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Merck
CN

39966

N-Decanoyl-D-sphingosine

≥98.0% (TLC)

Synonym(s):

(2S,3R,4E)-2-(Decanoylamino)-4-octadecene-1,3-diol, N-Decanoyl-D-erythro-sphingosine, N-[(1S,2R,3E)-2-Hydroxy-1-(hydroxymethyl)-3-heptadecen-1-yl]decanamide, C10 Ceramide (d18:1/10:0), C10-Ceramide

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About This Item

Empirical Formula (Hill Notation):
C28H55NO3
CAS Number:
111122-57-7
Molecular Weight:
453.74
NACRES:
NA.85
PubChem Substance ID:
329755921
UNSPSC Code:
12352211
MDL number:
MFCD02259134

Key Documents

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InChI key

FDWVAQFAMZLCAX-NBNLIBPQSA-N

SMILES string

OC[C@]([H])(NC(CCCCCCCCC)=O)[C@]([H])(O)/C=C/CCCCCCCCCCCCC

InChI

1S/C28H55NO3/c1-3-5-7-9-11-12-13-14-15-16-18-19-21-23-27(31)26(25-30)29-28(32)24-22-20-17-10-8-6-4-2/h21,23,26-27,30-31H,3-20,22,24-25H2,1-2H3,(H,29,32)/b23-21+/t26-,27+/m0/s1

assay

≥98.0% (TLC)

form

powder or solid

composition

carbon content, 74.12% , hydrogen content, 12.22% , nitrogen content, 3.09%

impurities

≤5.0 wt. % water

functional group

amide, hydroxyl

lipid type

sphingolipids

storage temp.

−20°C

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
BCBH6553
BCBH6553V

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F G Dupuy et al.
Colloids and surfaces. B, Biointerfaces, 149, 89-96 (2016-10-14)
Ceramides constitute a group of lipids with usually high melting temperature that also favor negative curvature in membranes when mixed with other lipids. The short chain C10:0 ceramide is an asymmetric lipid which consists of an 18 carbon sphingosine base
Meei-Hua Lin et al.
Scientific reports, 9(1), 13254-13254 (2019-09-15)
Fatty acid transport protein 4 (FATP4) is an acyl-CoA synthetase that is required for normal permeability barrier in mammalian skin. FATP4 (SLC27A4) mutations cause ichthyosis prematurity syndrome, a nonlethal disorder. In contrast, Fatp4-/- mice die neonatally from a defective barrier.

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