Skip to Content
MilliporeSigma
All Photos(1)

Key Documents

860497P

Avanti

Trimethyl Sphingosine (d18:1)

Avanti Research™ - A Croda Brand 860497P, powder

Synonym(s):

N,N,N-trimethyl-D-erythro-sphingosine (methyl sulfate salt)

Sign Into View Organizational & Contract Pricing

Select a Size

All Photos(1)

Select a Size

Change View

About This Item

Empirical Formula (Hill Notation):
C21H44NO2
CAS Number:
133561-52-1
Molecular Weight:
342.58
MDL number:
MFCD22495329
UNSPSC Code:
12352211
NACRES:
NA.25

form

powder

packaging

pkg of 1 × 5 mg (860497P-5mg)

manufacturer/tradename

Avanti Research™ - A Croda Brand 860497P

lipid type

sphingolipids

shipped in

dry ice

storage temp.

−20°C

SMILES string

[S](=O)(=O)([O-])OC.[N+]([C@H]([C@H](O)\C=C\CCCCCCCCCCCCC)CO)(C)(C)C

InChI

1S/C21H44NO2.CH4O4S/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-21(24)20(19-23)22(2,3)4;1-5-6(2,3)4/h17-18,20-21,23-24H,5-16,19H2,1-4H3;1H3,(H,2,3,4)/q+1;/p-1/b18-17+;/t20-,21+;/m0./s1

InChI key

OJPBMRHTGOLVFX-DSQFUKAXSA-M

General description

Trimethyl sphingosine (d18:1) or N,N,N-trimethyl-D-erythro-sphingosine (methyl sulfate salt) is a N-methylated sphingosine derivative.[1][2]

Biochem/physiol Actions

Trimethyl sphingosine (TMS) is a protein kinase C inhibitor.[3] It also regulates other protein kinases and enzymes implicated in signal transduction.[1] TMS lowers transendothelial migration of neutrophils. It reduces platelet agglomeration at physiologic concentrations and attenuates myocardial reperfusion injury.

Packaging

5 mL Amber Glass Screw Cap Vial (860497P-5mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

It looks like we've run into a problem, but you can still download Certificates of Analysis from our Documents section.

If you need assistance, please contact Customer Support.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

R Knöfler et al.
Thrombosis research, 76(4), 323-332 (1994-11-15)
We investigated the influence of N,N,N-trimethylsphingosine (TMS), a potent inhibitor of protein kinase C (PKC), on whole blood aggregation and ATP release from platelets. The preincubation with TMS at 1 microM for 2 min enhanced ATP release during arachidonic acid-induced
Biological Function of Gangliosides (1994)
B Campbell et al.
Cardiovascular research, 39(2), 393-400 (1998-11-03)
Ischemia followed by reperfusion in the presence of polymorphonuclear leukocytes (PMNs) results in cardiac contractile dysfunction as well as myocardial injury. These deleterious effects are due in large part to endothelial dysfunction leading to an upregulation of cell adhesion molecules

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service