1-O-OCTADECYL-2-O-METHYL-SN-GLYCERO-3-PHOSPHOCHOLINE
Synonym(s):ALP;ET 18-OCH3;ET-18-OMe;Racemic 1-O-octadecyl-2-O-methylglycero-3-phosphocholine;1-Octadecyl-2-methylglycero-3-phosphorylcholine
- CAS NO.:77286-66-9
- Empirical Formula: C27H58NO6P
- Molecular Weight: 523.73
- MDL number: MFCD00063527
- SAFETY DATA SHEET (SDS)
- Update Date: 2025-10-28 16:00:23
What is 1-O-OCTADECYL-2-O-METHYL-SN-GLYCERO-3-PHOSPHOCHOLINE?
Chemical properties
white powder
The Uses of 1-O-OCTADECYL-2-O-METHYL-SN-GLYCERO-3-PHOSPHOCHOLINE
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
What are the applications of Application
ET-18-OCH3 is an inhibitor of phosphatidylinositol specific PLC & PKC
Definition
ChEBI: (R)-edelfosine is a 1-octadecyl-2-methylglycero-3-phosphocholine that is the (R)-enantiomer of edelfosine.
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.
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).
Properties of 1-O-OCTADECYL-2-O-METHYL-SN-GLYCERO-3-PHOSPHOCHOLINE
| storage temp. | -20°C |
| solubility | ethanol: 15 mg/mL at 45 °C, soluble |
| form | waxy solid |
| color | white |
Safety information for 1-O-OCTADECYL-2-O-METHYL-SN-GLYCERO-3-PHOSPHOCHOLINE
| Signal word | Warning |
| Pictogram(s) |
![]() Exclamation Mark Irritant GHS07 |
| GHS Hazard Statements |
H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation |
| Precautionary Statement Codes |
P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P280:Wear protective gloves/protective clothing/eye protection/face protection. |
Computed Descriptors for 1-O-OCTADECYL-2-O-METHYL-SN-GLYCERO-3-PHOSPHOCHOLINE
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