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860688P

Avanti

14:0 SM (d18:1/14:0)

Avanti Research - A Croda Brand 860688P, powder

Synonym(s):

N-myristoyl-D-erythro-sphingosylphosphorylcholine

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About This Item

Empirical Formula (Hill Notation):
C37H75N2O6P
CAS Number:
Molecular Weight:
674.98
UNSPSC Code:
12352211
NACRES:
NA.25

form

powder

packaging

pkg of 1 × 5 mg (860688P-5mg)

manufacturer/tradename

Avanti Research - A Croda Brand 860688P

lipid type

sphingolipids

shipped in

dry ice

storage temp.

−20°C

SMILES string

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

InChI

1S/C37H75N2O6P/c1-6-8-10-12-14-16-18-19-21-22-24-26-28-30-36(40)35(34-45-46(42,43)44-33-32-39(3,4)5)38-37(41)31-29-27-25-23-20-17-15-13-11-9-7-2/h28,30,35-36,40H,6-27,29,31-34H2,1-5H3,(H-,38,41,42,43)/b30-28+/t35-,36+/m0/s1

InChI key

KYICBZWZQPCUMO-PSALXKTOSA-N

General description

14:0 SM (d18:1/14:0), also known as N-myristoyl-D-erythro-sphingosylphosphorylcholine, is a sphingomyelin containing phosphocholine head group with ceramide (myristic acid (14:0) attached to sphingosine long chain base).[1] Sphingomyelins are mainly present in the outer leaflet of plasma ­membranes. They play a vital role in cell signaling.[2]

Application

N-myristoyl-D-erythro-sphingosylphosphorylcholine (14:0 SM (d18:1/14:0)) has been used as an analytical standard in ultra-high-performance liquid chromatography (UHPLC) coupled to high-resolution mass spectrometry (HRMS) for comprehensive polar lipidome characterization.[1]

Packaging

5 mL Amber Glass Screw Cap Vial (860688P-5mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

No data available

flash_point_c

No data available


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Sphingomyelin and its role in cellular signaling
Chakraborty M and Jiang X
Lipidomics: Technologies and applications, 1-14 (2013)
Michela Antonelli et al.
Analytical and bioanalytical chemistry, 412(2), 413-423 (2019-11-25)
The chemical composition of Cannabis sativa L. has been extensively investigated for several years; nevertheless, a detailed lipidome characterization is completely lacking in the literature. To achieve this goal, an extraction and enrichment procedure was developed for the characterization of

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