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Merck

860585P

Avanti

17:0 SM (d18:1/17:0)

Avanti Research™ - A Croda Brand

Synonym(s):

N-heptadecanoyl-D-erythro-sphingosylphosphorylcholine

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About This Item

Empirical Formula (Hill Notation):
C40H81N2O6P
CAS Number:
121999-64-2
Molecular Weight:
717.05
MDL number:
MFCD08703041
UNSPSC Code:
12352211
NACRES:
NA.25

Key Documents

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Product Name

17:0 SM (d18:1/17:0), Avanti Research™ - A Croda Brand 860585P, powder

SMILES string

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

InChI

1S/C40H81N2O6P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-40(44)41-38(37-48-49(45,46)47-36-35-42(3,4)5)39(43)33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h31,33,38-39,43H,6-30,32,34-37H2,1-5H3,(H-,41,44,45,46)/b33-31+/t38-,39+/m0/s1

InChI key

YMQZQHIESOAPQH-JXGHDCMNSA-N

assay

>99% (TLC)

form

powder

packaging

pkg of 1 × 10 mg (860585P-10mg)
pkg of 1 × 5 mg (860585P-5mg)

manufacturer/tradename

Avanti Research™ - A Croda Brand 860585P

lipid type

sphingolipids

shipped in

dry ice

storage temp.

−20°C

Application

N-heptadecanoyl-D-erythro-sphingosylphosphorylcholine (17:0 SM (d18:1/17:0)) has been used as an internal standard for the quantification of C17-sphingomyelin (SM) using mass spectrometry (MS). It may be used as an internal standard for the quantification of lipids in serum and skeletal muscles using liquid chromatography-mass spectrometry (LC-MS) analysis. It may also be used as an internal standard for retention time calibration and for the extraction of lipids from blood samples using methanol and methyl tert-butyl ether (MTBE).

Packaging

5 mL Amber Glass Screw Cap Vial (860585P-10mg)
5 mL Amber Glass Screw Cap Vial (860585P-5mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Storage Class

11 - Combustible Solids

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Jianing Mi et al.
Journal of agricultural and food chemistry, 66(34), 8991-8998 (2018-07-31)
Deep profiling of glycosphingolipids and sphingomyelins in wild Cordyceps was carried out by using offline chromatographic enrichment followed by ultrahigh performance liquid chromatography-ultrahigh definition-quadrupole time-of-flight mass spectrometry (UHPLC-UHD-Q-TOF-MS). A total of 119 glycosphingolipids (72 new ones) and 87 sphingomyelins (43
Peng Wu et al.
Chinese medicine, 15, 9-9 (2020-01-31)
Our previous clinical evidence suggested that the direct application of "Sanse powder" the main ingredient of "Yiceng" might represent an alternative treatment for knee osteoarthritis. However, the mechanism underlying its effect is poorly understood. In this study, we investigated the
Paul T Reidy et al.
The Journal of physiology, 596(21), 5217-5236 (2018-09-09)
Insulin sensitivity (as determined by a hyperinsulinaemic-euglyceamic clamp) decreased 15% after reduced activity. Despite not fully returning to baseline physical activity levels, insulin sensitivity unexpectedly, rebounded above that recorded before 2 weeks of reduced physical activity by 14% after the recovery
Guangtao Li et al.
Proceedings of the National Academy of Sciences of the United States of America, 113(49), 14025-14030 (2016-11-23)
Our understanding of membranes and membrane lipid function has lagged far behind that of nucleic acids and proteins, largely because it is difficult to manipulate cellular membrane lipid composition. To help solve this problem, we show that methyl-α-cyclodextrin (MαCD)-catalyzed lipid
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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