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C6 CERAMIDE

Product Name
C6 CERAMIDE
CAS No.
124753-97-5
Chemical Name
C6 CERAMIDE
Synonyms
CERAMIDE C6;C6 CERAMIDE;06:0 CERAMIDE;CAPROYL CERAMIDE;C8 SPHINGOID BASE;Hexanoyl-sphingosine;C6-D-ERYTHRO-CERAMIDE;N-HEXANOYLSPHINGOSINE;C6 Ceramide (d18:1/6:0);N-CAPROYL-D-SPHINGOSINE
CBNumber
CB9744617
Molecular Formula
C24H47NO3
Formula Weight
397.63
MOL File
124753-97-5.mol
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C6 CERAMIDE Property

Melting point:
76-77°C
Boiling point:
521.03°C (rough estimate)
Density 
1.0077 (rough estimate)
refractive index 
1.6000 (estimate)
storage temp. 
-20°C
solubility 
Soluble in 100% ethanol at 25mg/ml and also in DMSO at 50mg/ml.
pka
13.53±0.20(Predicted)
form 
Powder
color 
White
biological source
synthetic
Stability:
Freezer -20°C
InChIKey
NPRJSFWNFTXXQC-QFWQFVLDSA-N
SMILES
C(N[C@@H](CO)[C@H](O)/C=C/CCCCCCCCCCCCC)(=O)CCCCC
LogP
7.463 (est)
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Safety

Safety Statements 
22-24/25
WGK Germany 
3
HS Code 
29241990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
376650
Product name
N-Hexanoyl-D-sphingosine
Packaging
5mg
Price
$96.9
Updated
2025/07/31
Sigma-Aldrich
Product number
H6524
Product name
N-Hexanoyl-D-sphingosine
Purity
≥98% (TLC), synthetic
Packaging
1mg
Price
$40.1
Updated
2023/06/20
Cayman Chemical
Product number
62525
Product name
C-6 Ceramide
Purity
≥98%
Packaging
1mg
Price
$18
Updated
2024/03/01
Cayman Chemical
Product number
62525
Product name
C-6 Ceramide
Purity
≥98%
Packaging
5mg
Price
$73
Updated
2024/03/01
Sigma-Aldrich
Product number
H6524
Product name
N-Hexanoyl-D-sphingosine
Purity
≥98% (TLC), synthetic
Packaging
5mg
Price
$106.75
Updated
2025/07/31
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C6 CERAMIDE Chemical Properties,Usage,Production

Description

C6 ceramide is a cell-permeable analog of naturally occurring ceramides. With a longer carbon chain than C2 ceramide, it is somewhat more hydrophobic, and may more closely mimic the effects of natural ceramides. C6 ceramide mediates many diverse biological activities including apoptosis, activation of protein phosphatase 2A, and inhibition of the mitochondrial respiratory chain. It also enhances the expression of COX-2 in rat granulosa cells and stimulates the growth of bovine aortic smooth muscle cells. C6 ceramide acts in neuronal axons to inhibit neurite growth.

Chemical Properties

Off White Powder

Uses

A biologically active, cell permeable, but nonphysiologic ceramide analog. It stimulates protein phosphatase 2A at concentrations as low as 10 nM and activiates MAP kinase. It induces apoptosis and inhibits glycoproptein traffic by the secretory pathway.

Uses

C6 Ceramide (d18:1/6:0) has been used as a chemotherapeutic agent to test its anti-tumor effect in breast cancer cells and ovarian cancer cell lines. It has also been used to test chemo-sensitization effects in cancer cells.

Definition

ChEBI: N-(hexanoyl)sphing-4-enine is an N-acylsphingosine consisting of sphing-4-enine bearing a hexanoyl group on nitrogen. It is functionally related to a sphing-4-enine.

General Description

Biologically active, cell-permeable, non-physiological ceramide analog. Induces a dramatic arrest in the G0/G1 phase of the cell cycle. Activates MAP kinase. Activates protein phosphatase 2A (PP2A) at 10 nM. Inhibits diacylglycerol accumulation and phospholipase D (PLD) activation in fibroblasts. Induces apoptosis in MOLT-4 leukemia cells.

Biochem/physiol Actions

C6 Ceramide (d18:1/6:0) is involved in inhibiting proliferation and inducing apoptosis. When used in combination with acid ceramidase inhibitor DM102, [(2R,3Z)-N-(1-hydroxyoctadec-3-en-2-yl)pivaloylamide], it favors cell death in human breast cancer cells lines. C6 Ceramide may serve as an adjunct in chemotherapy. It elicits anti-tumor effects via AKT (serine/threonine-specific protein kinase) dephosphorylation and α-tubulin acetylation.

References

[1] R T DOBROWSKY  Y A H. Ceramide stimulates a cytosolic protein phosphatase.[J]. The Journal of Biological Chemistry, 1992, 267 8: 5048-5051.
[2] R T DOBROWSKY. Ceramide activates heterotrimeric protein phosphatase 2A.[J]. The Journal of Biological Chemistry, 1993, 268 21: 15523-15530.
[3] P SANTANA. Interleukin-1 beta stimulates sphingomyelin hydrolysis in cultured granulosa cells: evidence for a regulatory role of ceramide on progesterone and prostaglandin biosynthesis.[J]. Endocrinology, 1996, 137 6: 2480-2489. DOI: 10.1210/endo.137.6.8641202
[4] E I DE CHAVES. Elevation of ceramide within distal neurites inhibits neurite growth in cultured rat sympathetic neurons.[J]. The Journal of Biological Chemistry, 1997, 272 5: 3028-3035. DOI: 10.1074/jbc.272.5.3028

C6 CERAMIDE Preparation Products And Raw materials

Raw materials

Preparation Products

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C6 CERAMIDE Suppliers

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View Lastest Price from C6 CERAMIDE manufacturers

BINBO BIOLOGICAL CO.,LTD
Product
C6 CERAMIDE 124753-97-5
Price
US $0.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
1000 kg
Release date
2024-04-26

124753-97-5, C6 CERAMIDERelated Search:


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  • 124753-97-5
  • C24H47NO3
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