sphingomyelin

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Names

[ Name ]:
sphingomyelin

[Synonym ]:
EINECS 286-097-2
N-acylsphingosylphosphocholine
Sphingomyelins
N-acyl-sphing-4-enine-1-phosphocholine
Ethanaminium, 2-[[hydroxy[[(2S,3S,4E)-3-hydroxy-2-[(1-oxohexadecyl)amino]-4-octadecen-1-yl]oxy]phosphinyl]oxy]-N,N,N-trimethyl-, inner salt
N-acyl-sphingosylphosphorylcholine
N-acyl-sphingosylphosphorylcholines
(2S,3S,4E)-3-Hydroxy-2-(palmitoylamino)-4-octadecen-1-yl 2-(trimethylammonio)ethyl phosphate
MFCD00132361
N-acyl-sphingosylphosphocholines

Chemical & Physical Properties

[ Molecular Formula ]:
C₄₁H₈₄N₂O₆P

[ Molecular Weight ]:
732.08

[ PSA ]:
144.36000

[ LogP ]:
9.53

[ Appearance of Characters ]:
powder | white

[ Storage condition ]:
−20°C

MSDS

Click to get detail MSDS

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

Articles

Sphingomyelin depletion impairs anionic phospholipid inward translocation and induces cholesterol efflux.

J. Biol. Chem. 288(52) , 37166-79, (2013)

The phosphatidylserine (PS) floppase activity (outward translocation) of ABCA1 leads to plasma membrane remodeling that plays a role in lipid efflux to apolipoprotein A-I (apoAI) generating nascent hi...

Characterization of freeze-fractured epithelial plasma membranes on nanometer scale with ToF-SIMS.

Anal. Bioanal. Chem , (2014)

Time-of-flight secondary ion mass spectrometry (ToF-SIMS) was used to characterize the freeze-fracturing process of human epithelial PANC-1 and UROtsa cells. For this purpose, phosphatidylcholine, sph...

Binding of vascular anticoagulant alpha (VAC alpha) to planar phospholipid bilayers.

J. Biol. Chem. 265(9) , 4923-8, (1990)

Vascular anticoagulant alpha (VAC alpha, annexin V) is a member of the family of calcium and phospholipid binding proteins, the annexins. The binding properties of VAC alpha to phospholipid bilayers w...