| Identification | Back Directory | [Name]
1-O-OCTADECYL-2-O-METHYL-SN-GLYCERO-3-PHOSPHOCHOLINE | [CAS]
77286-66-9 | [Synonyms]
ET-18-OCH3
EDELFOSINE
SN-ET-18-OCH3
RAC-ET-18-OCH3
18:0-1:0 DIETHER PC
2-O-METHYL PAF C-18
1-O-OCTADECYL-2-O-METHYL-SN-GLYCERO-3-PHOSPHOCHOLINE
2-O-METHYL-1-O-OCTADECYL-SN-GLYCERO-3-PHOSPHOCHOLINE
1-O-OCTADECYL-2-O-METHYL-RAC-GLYCERO-3-PHOSPHOCHOLINE
L-A-PHOSPHATIDYLCHOLINE-B-O-METHYL- GAMM A-O-OCTADECYL
1-O-OCTADECYL-2-O-METHYL-SN-GLYCERO-3-PHOSPHORYLCHOLINE
1-O-OCTADECYL-2-O-METHYL-RAC-GLYCERO-3-PHOSPHORYLCHOLINE
1-O-OCTADECYL-2-O-METHYL-SN-GLYCERYL-3-PHOSPHORYLCHOLINE
(7R)-4-Hydroxy-7-methoxy-N,N,N-trimethyl-3,5,9-trioxa-4-phosphaheptacosan-1-aminium-4-oxide | [Molecular Formula]
C27H58NO6P | [MDL Number]
MFCD00063527 | [MOL File]
77286-66-9.mol | [Molecular Weight]
523.73 |
| Chemical Properties | Back Directory | [Appearance]
white powder | [storage temp. ]
−20°C
| [solubility ]
ethanol: 15 mg/mL at 45 °C, soluble
| [form ]
waxy solid
| [pka]
1.200±0.50(predicted) | [color ]
white
| [InChI]
1S/C10H24NO5P/c1-6-10(14-5)9-16-17(12,13)15-8-7-11(2,3)4/h10H,6-9H2,1-5H3/t10-/m0/s1 | [InChIKey]
GVMCXWJIRSIWFJ-JTQLQIEISA-N | [SMILES]
[O-]P(OCC[N+](C)(C)C)(OC[C@]([H])(OC)COCCCCCCCCCCCCCCCCCC)=O |
| Hazard Information | Back Directory | [Chemical Properties]
white powder | [Biological Activity]
Synthetic lysophospholipid analog that selectively inhibits phosphatidylinositol phospholipase C. Also acts as an agonist at platelet-activating factor (PAF) receptors. Antitumor lipid; selectively induces apoptosis in tumor cells, sparing normal cells. | [Uses]
Edelfosine or 1-O-octadecyl-2-O-methyl-sn-glycero-3-phosphocholine might be used:
- as a non-hydrolysable LysoPC (phospholipid) analog for analyzing its ability to block sexual commitment in Plasmodium falciparum
- in multilamellar vesicle preparation to study its effect on model membranes
- in the selection and screening of mutagenized cells, having the ability to inhibit the transport of alkylphosphocholine drugs across the plasma membrane
| [Definition]
ChEBI: (R)-edelfosine is a 1-octadecyl-2-methylglycero-3-phosphocholine that is the (R)-enantiomer of edelfosine. | [Biochem/physiol Actions]
Edelfosine acts as a precursor for alkyl-lysophospholipids. It possesses apoptotic action against several cancer cells such as prostate, leukemia, brain and lung tumors. It is associated with cellular transport system, signaling transducing systems, cytokine synthesis and lipid metabolism. Edelfosine is known to control intracellular?calcium levels. It is not mutagenic and its anti-tumor action requires its incorporation into the cell. Edelfosine is also found to block the replication of human immunodeficiency virus type I (HIV-I). |
|
| Company Name: |
Sigma-Aldrich
|
| Telephone: |
021-61415566 800-8193336 |
| Website: |
https://www.sigmaaldrich.cn |
| Company Name: |
Nextpeptide Inc
|
| Telephone: |
+86-0571-81612335 +8613336028439 |
| Website: |
http://www.nextpeptide.com/ |
| Company Name: |
Energy Chemical
|
| Telephone: |
021-58432009 400-005-6266 |
| Website: |
http://www.energy-chemical.com |
|