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14386

Sigma-Aldrich

N-Oleoyl-D-sphingosine

≥98.0% (TLC)

Synonym(s):

Cer(d18:1/18:1(9Z)), (2S,3R,4E)-2-(Oleoylamino)-4-octadecene-1,3-diol, (9Z)-N-[(1S,2R,3E)-2-Hydroxy-1-(hydroxymethyl)-3-heptadecen-1-yl]-9-octadecenamide, N-(cis-9-Octadecenoyl)-D-sphingosine, N-Oleoyl-D-erythro-sphingosine, C18:1 Ceramide (d18:1/18:1(9Z)), C18:1-Ceramide

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About This Item

Empirical Formula (Hill Notation):
C36H69NO3
CAS Number:
5966-28-9
Molecular Weight:
563.94
Beilstein/REAXYS Number:
6283861
UNSPSC Code:
12352211
PubChem Substance ID:
329750284
NACRES:
NA.85

assay

≥98.0% (TLC)

form

powder or solid

composition

carbon content, 76.67%
hydrogen content, 12.33%
nitrogen content, 2.48%

lipid type

sphingolipids

shipped in

wet ice

storage temp.

−20°C

SMILES string

CCCCCCCCCCCCC\C=C\[C@@H](O)[C@H](CO)NC(=O)CCCCCCC\C=C/CCCCCCCC

InChI

1S/C36H69NO3/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/h17-18,29,31,34-35,38-39H,3-16,19-28,30,32-33H2,1-2H3,(H,37,40)/b18-17-,31-29+/t34-,35+/m0/s1

InChI key

OBFSLMQLPNKVRW-RHPAUOISSA-N

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Storage Class

13 - Non Combustible Solids

wgk_germany

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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Rodell C Barrientos et al.
Journal of the American Society for Mass Spectrometry, 30(9), 1609-1620 (2019-07-10)
The role of cationization in the fragmentation behavior of glycoconjugates is amply documented in collisional activation techniques but remains less explored in ozone-induced dissociation mass spectrometry (OzID-MS). OzID-MS has been used to elucidate the location of carbon-carbon double bonds in
Ayman J Aljohani et al.
Molecular vision, 19, 1966-1984 (2013-09-27)
To determine the differential profiles of sphingomyelin, sphingoid base, sphingoid base-1-phosphate and ceramide lipid species and their quantitative differences between control and glaucomatous aqueous humor (AQH) derived from human donors. AQH from control and primary open-angle glaucoma donors was collected
Vivian A Paschoal et al.
Cell metabolism, 31(6), 1173-1188 (2020-05-16)
G protein-coupled receptor 120 (GPR120) and PPARγ agonists each have insulin sensitizing effects. But whether these two pathways functionally interact and can be leveraged together to markedly improve insulin resistance has not been explored. Here, we show that treatment with
Eric W Miller et al.
Journal of cellular biochemistry, 120(9), 14383-14404 (2019-04-13)
The formin family of proteins contributes to spatiotemporal control of actin cytoskeletal rearrangements during motile cell activities. The FMNL subfamily exhibits multiple mechanisms of linear actin filament formation and organization. Here we report novel actin-modifying functions of FMNL1 in breast
Christopher A Mitchell et al.
Lipids in health and disease, 14, 84-84 (2015-08-06)
Mass spectrometry imaging (MSI) is a powerful tool for the study of intact tissue sections. Here, its application to the study of the distribution of lipids in sections of reconstructed living skin equivalents during their development and maturation is described.

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