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860519P

Avanti

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

Avanti Research™ - A Croda Brand

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
MDL number:
MFCD01076442
UNSPSC Code:
12352211
NACRES:
NA.25

Key Documents

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Product Name

C18:1 Ceramide (d18:1/18:1(9Z)), Avanti Research™ - A Croda Brand 860519P, powder

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

assay

>99% (TLC)

form

powder

packaging

pkg of 1 × 25 mg (860519P-25mg)
pkg of 1 × 5 mg (860519P-5mg)

manufacturer/tradename

Avanti Research™ - A Croda Brand 860519P

lipid type

sphingolipids

shipped in

dry ice

storage temp.

−20°C

Application

C18:1 Ceramide (d18:1/18:1(9Z)) may be used as a standard:
  • to quantify ceramide content in muscle tissue samples using high-performance liquid chromatography/tandem mass spectrometry (HPLC/MS2)
  • for the absolute quantification of epidermal lipids using liquid chromatography-tandem mass spectrometry (LC/MS/MS)
  • for the ratiometric quantification of sphingomyelin (SM)

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.

Packaging

5 mL Amber Glass Screw Cap Vial (860519P-25mg)
5 mL Amber Glass Screw Cap Vial (860519P-5mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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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
Donato A Rivas et al.
Journal of applied physiology (Bethesda, Md. : 1985), 113(11), 1727-1736 (2012-10-09)
One of the most fundamental adaptive physiological events is the response of skeletal muscle to high-intensity resistance exercise, resulting in increased protein synthesis and ultimately larger muscle mass. However, muscle growth in response to contraction is attenuated in older humans.
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

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