Synonym: 1-Octadecyl-2-methylglycero-3-phosphorylcholine; 4-Hydroxy-7-methoxy-N,N,N-trimethyl-3,5,9-Trioxa-4-phosphaheptacosan-1-aminium 4-oxide; ALP; ET 18-OCH3; ET-18-OMe; NSC 324368; NSC 343649; Racemic 1-O-octadecyl-2-O-methylglycero-3-phosphocholine; Ro 14-5243
CAS Number: 70641-51-9
Empirical Formula (Hill Notation): C27H58NO6P
Molecular Weight: 523.73
MDL Number: MFCD00135190
Linear Formula: C27H58NO6P
Product Type: Chemical
| assay |
≥95% (HPLC) |
| color |
white to beige |
| form |
powder |
| InChI |
1S/C27H58NO6P/c1-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-23-32-25-27(31-5)26-34-35(29,30)33-24-22-28(2,3)4/h27H,6-26H2,1-5H3 |
| InChI key |
MHFRGQHAERHWKZ-UHFFFAOYSA-N |
| Quality Level |
100  |
| shipped in |
wet ice |
| SMILES string |
CCCCCCCCCCCCCCCCCCOCC(COP([O-])(=O)OCC[N+](C)(C)C)OC |
| solubility |
H2O: 15 mg/mL (clear solution) |
| storage temp. |
−20°C |
| Application: |
Edelfosine has been used to treat human lung carcinoma A549 cells and study its effects on tuftelin 1 (TUFT1) expression. It is also used to evaluate the cell growth of MCF-7/M cells. |
| Biochem/physiol Actions: |
Edelfosine is a synthetic alkyl-lisophospholipid with anti-tumor activity. The compound induces apoptosis in a variety of cancer cells. Edelfosine accumulates in the cell membrane, where it alters lipid composition and induces the co-clustering of lipid rafts and Fas/CD95 death receptor. |
| Features and Benefits: |
This compound is a featured product for Kinase Phosphatase Biology research. Click here to discover more featured Kinase Phosphatase Biology products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm . |
| General description: |
Edelfosine has anti-inflammatory, anti-autoimmune, antiparasitic and anti-viral properties. It stimulates eryptosis by cell shrinkage and cell membrane scrambling. |
| Packaging: |
5, 25 mg in glass bottle |
| RIDADR |
NONH for all modes of transport |
| WGK Germany |
WGK 3 |
| Flash Point(F) |
Not applicable |
| Flash Point(C) |
Not applicable |
| Purity |
≥95% (HPLC) |
| Storage Temp. |
−20°C |
| UNSPSC |
12352200 |
