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Merck
CN

860587C

Avanti

18:1 SM (d18:1/18:1(9Z))

Avanti Research™ - A Croda Brand

别名:

N-oleoyl-D-erythro-sphingosylphosphorylcholine

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关于此项目

经验公式（希尔记法）:
C41H81N2O6P
化学文摘社编号:
108392-10-5
分子量:
729.07
MDL number:
MFCD28143646
UNSPSC Code:
12352211
NACRES:
NA.25

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产品名称

18:1 SM (d18:1/18:1(9Z)), Avanti Research™ - A Croda Brand 860587C

SMILES string

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

InChI

1S/C41H81N2O6P/c1-6-8-10-12-14-16-18-20-21-23-25-27-29-31-33-35-41(45)42-39(38-49-50(46,47)48-37-36-43(3,4)5)40(44)34-32-30-28-26-24-22-19-17-15-13-11-9-7-2/h20-21,32,34,39-40,44H,6-19,22-31,33,35-38H2,1-5H3,(H-,42,45,46,47)/b21-20-,34-32+/t39-,40+/m0/s1

InChI key

NBEADXWAAWCCDG-QDDWGVBQSA-N

assay

>99% (TLC)

form

liquid

packaging

pkg of 1 × 1 mL (860587C-5mg)

manufacturer/tradename

Avanti Research™ - A Croda Brand 860587C

concentration

5 mg/mL (860587C-5mg)

lipid type

sphingolipids

shipped in

dry ice

storage temp.

−20°C

Application

18:1 SM (d18:1/18:1(9Z)) has been used as a standard for the absolute quantification of epidermal lipids using liquid chromatography-tandem mass spectrometry (LC/MS/MS).

Packaging

5 mL Clear Glass Sealed Ampule (860587C-5mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

signalword

Danger

Hazard Classifications

Acute Tox. 3 Inhalation - Acute Tox. 4 Oral - Carc. 2 - Eye Irrit. 2 - Repr. 2 - Skin Irrit. 2 - STOT RE 1 Oral - STOT SE 3

target_organs

Central nervous system, Liver,Kidney

存储类别

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

wgk

WGK 3

flash_point_f

does not flash

flash_point_c

does not flash

法规信息

易制毒化学品（2类）
危险化学品
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历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Elisabetta Albi et al.
International journal of molecular sciences, 15(7), 11555-11565 (2014-07-01)
Proliferating thyroid cells are more sensitive to UV-C radiations than quiescent cells. The effect is mediated by nuclear phosphatidylcholine and sphingomyelin metabolism. It was demonstrated that proton beams arrest cell growth and stimulate apoptosis but until now there have been
Zhixing Wang et al.
The Journal of investigative dermatology, 133(3), 668-676 (2012-10-26)
The stratum corneum is composed of protein-enriched corneocytes embedded in an intercellular matrix of nonpolar lipids organized as lamellar layers and giving rise to epidermal permeability barrier (EPB). EPB defects have an important role in the pathophysiology of skin diseases
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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