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LM2312

Avanti

Sphingomyelin (d18:1/12:0)

Avanti Research™ - A Croda Brand

Synonym(s):

N-(dodecanoyl)-sphing-4-enine-1-phosphocholine

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About This Item

Empirical Formula (Hill Notation):
C35H71N2O6P
CAS Number:
474923-21-2
Molecular Weight:
646.92
NACRES:
NA.25
UNSPSC Code:
12352211

Key Documents

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Product Name

Sphingomyelin (d18:1/12:0), Avanti Research™ - A Croda Brand

InChI

1S/C35H71N2O6P/c1-6-8-10-12-14-16-17-18-19-21-22-24-26-28-34(38)33(32-43-44(40,41)42-31-30-37(3,4)5)36-35(39)29-27-25-23-20-15-13-11-9-7-2/h26,28,33-34,38H,6-25,27,29-32H2,1-5H3,(H-,36,39,40,41)/b28-26+/t33-,34+/m0/s1

InChI key

HZCLJRFPXMKWHR-FEBLJDHQSA-N

SMILES string

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

assay

>99% (TLC)

form

ethanol solution

packaging

pkg of 1 × 1 mL (LM2312-1EA)

manufacturer/tradename

Avanti Research™ - A Croda Brand

concentration

~10 μg/mL (Refer to C of A for lot specific concentration.)

application(s)

lipidomics
metabolomics

shipped in

dry ice

storage temp.

−20°C

Application

Sphingomyelin (d18:1/12:0) or N-(dodecanoyl)-sphing-4-enine-1-phosphocholine has been used as a lipid standard for phospholipid quantification by mass spectroscopy (MS) analysis.

Biochem/physiol Actions

Sphingomyelin (d18:1/12:0) or N-(dodecanoyl)-sphing-4-enine-1-phosphocholine serves as a substrate for sphingomyelinase.

General description

Sphingomyelin is one of the bioactive lipids found in plasma membrane.

Packaging

2 mL Amber Glass Sealed Ampule (LM2312-1EA)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

pictograms

FlameExclamation mark
GHS02,GHS07

signalword

Danger

hcodes

H225,H319

Hazard Classifications

Eye Irrit. 2 - Flam. Liq. 2

Storage Class

3 - Flammable liquids

wgk

WGK 1

flash_point_f

55.4 °F - closed cup

flash_point_c

13.0 °C - closed cup

Regulatory Information

危险化学品
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I Björkhem et al.
Journal of lipid research, 42(3), 366-371 (2001-03-20)
Infants with the cholesterol synthesis defect Smith- Lemli-Opitz syndrome (SLO) have reduced activity of the enzyme 7-dehydrocholesterol-7-reductase and accumulate 7-dehydrocholesterol, with the highest concentration in the brain. As a result of the generally reduced content of cholesterol, plasma levels of
Ngoc Vu et al.
Analytical and bioanalytical chemistry, 411(23), 5937-5949 (2019-07-08)
Dysregulated lipid species are linked to various disease pathologies and implicated as potential biomarkers for type 1 diabetes (T1D). However, it is challenging to comprehensively profile the blood specimen lipidome with full structural details of every lipid molecule. The commonly
Nesli-Ece Sen et al.
International journal of molecular sciences, 20(23) (2019-11-27)
Ataxin-2 (human gene symbol ATXN2) acts during stress responses, modulating mRNA translation and nutrient metabolism. Ataxin-2 knockout mice exhibit progressive obesity, dyslipidemia, and insulin resistance. Conversely, the progressive ATXN2 gain of function due to the fact of polyglutamine (polyQ) expansions
Ali Assi et al.
Analytical and bioanalytical chemistry, 412(3), 777-793 (2019-12-21)
Stratum corneum lipids are responsible for the skin's barrier function. They are the final product of epidermis lipid biosynthesis. During this process, lipids evolve from simple to complex structures in three main levels respectively (stratum basal level, stratum granulosum level
Donato A Rivas et al.
American journal of physiology. Regulatory, integrative and comparative physiology, 310(7), R561-R569 (2016-01-15)
The loss of skeletal muscle mass is observed in many pathophysiological conditions, including aging and obesity. The loss of muscle mass and function with aging is defined as sarcopenia and is characterized by a mismatch between skeletal muscle protein synthesis
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