Product Name | Phosphatidylserine |
| IUPAC Name | (2S)-2-amino-3-[[(2R)-2,3-di(octadecanoyloxy)propoxy]-hydroxyphosphoryl]oxypropanoic acid |
| Molecular Structure |  |
| CAS Registry Number | 51446-62-9 |
| MDL Number | MFCD00145110 |
| Synonyms | Distearoylphosphatidylserine Phosphatidylserine 51446-62-9 Phosphotidylserine 1,2-dioctadecanoyl-sn-glycero-3-phosphoserine Distearoyl phosphatidylserine PS(18:0/18:0) Phosphatidylserine [INCI] Phosphatidylserine(36:0) Dioctadecanoylphosphatidylserine PSer(36:0) (2S)-2-Amino-3-((((R)-2,3-bis(stearoyloxy)propoxy)-(hydroxy)phosphoryl)oxy)propanoic acid Phosphatidyl serine [WHO-DD] 394XK0IH40 Phosphatidylserine(18:0/18:0) PSer(18:0/18:0) 1,2-distearoyl-sn-glycero-3-phosphoserine (2S)-2-amino-3-[[(2R)-2,3-di(octadecanoyloxy)propoxy]-hydroxyphosphoryl]oxypropanoic acid 1446756-47-3 1,2-distearoyl-sn-glycero-3-phospho-l-serine L-Serine, 2,3-bis[(1-oxooctadecyl)oxy]propyl ester, dihydrogen phosphate (ester), (R)- O-[(R)-{[(2r)-2,3-Bis(Octadecanoyloxy)propyl]oxy}(Hydroxy)phosphoryl]-L-Serine SCHEMBL24649 UNII-394XK0IH40 CHEMBL4297669 CHEBI:84519 DTXSID10866199 PHOSPHATIDYLSERINE [VANDF] PHOSPHOTIDYLSERINE [VANDF] LMGP03010036 AKOS016011101 PS(36:0) 1,2-distearoyl-rac-glycero-3-phosphoserine PS(36:00) H12024 Q27157825 O-{(2R)-2,3-bis(octadecanoyloxy)propoxyphosphoryl}-L-serine (2S)-2-Amino-3-((((R)-2,3-bis(stearoyloxy)propoxy)-(hydroxy)phosphoryl)oxy)propanoicacid (2S,8R)-2-Amino-5-hydroxy-11-oxo-8-[(1-oxooctadecyl)oxy]-4,6,10-trioxa-5-phosphaoctacosanoic acid 5-oxide sodium salt |
| Molecular Formula | C42H82NO10P |
| Molecular Weight | 792.1 |
| InChI | InChI=1S/C42H82NO10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-40(44)50-35-38(36-51-54(48,49)52-37-39(43)42(46)47)53-41(45)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h38-39H,3-37,43H2,1-2H3,(H,46,47)(H,48,49)/t38-,39+/m1/s1 |
| InChI Key | TZCPCKNHXULUIY-RGULYWFUSA-N |
| Isomeric SMILES | CCCCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)OC[C@@H](C(=O)O)N)OC(=O)CCCCCCCCCCCCCCCCC |
Physical Data
| Appearance | Yellow powder |
| Melting Point, °C |
| 159 – 161 |
Spectra
No data available
Route of Synthesis (ROS)
| Conditions | Yield |
| With acetic acid; zinc at 25℃; for 10h; Experimental Procedure 4.e (e) Synthesis of 1,2-distearoyl-sn-glycerol-3-phosphatidylserine In a 100ml round bottom flask, 10g of compound Vd was dissolved in 50ml of acetic acid, 6.51g of zinc powder was added, and the reaction was carried out at 25°C for 10 hours.The reaction formula is shown in the following formula (19):TLC monitors the completion of the reaction, adds 110 mL of dichloromethane to remove insoluble matter by suction filtration, evaporates the solvent, adds methanol for recrystallization, suction filtration, and drying to obtain 5.76 g of compound VId with a yield of 80%. | 80% |
Safety and Hazards
| GHS Hazard Statements | Not Classified |
Other Data
| HS Code | |
| Storage | Under room temperature away from light |
| Shelf Life | 2 years |
| Market Price |
| Druglikeness | |
| Lipinski rules component | |
| Molecular Weight | 792.088 |
| logP | 13.009 |
| HBA | 11 |
| HBD | 3 |
| Matching Lipinski Rules | 1 |
| Veber rules component | |
| Polar Surface Area (PSA) | 181.49 |
| Rotatable Bond (RotB) | 44 |
| Matching Veber Rules | 0 |
| Use Pattern |
| Phosphatidylserine CAS#: 51446-62-9 is extracted from residual material of natural soybean oil. It is an active substance in cell membranes, particularly present in brain cells. Its primary function is to enhance the functionality of nerve cells, regulate the transmission of nerve impulses, and improve memory function in the brain. Due to its strong lipophilicity, it can rapidly pass through the blood-brain barrier upon absorption, exerting a soothing effect on vascular smooth muscle cells and increasing blood supply to the brain. |
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