All Photos(1)

Key Documents

View All Documentation

C8480

D-erythro-Ceramine C8

Name: <SC>D</SC>-<I>erythro</I>-Ceramine C8
Brand: SIGMA

98% (TLC), solid

Synonym(s):

N-Octyl-D-sphingosine

Sign Into View Organizational & Contract Pricing

All Photos(1)

About This Item

Empirical Formula (Hill Notation):

C₂₆H₅₃NO₂

Molecular Weight:

411.70

MDL number:

MFCD01632747

UNSPSC Code:

12352104

PubChem Substance ID:

329775171

NACRES:

NA.77

Quality Level

100

assay

98% (TLC)

form

solid

color

white

solubility

DMSO: 25 mg/mL
ethanol: 25 mg/mL

storage temp.

−20°C

SMILES string

CCCCCCCCCCCCC\C=C\[C@@H](O)[C@H](CO)NCCCCCCCC

InChI

1S/C26H53NO2/c1-3-5-7-9-11-12-13-14-15-16-17-18-20-22-26(29)25(24-28)27-23-21-19-10-8-6-4-2/h20,22,25-29H,3-19,21,23-24H2,1-2H3/b22-20+/t25-,26+/m0/s1

InChI key

CSRGRGSMEUKQSD-XQAXIDAFSA-N

Biochem/physiol Actions

Inert to ceramidases; induces peak DNA fragmentation in 6 hrs; induces apoptosis in U937 cells.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Stereospecific induction of apoptosis in U937 cells by N-octanoyl-sphingosine stereoisomers and N-octyl-sphingosine. The ceramide amide group is not required for apoptosis.

N Karasavvas et al.

European journal of biochemistry, 236(2), 729-737 (1996-03-01)

We investigated the ability of N-octanoyl-sphingosine (C8-Cer) stereoisomers, N-octanoyl-DL-erythro-dihydrosphingosine (DL-e-DHC8-Cer), and a new ceramide derivative, N-octyl-D-erythro-sphingosine (D-e-C8-Ceramine), to induce apoptosis in U937 cells. We found the C8-Cer stereoisomers to be stereospecific with the D- and L-threo stereoisomers being severalfold more

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service