| Identification | Back Directory | [Name]
C6 CERAMIDE | [CAS]
124753-97-5 | [Synonyms]
CERAMIDE C6
C6 CERAMIDE
06:0 CERAMIDE
CAPROYL CERAMIDE
C8 SPHINGOID BASE
C6-D-ERYTHRO-CERAMIDE
N-HEXANOYLSPHINGOSINE
N-CAPROYL-D-SPHINGOSINE
N-HEXANOY-D-SPHINGOSINE
C6 Ceramide (d18:1/6:0)
N-HEXANOYL-D-SPHINGOSINE
N-CAPROYL-C18-SPHINGOSINE
N-HEXANOYL-D-ERYTHRO-SPHINGOSINE
N-HEXANOYLSPHINGOSINE, D-ERYTHRO
6-HEXANOYL-D-ERYTHRO-SPHINGOSINE
D-ERYTHRO-SPHINGOSINE, N-HEXANOYL-
6-Hexanoyl-D-erythro-sphingosine, 99+%
C6 CERAMIDE OF D-ERYTHRO-C8-SPHINGOSINE
alpha-Hydroxyoctadecanoyl-phytosphingosine
6-Hexanoyl-D-erythro-sphingosineCeramide C6
6-Hexanoyl-D-erythro-sphingosine, synthetical
6-Hexanoyl-D-erythro-sphingosine,99+%,synthetical
6-HEXANOYL-D-ERYTHRO-SPHINGOSINE, SYNTHETICAL, 99+%
N-HEXANOYL-D-SPHINGOSINE FROM SYNTHETIC D-SPHINGOSINE
C6 ceramide, Caproyl ceramide, N-Caproyl-D-sphingosine
N-[(1S,2R,3E)-2-Hydroxy-1-(hydroxyMethyl)-3-heptadecen-1-yl]hexanaMide | [Molecular Formula]
C24H47NO3 | [MDL Number]
MFCD00171385 | [MOL File]
124753-97-5.mol | [Molecular Weight]
397.63 |
| Chemical Properties | Back Directory | [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 | [biological source]
synthetic | [Stability:]
Freezer -20°C | [Cosmetics Ingredients Functions]
SKIN CONDITIONING
HAIR CONDITIONING | [InChI]
1S/C24H47NO3/c1-3-5-7-8-9-10-11-12-13-14-15-16-18-19-23(27)22(21-26)25-24(28)20-17-6-4-2/h18-19,22-23,26-27H,3-17,20-21H2,1-2H3,(H,25,28)/b19-18+ | [InChIKey]
NPRJSFWNFTXXQC-QFWQFVLDSA-N | [SMILES]
C(N[C@@H](CO)[C@H](O)/C=C/CCCCCCCCCCCCC)(=O)CCCCC | [LogP]
7.463 (est) |
| Hazard Information | Back Directory | [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. | [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 |
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| Company Name: |
J & K SCIENTIFIC LTD.
|
| Telephone: |
18210857532 18210857532 |
| Website: |
https://www.jkchemical.com |
| Company Name: |
Sigma-Aldrich
|
| Telephone: |
021-61415566 800-8193336 |
| Website: |
https://www.sigmaaldrich.cn |
| Company Name: |
Puripharm Co., Ltd.
|
| Telephone: |
0572-2745768-1 13167223168;13167223168 |
| Website: |
http://www.puriactives.com/ |
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