All Photos(3)



Brain SM

Sphingomyelin (Brain, Porcine), chloroform

18:0 SM; Octadecanoyl Sphingomyelin; N-octadecanoyl-D-erythro-sphingosylphosphorylcholine; N-(octadecanoyl)-sphing-4-enine-1-phosphocholine
CAS Number:


>99% (TLC)




pkg of 1 × 2.5 mL (860062C-25mg)
pkg of 2 × 4 mL (860062C-200mg)


Avanti Polar Lipids 860062C


10 mg/mL (860062C-25mg)
25 mg/mL (860062C-200mg)

shipped in

dry ice

storage temp.


General description

As a major constituent of cell membranes, sphingomyelin is found at particularly high concentrations in the membranes of nerve cells (in the myelin sheaths) and red blood cells. It was previously thought to have a purely structural role, similar to the function of phosphatidylcholine, through intermolecular interactions mediated by the 2-amide group, the 3-hydroxy group and the 4,5-trans double bond of the sphingoid base. However, it is now appreciated that sphingomyelin has a high affinity for cholesterol and that these two lipids pack tightly into liquid-ordered domains among a liquid-disordered phase to form lipid rafts. These membrane microdomains are thought to function as signaling platforms that regulate the localization and interactions of proteins. But sphingomyelin does not just influence signaling as a component of lipid rafts — it is also a precursor to ceramides and other sphingolipid metabolites that comprise the sphingomyelin cycle or sphingolipid network.
Sphingomyelin and related lipids


Brain SM may be used:
  • for ion-mobility spectrometry–mass spectrometry (IMS-MS)
  • for lipid mixture in giant unilamellar vesicles
  • as a growth medium for madin-darby canine kidney (MDCK) cells


5 mL Clear Glass Sealed Ampule (860062C-25mg)
5 mL Clear Glass Sealed Ampule (860062C-200mg)


Skull and crossbonesHealth hazard

Signal Word


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

Storage Class Code

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



Flash Point(F)

does not flash

Flash Point(C)

does not flash

Certificate of Analysis

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Certificate of Origin

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More documents

Quotes and Ordering

Opposing kinesin and myosin-I motors drive membrane deformation and tubulation along engineered cytoskeletal networks
McIntosh B B,et al.
Current Biology, 28(2), 236-248 (2018)
Inhibition of acid sphingomyelinase depletes cellular phosphatidylserine and mislocalizes K-Ras from the plasma membrane
Cho K J,et al.
Molecular and cellular biology, 36(2), 363-374 (2016)
Yusuke Sato et al.
Acta biomaterialia, 102, 341-350 (2019-11-17)
Despite the fact that small-sized lipid nanoparticles (LNPs) are important for improved tissue penetration and efficient drug delivery, their poor stability and intracellular trafficking significantly hinders their use as potent small-sized LNPs. It has been reported that both the diffusion
Sphingomyelin metabolism at the plasma membrane: implications for bioactive sphingolipids.
Milhas D, et al.
Febs Letters, 584, 1887-1894 (2010)
Assessment of altered lipid homeostasis by HILIC-ion mobility-mass spectrometry-based lipidomics
Hines K M, et al.
Journal of Lipid Research, 58(4), 809-819 (2017)

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