N-(hexanoyl)sphing-4-enine

Names

[ Name ]:
N-(hexanoyl)sphing-4-enine

[Synonym ]:
N-Hexanoyl-D-sphingosine
N-hexanoyl-D-erythro-sphingosine
C6 ceramide Caproyl ceramide N-Caproyl-D-sphingosine
N-(hexanoyl)sphing-4-enine
N-(hexanoyl)-sphing-4-enine
Hexanamide, N-[(1S,2R,3E)-2-hydroxy-1-(hydroxymethyl)-3-heptadecen-1-yl]-
MFCD00870174
N-[(2S,3R,4E)-1,3-Dihydroxy-4-octadecen-2-yl]hexanamide

Biological Activity

[Description]:

C6-ceramide, a ceramide pathway activator, shows activity against a variety of cancer cell lines. C6-ceramide can be used as an adjuvant for chemotherapeutic agents, to enhance anti-tumor effects[1][2].

[Related Catalog]:

Signaling Pathways >> Apoptosis >> Apoptosis

Research Areas >> Cancer

[References]

[1]. Zhu Q, et, al. C6-ceramide synergistically potentiates the anti-tumor effects of histone deacetylase inhibitors via AKT dephosphorylation and α-tubulin hyperacetylation both in vitro and in vivo. Cell Death Dis. 2011 Jan 27;2(1):e117.

[2]. Liu L, et, al. C6-ceramide treatment inhibits the proangiogenic activity of multiple myeloma exosomes via the miR-29b/Akt pathway. J Transl Med. 2020 Aug 3;18(1):298.

Chemical & Physical Properties

[ Density]:
0.9±0.1 g/cm3

[ Boiling Point ]:
574.7±50.0 °C at 760 mmHg

[ Melting Point ]:
76-77ºC

[ Molecular Formula ]:
C₂₄H₄₇NO₃

[ Molecular Weight ]:
397.63

[ Flash Point ]:
301.4±30.1 °C

[ Exact Mass ]:
397.355591

[ PSA ]:
69.56000

[ LogP ]:
8.02

[ Vapour Pressure ]:
0.0±3.6 mmHg at 25°C

[ Index of Refraction ]:
1.483

[ Storage condition ]:
-20°C

MSDS

Click to get detail MSDS

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ Safety Phrases ]:
S22-S24/25

[ RIDADR ]:
NONH for all modes of transport

Articles

Stimulation of the cardiac myocyte Na+-K+ pump due to reversal of its constitutive oxidative inhibition.

Am. J. Physiol. Cell Physiol. 309 , C239-50, (2015)

Protein kinase C can activate NADPH oxidase and induce glutathionylation of the β1-Na(+)-K(+) pump subunit, inhibiting activity of the catalytic α-subunit. To examine if signaling of nitric oxide-indu...

Carbon nanoparticles induce ceramide- and lipid raft-dependent signalling in lung epithelial cells: a target for a preventive strategy against environmentally-induced lung inflammation.

Part. Fibre Toxicol. 9 , 48, (2012)

Particulate air pollution in lung epithelial cells induces pathogenic endpoints like proliferation, apoptosis, and pro-inflammatory reactions. The activation of the epidermal growth factor receptor (E...

Targeting sphingosine kinase 2 (SphK2) by ABC294640 inhibits colorectal cancer cell growth in vitro and in vivo.

J. Exp. Clin. Cancer Res 34 , 94, (2015)

Colorectal cancer (CRC) is a major health problem in China and around the world. It is one of the leading causes of cancer-related deaths. Research groups are thus searching for novel and more efficie...