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About This Item
Empirical Formula (Hill Notation):
C20H41NO2
CAS Number:
Molecular Weight:
327.55
MDL number:
UNSPSC Code:
12352211
NACRES:
NA.25
Product Name
Dimethyl Sphingosine (d18:1), N,N-dimethyl-D-erythro-sphingosine, neat oil
assay
>99% (TLC)
form
liquid
packaging
pkg of 1 × 5 mg (860496O-5mg)
manufacturer/tradename
Avanti Research™ - A Croda Brand 860496O
lipid type
sphingolipids
shipped in
dry ice
storage temp.
−20°C
SMILES string
OC[C@@](N(C)C)([H])[C@]([H])(O)/C=C/CCCCCCCCCCCCC
InChI
1S/C20H41NO2/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-20(23)19(18-22)21(2)3/h16-17,19-20,22-23H,4-15,18H2,1-3H3/b17-16+/t19-,20+/m0/s1
InChI key
YRXOQXUDKDCXME-YIVRLKKSSA-N
General description
Dimethyl Sphingosine (d18:1), also called as N,N-Dimethyl-d-erythro-sphingosine (DMS), is a natural sphingolipid metabolite. It is found in various tissues.
Application
Dimethyl sphingosine (d18:1) has been used as an inhibitor of sphingosine kinase.
Dimethyl Sphingosine (d18:1) may be used:
- to investigate D-erythro-N,N-dimethylsphingosine (DMS)-induced cell death in U937 cells to understand its molecular mechanism
- to study its effects on intracellular Ca2+ concentration, pH and glutamate uptake in human 1321N1 astrocytes
- in substrate specificity studies of sphingosine methyltransferase activity in rat kidney homogenate
Biochem/physiol Actions
D-erythro-N,N-dimethylsphingosine (DMS) prevents the activity of sphingosine kinase and protein kinase C. It modulates cellular activities. DMS exhibits anti-cancer and apoptotic properties. It is involved in the augmentation of epidermal growth factor receptor (EGFR) and inhibition of src kinase. DMS functions as a potential therapeutic for Chagas disease cardiomyopathy through its anti-parasitic and immunomodulatory properties.
D-erythro-N,N-dimethylsphingosine (DMS) has an ability to inhibit the activity of sphingosine kinase. It also helps to study the role of sphingosine 1-phosphate (SPP) as an intracellular second messenger. DMS exhibits anti-parasitic and immunomodulatory activities. It acts as a potential therapeutic for chronic Chagas disease cardiomyopathy.
Packaging
5 mL Clear Glass Sealed Ampule (860496O-5mg)
Legal Information
Avanti Research is a trademark of Avanti Polar Lipids, LLC
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Storage Class
10 - Combustible liquids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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Global Trade Item Number
| SKU | GTIN |
|---|---|
| 860496O-5MG | 04061835317356 |