Skip to Content
Merck
CN

Key Documents

View All Documentation

91553

N-Palmitoyl-D-sphingomyelin

≥96.0% (TLC)

Synonym(s):

SM(d18:1/16:0), (2S,3R,4E)-2-(Palmitoylamino)-4-octadecene-3-hydroxy-1-phosphocholine, 16:0 SM (d18:1/16:0), N-(Hexadecanoyl)-sphing-4-enine-1-phosphocholine, N-Palmitoyl-D-erythro-sphingosylphosphorylcholine, C16 Sphingomyelin

Sign In to View Organizational & Contract Pricing.

Select a Size

Change View

About This Item

Empirical Formula (Hill Notation):
C39H79N2O6P
CAS Number:
6254-89-3
Molecular Weight:
703.03
UNSPSC Code:
12352211
NACRES:
NA.85
PubChem Substance ID:
329770051
MDL number:
MFCD02259286
Beilstein/REAXYS Number:
4833682
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

Quality Level

100

assay

≥96.0% (TLC)

form

powder or crystals

composition

carbon content, 66.63% , hydrogen content, 11.33% , nitrogen content, 3.98%

impurities

≤6.0 wt. % water

lipid type

sphingolipids

shipped in

wet ice

storage temp.

−20°C

SMILES string

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

InChI

1S/C39H79N2O6P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-38(42)37(36-47-48(44,45)46-35-34-41(3,4)5)40-39(43)33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h30,32,37-38,42H,6-29,31,33-36H2,1-5H3,(H-,40,43,44,45)/b32-30+/t37-,38+/m0/s1

InChI key

RWKUXQNLWDTSLO-GWQJGLRPSA-N

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
BCBT2510
BCBR9763V
BCBH6562V
BCBH6562

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Atsushi Hori et al.
Clinica chimica acta; international journal of clinical chemistry, 453, 95-99 (2015-11-21)
Sphingomyelin (SM) is a key component of extracellular membranes and lipoproteins, and plays roles in cell signaling and as a component of lipoproteins. SM species differ in terms of fatty acid (FA) composition. However, no simple, rapid, quantitative assay for
Reza Siavashi et al.
Biophysical journal, 117(2), 296-306 (2019-07-08)
Sphingolipids constitute a significant fraction of cellular plasma membrane lipid content. Among sphingolipids, ceramide levels are usually very low. However, in some cell processes like apoptosis, cell membrane ceramide levels increase markedly because of the activation of enzymes like acid
Simone Colombo et al.
Scientific reports, 8(1), 12365-12365 (2018-08-19)
Endothelial dysfunction has been widely associated with oxidative stress, glucotoxicity and lipotoxicity and underlies the development of cardiovascular diseases (CVDs), atherosclerosis and diabetes. In such pathological conditions, lipids are emerging as mediators of signalling pathways evoking key cellular responses as
View All Related Papers

Global Trade Item Number

SKUGTIN
91553-250MG04061833301722
91553-50MG04061833333440