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Merck

SML0332

Edelfosine

≥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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5 MG

1 610,00 kr

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1 610,00 kr

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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

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Product Name

Edelfosine, ≥95% (HPLC)

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

assay

≥95% (HPLC)

form

powder

color

white to beige

solubility

H2O: 15 mg/mL (clear solution)

shipped in

wet ice

storage temp.

−20°C

Quality Level

100

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This Item
341207999995P435800
Edelfosine ≥95% (HPLC)

Sigma-Aldrich

SML0332

Edelfosine

ET-18-OCH3 A cell-permeable and reversible cytotoxic agent that shows selective cytocidal activity against neoplastic cells and virally transformed cells.

Sigma-Aldrich

341207

ET-18-OCH3

Edelfosine Avanti Research™ - A Croda Brand 999995P, powder

Avanti

999995P

Edelfosine

Licochalcone-A, Synthetic An estrogenic flavonoid with anti-tumor and antiparasitic properties.

Sigma-Aldrich

435800

Licochalcone-A, Synthetic

assay

≥95% (HPLC)

assay

≥95% (TLC)

assay

-

assay

≥96% (HPLC)

form

powder

form

solid

form

powder

form

solid

Quality Level

100

Quality Level

100

Quality Level

-

Quality Level

100

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

solubility

H2O: 15 mg/mL (clear solution)

solubility

DMSO: 5 mg/mL, ethanol: 5 mg/mL, chloroform: 50 mg/mL, water: soluble

solubility

-

solubility

DMSO: 10 mg/mL, ethanol: soluble

shipped in

wet ice

shipped in

ambient

shipped in

dry ice

shipped in

ambient

Application

Edelfosine has been used to treat human lung carcinoma A549 cells and study its effects on tuftelin 1 (TUFT1) expression.[1] It is also used to evaluate the cell growth of MCF-7/M cells.[2]

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.

General description

Edelfosine has anti-inflammatory, anti-autoimmune, antiparasitic and anti-viral properties. It stimulates eryptosis by cell shrinkage and cell membrane scrambling.[3]

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000478012
0000478012
0000448053
0000448053
0000313994

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Joo Hee Choi et al.
Colloids and surfaces. B, Biointerfaces, 181, 879-889 (2019-08-07)
In this study, a double network hydrogel of a natural polysaccharide gellan gum (GG) hydrogel and a synthetic hydrogel poloxamer-heparin (PoH) hydrogel (PoH/GG DNH) is introduced to complement disadvantages of each hydrogel and improve the microenvironment for cell delivery. The
The phenomenon of acquired resistance to metformin in breast cancer cells: The interaction of growth pathways and estrogen receptor signaling
Scherbakov AM, et al.
IUBMB Life, 68(4), 281-292 (2016)
Edelfosine Induced Suicidal Death of Human Erythrocytes
Briglia M, et al.
Cellular Physiology and Biochemistry, 37(6), 2221-2230 (2015)
Monica Rapino et al.
Nanomaterials (Basel, Switzerland), 9(7) (2019-06-30)
Dental pulp stem cells (DPSCs) represent a population of stem cells which could be useful in oral and maxillofacial reconstruction. They are part of the periendothelial niche, where their crosstalk with endothelial cells is crucial in the cellular response to
Analysis of sequential dual immobilization of type I collagen and BMP-2 short peptides on hydrolyzed poly(buthylene succinate)/β-tricalcium phosphate composites for bone tissue engineering.
Weerachai Singhatanadgit et al.
Journal of biomaterials applications, 34(3), 351-364 (2019-05-30)
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