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80760

Sigma-Aldrich

N-Myristoyl-D-sphingosine

≥98.0% (TLC)

Synonym(s):

Cer(d18:1/14:0), (2S,3R,4E)-2-(Myristoylamino)-4-octadecene-1,3-diol, N-Myristoyl-D-erythro-sphingosine, N-Tetradecanoyl-D-sphingosine, N-[(1S,2R,3E)-2-Hydroxy-1-(hydroxymethyl)-3-heptadecen-1-yl]tetradecanamide, C14 Ceramide (d18:1/14:0), C14-Ceramide

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About This Item

Empirical Formula (Hill Notation):
C32H63NO3
CAS Number:
Molecular Weight:
509.85
Beilstein/REAXYS Number:
1717212
MDL number:
UNSPSC Code:
12352211
PubChem Substance ID:
NACRES:
NA.85

assay

≥98.0% (TLC)

form

powder or solid

composition

carbon content, 75.37%
hydrogen content, 12.46%
nitrogen content, 2.75%

lipid type

sphingolipids

shipped in

wet ice

storage temp.

−20°C

SMILES string

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

InChI

1S/C32H63NO3/c1-3-5-7-9-11-13-15-16-18-19-21-23-25-27-31(35)30(29-34)33-32(36)28-26-24-22-20-17-14-12-10-8-6-4-2/h25,27,30-31,34-35H,3-24,26,28-29H2,1-2H3,(H,33,36)/b27-25+/t30-,31+/m0/s1

InChI key

ZKRPGPZHULJLKJ-JHRQRACZSA-N

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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Wei-Hung Jung et al.
EMBO reports, 18(7), 1150-1165 (2017-05-17)
Dihydroceramide desaturases are evolutionarily conserved enzymes that convert dihydroceramide (dhCer) to ceramide (Cer). While elevated Cer levels cause neurodegenerative diseases, the neuronal activity of its direct precursor, dhCer, remains unclear. We show that knockout of the fly dhCer desaturase gene
Wendi Teng et al.
Nutrients, 11(5) (2019-05-30)
Sulforaphane (SFA), a naturally active isothiocyanate compound from cruciferous vegetables used in clinical trials for cancer treatment, was found to possess potency to alleviate insulin resistance. But its underlying molecular mechanisms are still incompletely understood. In this study, we assessed
Baharan Fekry et al.
Nature communications, 9(1), 4149-4149 (2018-10-10)
Ceramides are important participants of signal transduction, regulating fundamental cellular processes. Here we report the mechanism for activation of p53 tumor suppressor by C16-ceramide. C16-ceramide tightly binds within the p53 DNA-binding domain (Kd ~ 60 nM), in close vicinity to the Box V

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