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860519C

Avanti

C18:1 Ceramide (d18:1/18:1(9Z))

Avanti Research™ - A Croda Brand 860519C

Synonym(s):

N-oleoyl-D-erythro-sphingosine

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About This Item

Empirical Formula (Hill Notation):
C36H69NO3
CAS Number:
5966-28-9
Molecular Weight:
563.94
UNSPSC Code:
12352211

form

liquid

packaging

pkg of 1 × 1 mL (860519C-5mg)
pkg of 1 × 2.5 mL (860519C-25mg)

manufacturer/tradename

Avanti Research™ - A Croda Brand 860519C

concentration

10 mg/mL (860519C-25mg)
5 mg/mL (860519C-5mg)

lipid type

sphingolipids

shipped in

dry ice

storage temp.

−20°C

SMILES string

OC[C@]([H])(NC(CCCCCCC/C=C\CCCCCCCC)=O)[C@]([H])(O)/C=C/CCCCCCCCCCCCC

InChI

1S/C36H69NO3/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-36(40)37-34(33-38)35(39)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h17-18,29,31,34-35,38-39H,3-16,19-28,30,32-33H2,1-2H3,(H,37,40)/b18-17-,31-29+/t34-,35+/m0/s1

InChI key

OBFSLMQLPNKVRW-RHPAUOISSA-N

General description

C18:1 Ceramide (d18:1/18:1(9Z)) or N-oleoyl-D-erythro-sphingosine is a synthetic ceramide containing sphingosine with oleic acid.

Application

C18:1 Ceramide (d18:1/18:1(9Z)) or N-oleoyl-D-erythro-sphingosine has been used as a lipid standard in the optimization of the liquid chromatography-mass spectrometry (LC-MS) method conditions. It may be used as a standard to quantify ceramide content in muscle tissue samples using high-performance liquid chromatography/tandem mass spectrometry (HPLC/MS2). It may also be 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 (860519C-25mg)
5 mL Clear Glass Sealed Ampule (860519C-5mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

Signal Word

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

Liver,Kidney, Respiratory system

Storage Class Code

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

Regulatory Information

易制毒化学品（2类）
危险化学品

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Meenu N Perera et al.
Biochimica et biophysica acta, 1818(5), 1291-1301 (2012-03-01)
The sphingolipid, ceramide, self-assembles in the mitochondrial outer membrane (MOM), forming large channels capable of translocating proteins. These channels are believed to be involved in protein release from mitochondria, a key decision-making step in cell death. Synthetic analogs of ceramide
Daniel A Peñalva et al.
Biochimica et biophysica acta, 1838(3), 731-738 (2013-12-10)
Unique species of ceramide (Cer) with very-long-chain polyunsaturated fatty acid (VLCPUFA), mainly 28-32 carbon atoms, 4-5 double bonds, in nonhydroxy and 2-hydroxy forms (n-V Cer and h-V Cer, respectively), are generated in rat spermatozoa from the corresponding sphingomyelins during the
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
Max Lönnfors et al.
Langmuir : the ACS journal of surfaces and colloids, 29(7), 2319-2329 (2013-01-30)
We prepared cholesteryl phosphocholine (CholPC) by chemical synthesis and studied its interactions with small (ceramide and cholesterol) and large headgroup (sphingomyelin (SM) and phosphatidylcholine) colipids in bilayer membranes. We established that CholPC could form bilayers (giant uni- and multilamellar vesicles
Mónica Narváez-Rivas et al.
Journal of chromatography. A, 1440, 123-134 (2016-03-02)
The goal of untargeted lipidomics is to have high throughput, yet comprehensive and unambiguous identification and quantification of lipids. Novel stationary phases in LC separation and new mass spectrometric instruments capable of high mass resolving power and faster scanning rate
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