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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
Empirical Formula (Hill Notation):
C32H63NO3
CAS Number:
Molecular Weight:
509.85
Beilstein:
1717212
MDL number:
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

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This Item
581991844843799
form

powder or solid

form

-

form

powder or crystals

form

powder or solid

composition

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

composition

carbon content, 74.79% , hydrogen content, 12.34% , nitrogen content, 2.91%

composition

carbon content, 76.40% , hydrogen content, 12.64% , nitrogen content, 2.47%

composition

carbon content, 75.92% , hydrogen content, 12.55% , nitrogen content, 2.60%

shipped in

wet ice

shipped in

-

shipped in

wet ice

shipped in

wet ice

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Storage Class Code

11 - Combustible Solids

WGK

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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