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Merck
CN

860496C

Avanti

Dimethyl Sphingosine (d18:1)

Avanti Research™ - A Croda Brand

Synonym(s):

N,N-dimethyl-D-erythro-sphingosine

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About This Item

Empirical Formula (Hill Notation):
C20H41NO2
CAS Number:
119567-63-4
Molecular Weight:
327.55
UNSPSC Code:
12352211
NACRES:
NA.25

Key Documents

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Product Name

Dimethyl Sphingosine (d18:1), Avanti Research™ - A Croda Brand 860496C

Assay

>99% (TLC)

form

liquid

packaging

pkg of 1 × 1 mL (860496C-5mg)

manufacturer/tradename

Avanti Research™ - A Croda Brand 860496C

concentration

5 mg/mL (860496C-5mg)

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

Packaging

5 mL Clear Glass Sealed Ampule (860496C-5mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Inhalation - Acute Tox. 4 Oral - Carc. 2 - Eye Irrit. 2 - Repr. 2 - Skin Irrit. 2 - STOT RE 1 - STOT SE 3

Target Organs

Central nervous system

Storage Class Code

6.1D - Non-combustible acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects

WGK

WGK 3

Flash Point(F)

does not flash

Flash Point(C)

does not flash

Regulatory Information

易制毒化学品（2类）
危险化学品
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Hyo-Lim Kim et al.
Prostaglandins & other lipid mediators, 86(1-4), 68-72 (2008-05-10)
Previously, we studied N,N-dimethyl-D-erythro-sphingosine (DMS)-induced cell death and signaling in U937 human monocytes; we found that DMS-induced sphingosine kinase- and PKC-independent apoptosis. In the present study, we studied apoptotic responses by three N-methyl derivatives of sphingosine: N-monomethyl-D-erythro-sphingosine (MMS), N,N,N-trimethyl-D-erythro-sphingosine (TMS)
Juliana Fraga Vasconcelos et al.
Scientific reports, 7(1), 6171-6171 (2017-07-25)
Chagas disease cardiomyopathy is a parasite-driven inflammatory disease to which there are no effective treatments. Here we evaluated the therapeutic potential of N,N-dimethylsphingosine(DMS), which blocks the production of sphingosine-1-phosphate(S1P), a mediator of cellular events during inflammatory responses, in a model
Yup-Kyung Lee et al.
Molecules and cells, 23(1), 11-16 (2007-04-28)
N,N-dimethyl-D-erythro-sphingosine (DMS) is an N-methyl derivative of sphingosine and an inhibitor of protein kinase C (PKC) and sphingosine kinase (SK). In the present study, we examined the effects of DMS on intracellular Ca2+ concentration, pH, and glutamate uptake in human
Ji-Yeong Jo et al.
Journal of pharmacological sciences, 107(3), 303-307 (2008-07-19)
Calcium is a ubiquitous second messenger that controls a broad range of cellular functions, and store-operated calcium entry (SOCE) is the primary mechanism of regulated Ca(2+) entry in non-excitable immunocytes. In this study, we found that N,N-dimethyl-D-erythro-sphingosine (DMS) inhibited SOCE.
Hyo-Lim Kim et al.
Prostaglandins & other lipid mediators, 86(1-4), 18-25 (2008-03-05)
In the present study, we studied N,N-dimethyl-D-erythro-sphingosine (DMS)-induced cell death and its signaling mechanism in U937 human monocytes. We found that DMS induced cell death in a concentration-dependent manner, while sphingosine 1-phosphate did not. DMS also induced DNA fragmentation, nuclear
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