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Merck
CN

80760

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:
34227-72-0
Molecular Weight:
509.85
UNSPSC Code:
12352211
NACRES:
NA.85
PubChem Substance ID:
329768744
MDL number:
MFCD01320386
Beilstein/REAXYS Number:
1717212

Key Documents

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InChI key

ZKRPGPZHULJLKJ-JHRQRACZSA-N

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

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

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

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Certificates of Analysis (COA)

Lot/Batch Number
BCBH6548
BCBH6548V

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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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