(R)-Edelfosine

Catalog NumberBL-M000834
CAS Number77286-66-9
Description(R)-Edelfosine is a synthetic lysophospholipid analogue that acts as an inhibitor of phosphatidylinositol phospholipase C (IC50 = 9.6 μM in fibroblasts and adenocarcinoma cells) and an agonist at platelet-activating factor (PAF) receptors. It induces apoptosis in human promyelocytic HL-60 leukemic cells and promonocytic U937 leukemic cells.
IUPAC Name[(2R)-2-methoxy-3-octadecoxypropyl] 2-(trimethylazaniumyl)ethyl phosphate
Synonyms3,5,9-Trioxa-4-phosphaheptacosan-1-aminium, 4-hydroxy-7-methoxy-N,N,N-trimethyl-, inner salt, 4-oxide, (7R)-; 3,5,9-Trioxa-4-phosphaheptacosan-1-aminium, 4-hydroxy-7-methoxy-N,N,N-trimethyl-, inner salt, 4-oxide, (R)-; 1-O-Octadecyl-2-O-methyl-sn-glycero-3-phosphocholine; ET 18-OCH3; TLC ELL 12; (R)-2-methoxy-3-(octadecyloxy)propyl (2-(trimethylammonio)ethyl) phosphate; (7R)-4-Hydroxy-7-methoxy-N,N,N-trimethyl-3,5,9-trioxa-4-phosphaheptacosan-1-aminium-4-oxide
Molecular Weight523.73
Molecular FormulaC27H58NO6P
Purity>99%
SolubilitySoluble in DMSO, Ethanol
AppearanceWhite Powder
Shelf Life1 Year
StorageStore at -20°C
Percent CompositionC 61.92%, H 11.16%, N 2.67%, O 18.33%, P 5.91%
Canonical SMILESCCCCCCCCCCCCCCCCCCOCC(COP(=O)([O-])OCC[N+](C)(C)C)OC
InChIInChI=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/t27-/m1/s1
InChI KeyMHFRGQHAERHWKZ-HHHXNRCGSA-N

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