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SML0332

Edelfosine

Name: Edelfosine
Brand: SIGMA

≥95% (HPLC), apoptosis inducer, powder

Synonym(s):

1-Octadecyl-2-methylglycero-3-phosphorylcholine, 4-Hydroxy-7-methoxy-N,N,N-trimethyl-3,5,9-Trioxa-4-phosphaheptacosan-1-aminium 4-oxide, ALP, ET 18-OCH3, ET-18-OMe, NSC 324368, NSC 343649, Racemic 1-O-octadecyl-2-O-methylglycero-3-phosphocholine, Ro 14-5243

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About This Item

Empirical Formula (Hill Notation):

C₂₇H₅₈NO₆P

CAS Number:

70641-51-9

Molecular Weight:

523.73

UNSPSC Code:

12352200

PubChem Substance ID:

329825337

NACRES:

NA.77

MDL number:

MFCD00135190

Assay:

≥95% (HPLC)

Form:

powder

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Properties

Product Name

Edelfosine, ≥95% (HPLC)

Quality Segment

100

assay

≥95% (HPLC)

form

powder

color

white to beige

solubility

H₂O: 15 mg/mL (clear solution)

shipped in

wet ice

storage temp.

−20°C

SMILES string

CCCCCCCCCCCCCCCCCCOCC(COP([O-])(=O)OCC[N+](C)(C)C)OC

InChI

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

InChI key

MHFRGQHAERHWKZ-UHFFFAOYSA-N

Description

General description

Edelfosine has anti-inflammatory, anti-autoimmune, antiparasitic and anti-viral properties. It stimulates eryptosis by cell shrinkage and cell membrane scrambling.

Application

Edelfosine has been used to treat human lung carcinoma A549 cells and study its effects on tuftelin 1 (TUFT1) expression. It is also used to evaluate the cell growth of MCF-7/M cells.

Biochem/physiol Actions

Edelfosine is a synthetic alkyl-lisophospholipid with anti-tumor activity.

Edelfosine is a synthetic alkyl-lisophospholipid with anti-tumor activity. The compound induces apoptosis in a variety of cancer cells. Edelfosine accumulates in the cell membrane, where it alters lipid composition and induces the co-clustering of lipid rafts and Fas/CD95 death receptor.

Features and Benefits

This compound is a featured product for Kinase Phosphatase Biology research. Click here to discover more featured Kinase Phosphatase Biology products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c