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Merck
CN

860642C

Avanti

Dimethyl Sphingosine (d17:1)

Avanti Research™ - A Croda Brand

Synonym(s):

N,N-dimethyl-D-erythro-sphingosine (C17 base)

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About This Item

Empirical Formula (Hill Notation):
C19H39NO2
CAS Number:
474943-92-5
Molecular Weight:
313.52
UNSPSC Code:
12352211
NACRES:
NA.25

Key Documents

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Product Name

Dimethyl Sphingosine (d17:1), Avanti Research™ - A Croda Brand, chloroform solution

Assay

99% (TLC)

form

chloroform solution

packaging

1 ea of 5 mg (860642C-5mg)

manufacturer/tradename

Avanti Research™ - A Croda Brand

shipped in

dry ice

storage temp.

−20°C

SMILES string

OC[C@@](N(C)C)([H])[C@]([H])(O)/C=C/CCCCCCCCCCCC

General description

Dimethyl Sphingosine is a derivative of sphingosine. It is found in many tissues.

Biochem/physiol Actions

Dimethyl Sphingosine plays a major role in the inhibition of protein kinase C (PKC) and sphingosine kinase. It is also involved in the inhibition of src kinase and augmentation of epidermal growth factor receptor (EGFR).

Packaging

5 mL Clear Glass Sealed Ampule

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)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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Characterization of N, N,-dimethyl-d-erythro-sphingosine-induced apoptosis and signaling in U937 cells: Independence of sphingosine kinase inhibition
Kim H L, et al.
Prostaglandins & other lipid mediators, 86(1-4), 18-25 (2008)
N, N-Dimethyl-d-erythro-sphingosine inhibits store-operated Ca2+ entry in U937 monocytes
Jo J Y, et al.
Journal of Pharmacological Sciences, 107(3), 303-307 (2008)
Tania C B Santos et al.
Langmuir : the ACS journal of surfaces and colloids, 36(21), 6007-6016 (2020-05-06)
Compared to the canonical sphingoid backbone of sphingolipids (SLs), atypical long-chain bases (LCBs) lack C1-OH (1-deoxy-LCBs) or C1-CH2OH (1-deoxymethyl-LCBs). In addition, when unsaturated, they present a cis-double bond instead of the canonical  Δ4-5 trans-double bond. These atypical LCBs are directly

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