1-O-OCTADECYL-2-O-METHYL-SN-GLYCERO-3-PHOSPHOCHOLINE
- Product Name
- 1-O-OCTADECYL-2-O-METHYL-SN-GLYCERO-3-PHOSPHOCHOLINE
- CAS No.
- 77286-66-9
- Chemical Name
- 1-O-OCTADECYL-2-O-METHYL-SN-GLYCERO-3-PHOSPHOCHOLINE
- Synonyms
- EDELFOSINE;ET-18-OCH3;SN-ET-18-OCH3;RAC-ET-18-OCH3;2-O-METHYL PAF C-18;18:0-1:0 DIETHER PC;Edelfosine (ET-18-OCH3);2-O-METHYL-1-O-OCTADECYL-SN-GLYCERO-3-PHOSPHOCHOLINE;1-O-OCTADECYL-2-O-METHYL-SN-GLYCERO-3-PHOSPHOCHOLINE;1-O-OCTADECYL-2-O-METHYL-RAC-GLYCERO-3-PHOSPHOCHOLINE
- CBNumber
- CB5768198
- Molecular Formula
- C27H58NO6P
- Formula Weight
- 523.73
- MOL File
- 77286-66-9.mol
1-O-OCTADECYL-2-O-METHYL-SN-GLYCERO-3-PHOSPHOCHOLINE Property
- storage temp.
- -20°C
- solubility
- ethanol: 15 mg/mL at 45 °C, soluble
- form
- waxy solid
- color
- white
Safety
- Safety Statements
- 22-24/25
- WGK Germany
- 3
- HS Code
- 2923200000
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P280Wear protective gloves/protective clothing/eye protection/face protection.
N-Bromosuccinimide Price
- Product number
- 60912
- Product name
- 2-O-methyl PAF C-18
- Purity
- ≥98%
- Packaging
- 5mg
- Price
- $42
- Updated
- 2021/12/16
- Product number
- 60912
- Product name
- 2-O-methyl PAF C-18
- Purity
- ≥98%
- Packaging
- 10mg
- Price
- $80
- Updated
- 2021/12/16
- Product number
- 60912
- Product name
- 2-O-methyl PAF C-18
- Purity
- ≥98%
- Packaging
- 50mg
- Price
- $336
- Updated
- 2021/12/16
- Product number
- 60912
- Product name
- 2-O-methyl PAF C-18
- Purity
- ≥98%
- Packaging
- 100mg
- Price
- $571
- Updated
- 2021/12/16
- Product number
- 3022
- Product name
- Edelfosine
- Packaging
- 10
- Price
- $129
- Updated
- 2021/12/16
1-O-OCTADECYL-2-O-METHYL-SN-GLYCERO-3-PHOSPHOCHOLINE Chemical Properties,Usage,Production
Chemical Properties
white powder
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.
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).