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860582C

Avanti

06:0 SM (d18:1/6:0)

Avanti Research™ - A Croda Brand 860582C

Synonym(s):

N-hexanoyl-D-erythro-sphingosylphosphorylcholine

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About This Item

Empirical Formula (Hill Notation):
C29H59N2O6P
CAS Number:
182493-45-4
Molecular Weight:
562.76
UNSPSC Code:
12352211
NACRES:
NA.25

form

liquid

packaging

pkg of 1 × 1 mL (860582C-5mg)

manufacturer/tradename

Avanti Research™ - A Croda Brand 860582C

concentration

5 mg/mL (860582C-5mg)

lipid type

sphingolipids

shipped in

dry ice

storage temp.

−20°C

SMILES string

[H][C@](/C=C/CCCCCCCCCCCCC)(O)[C@@]([H])(NC(CCCCC)=O)COP([O-])(OCC[N+](C)(C)C)=O

InChI

1S/C29H59N2O6P/c1-6-8-10-11-12-13-14-15-16-17-18-19-21-22-28(32)27(30-29(33)23-20-9-7-2)26-37-38(34,35)36-25-24-31(3,4)5/h21-22,27-28,32H,6-20,23-26H2,1-5H3,(H-,30,33,34,35)/b22-21+/t27-,28+/m0/s1

InChI key

AHZZHULAOVWYNO-RRKDMDGFSA-N

Application

06:0 SM (d18:1/6:0) may be used:
  • to study its effect on C-X-C motif chemokine ligand 12 (CXCL12)-induced cell migration using a transwell migration assay
  • in liposomes to measure ostreolysin A (OlyA) binding in order to infer the effects of phosphatidylcholines (PCs) on sphingomyelin (SM)/cholesterol interactions
  • as a component of lipid substrate mixture for substrate specificity studies of neutral sphingomyelinase fromTrypanosoma brucei

Packaging

5 mL Clear Glass Sealed Ampule (860582C-5mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

signalword

Danger

Hazard Classifications

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

target_organs

Central nervous system, Liver,Kidney

wgk_germany

WGK 3

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Emily A Dickie et al.
Parasitology, 146(5), 604-616 (2018-11-06)
The kinetoplastid parasite Trypanosoma brucei causes African trypanosomiasis in both humans and animals. Infections place a significant health and economic burden on developing nations in sub-Saharan Africa, but few effective anti-parasitic treatments are currently available. Hence, there is an urgent
Satoshi Asano et al.
Molecular and cellular biology, 32(16), 3242-3252 (2012-06-13)
Sphingomyelin synthase (SMS) catalyzes the formation of sphingomyelin, a major component of the plasma membrane and lipid rafts. To investigate the role of SMS in cell signaling and migration induced by binding of the chemokine CXCL12 to CXCR4, we used
Shreya Endapally et al.
Cell, 176(5), 1040-1053 (2019-02-05)
Sphingomyelin and cholesterol are essential lipids that are enriched in plasma membranes of animal cells, where they interact to regulate membrane properties and many intracellular signaling processes. Despite intense study, the interaction between these lipids in membranes is not well
Delphine Milhas et al.
FEBS letters, 584(9), 1887-1894 (2009-10-28)
The plasma membrane (PM) is a major resource for production of bioactive lipids and contains a large proportion of the cellular sphingomyelin (SM) content. Consequently, the regulation of SM levels at the PM by enzymes such as sphingomyelinase (SMase) and

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