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18448

Sigma-Aldrich

N-Stearoyl-D-sphingosine

≥98.0% (TLC)

Synonym(s):

Cer(d18:1/18:0), (2S,3R,4E)-2-(Stearoylamino)-4-octadecene-1,3-diol, N-Octadecanoyl-D-sphingosine, N-Stearoyl-D-erythro-sphingosine, N-[(1S,2R,3E)-2-Hydroxy-1-(hydroxymethyl)-3-heptadecen-1-yl]octadecanamide, C18 Ceramide (d18:1/18:0), C18-Ceramide

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About This Item

Empirical Formula (Hill Notation):
C36H71NO3
CAS Number:
2304-81-6
Molecular Weight:
565.95
Beilstein:
1717539
MDL number:
MFCD02259139
UNSPSC Code:
12352211
PubChem Substance ID:
329751672
NACRES:
NA.85

Assay

≥98.0% (TLC)

form

powder or crystals

composition

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

functional group

amide

lipid type

sphingolipids

shipped in

wet ice

storage temp.

−20°C

SMILES string

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

InChI

1S/C36H71NO3/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/h29,31,34-35,38-39H,3-28,30,32-33H2,1-2H3,(H,37,40)/b31-29+/t34-,35+/m0/s1

InChI key

VODZWWMEJITOND-NXCSZAMKSA-N

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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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Li-Pin Kao et al.
Journal of lipid research, 60(9), 1590-1602 (2019-08-01)
The combination of daunorubicin (dnr) and cytarabine (Ara-C) is a cornerstone of treatment for acute myelogenous leukemia (AML); resistance to these drugs is a major cause of treatment failure. Ceramide, a sphingolipid (SL), plays a critical role in cancer cell
M Mirzaian et al.
Clinica chimica acta; international journal of clinical chemistry, 466, 178-184 (2017-01-17)
Free sphingoid bases (lysosphingolipids) of primary storage sphingolipids are increased in tissues and plasma of several sphingolipidoses. As shown earlier by us, sphingoid bases can be accurately quantified using UPLC-ESI-MS/MS, particularly in combination with identical
Birgit Plochberger et al.
Langmuir : the ACS journal of surfaces and colloids, 26(22), 17322-17329 (2010-10-15)
We investigated the mobility and phase-partitioning of the fluorescent oxidized phospholipid analogue 1-palmitoyl-2-glutaroyl-sn-glycero-3-phospho-N-Alexa647-ethanolamine (PGPE-Alexa647) in supported lipid bilayers. Compared to the conventional phospholipid dihexadecanoylphosphoethanolamine (DHPE)-Bodipy we found consistently higher diffusion constants. The effect became dramatic when immobile obstacles were inserted
Emile Zakiev et al.
Journal of clinical lipidology, 13(3), 468-480 (2019-04-21)
Familial apolipoprotein A-I (apoA-I) deficiency (FAID) involving low levels of both apoA-I and high-density lipoprotein (HDL) cholesterol is associated with accelerated atherosclerosis. The objective of this study was to define distinctive patterns in the lipidome of HDL subpopulations in FAID
Alice Gualerzi et al.
Scientific reports, 7(1), 9820-9820 (2017-08-31)
Extracellular vesicles (EVs) from mesenchymal stromal cells (MSC) are emerging as valuable therapeutic agents for tissue regeneration and immunomodulation, but their clinical applications have so far been limited by the technical restraints of current isolation and characterisation procedures. This study
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