ChemicalBook > CAS DataBase List > 1-O-OCTADECYL-2-O-METHYL-SN-GLYCERO-3-PHOSPHOCHOLINE

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
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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
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Safety

Safety Statements 
22-24/25
WGK Germany 
3
HS Code 
2923200000
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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.

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N-Bromosuccinimide Price

Cayman Chemical
Product number
60912
Product name
2-O-methyl PAF C-18
Purity
≥98%
Packaging
5mg
Price
$42
Updated
2021/12/16
Cayman Chemical
Product number
60912
Product name
2-O-methyl PAF C-18
Purity
≥98%
Packaging
10mg
Price
$80
Updated
2021/12/16
Cayman Chemical
Product number
60912
Product name
2-O-methyl PAF C-18
Purity
≥98%
Packaging
50mg
Price
$336
Updated
2021/12/16
Cayman Chemical
Product number
60912
Product name
2-O-methyl PAF C-18
Purity
≥98%
Packaging
100mg
Price
$571
Updated
2021/12/16
Tocris
Product number
3022
Product name
Edelfosine
Packaging
10
Price
$129
Updated
2021/12/16
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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).

1-O-OCTADECYL-2-O-METHYL-SN-GLYCERO-3-PHOSPHOCHOLINE Preparation Products And Raw materials

Raw materials

Preparation Products

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1-O-OCTADECYL-2-O-METHYL-SN-GLYCERO-3-PHOSPHOCHOLINE Suppliers

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77286-66-9, 1-O-OCTADECYL-2-O-METHYL-SN-GLYCERO-3-PHOSPHOCHOLINERelated Search:

Cisplatin Carboplatin Arctiin (-)-Arctigenin Oridonin pristimerin Pyrrolcarbonyltaloside gamma-Linolenic acid Baccatine III Oxaliplatin Isorhamnetin PAF (C18) 1-O-OCTADECYL-SN-GLYCERO-3-PHOSPHOCHOLINE 3-O-OCTADECYL-2-O-METHYL-SN-GLYCERO-1-PHOSPHOCHOLINE 1-O-OCTADECYL-2-O-METHYL-SN-GLYCERO-3-PHOSPHOCHOLINE

  • RAC-ET-18-OCH3
  • SN-ET-18-OCH3
  • L-A-PHOSPHATIDYLCHOLINE-B-O-METHYL- GAMM A-O-OCTADECYL
  • 2-O-METHYL-1-O-OCTADECYL-SN-GLYCERO-3-PHOSPHOCHOLINE
  • (7R)-4-Hydroxy-7-methoxy-N,N,N-trimethyl-3,5,9-trioxa-4-phosphaheptacosan-1-aminium-4-oxide
  • 1-O-OCTADECYL-2-O-METHYL-SN-GLYCERO-3-PHOSPHOCHOLINE;EDELFOSINE
  • ET-18-OCH3
  • EDELFOSINE
  • 18:0-1:0 DIETHER PC
  • 2-O-METHYL PAF C-18
  • 1-O-OCTADECYL-2-O-METHYL-SN-GLYCERYL-3-PHOSPHORYLCHOLINE
  • 1-O-OCTADECYL-2-O-METHYL-SN-GLYCERO-3-PHOSPHORYLCHOLINE
  • 1-O-OCTADECYL-2-O-METHYL-RAC-GLYCERO-3-PHOSPHOCHOLINE
  • 1-O-OCTADECYL-2-O-METHYL-RAC-GLYCERO-3-PHOSPHORYLCHOLINE
  • 1-O-OCTADECYL-2-O-METHYL-SN-GLYCERO-3-PHOSPHOCHOLINE
  • Edelfosine (ET-18-OCH3)
  • (R)-2-Methoxy-3-(octadecyloxy)propyl (2-(trimethylammonio)ethyl) phosphate
  • 1-O-octadecyl-2-O-methyl-sn-glycero-3-phosphocholine hydrate
  • 77286-66-9
  • 777286-66-9