ChemicalBook CAS DataBase List 124753-97-5

124753-97-5

Name	C6 CERAMIDE
CAS	124753-97-5
Molecular Formula	C24H47NO3
MDL Number	MFCD00171385
Molecular Weight	397.63
MOL File	124753-97-5.mol

Chemical Properties

Appearance	Off White Powder
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.
form	Powder
pka	13.53±0.20(Predicted)
color	White
Stability:	Freezer -20°C
LogP	7.463 (est)

Safety Data

Safety Statements	22-24/25 less more
WGK Germany	3
HS Code	29241990

Hazard Information

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.

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.

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.

Spectrum Detail

Supplier

Shanghai Renshi Pharmatech Co., LTD

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Thermo Fisher Scientific

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Guangzhou Isun Pharmaceutical Co., Ltd

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Sigma-Aldrich

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Codow Chemical Co.,Ltd.

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Puripharm Co., Ltd.

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Chengdu Dianchun Technology Co., Ltd

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Shenzhen Polymeri Biochemical Technology Co., Ltd.

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Henan Pumei Jihua Pharmaceutical Technology Co., Ltd.

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Zhengzhou Convergence Chemical Co. LTD

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