ChemicalBook > CAS DataBase List > C2 CERAMIDE

C2 CERAMIDE

Product Name
C2 CERAMIDE
CAS No.
3102-57-6
Chemical Name
C2 CERAMIDE
Synonyms
N-ACETYLSPHINGOSINE;N-ACETYL-D-SPHINGOSINE;N-ETHANOYL-D-ERYTHRO-SPHINGOSINE;CERAMIDE C2;C2 CERAMIDE;C2:0 CERAMIDE;TOC Ceramide;ACETYL CERAMIDE;C14 SPHINGOID BASE;N-Acetylsphigosine
CBNumber
CB8342539
Molecular Formula
C20H39NO3
Formula Weight
341.53
MOL File
3102-57-6.mol
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C2 CERAMIDE Property

Melting point:
93-96 °C
Boiling point:
477.13°C (rough estimate)
Density 
1.0283 (rough estimate)
refractive index 
1.5614 (estimate)
storage temp. 
−20°C
solubility 
DMSO: soluble
form 
powder
pka
13.50±0.20(Predicted)
color 
white
biological source
semisynthetic
Stability:
Moisture Sensitive
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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)

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
01912
Product name
N-Acetyl-D-sphingosine
Purity
≥98.0% (TLC)
Packaging
50mg
Price
$101.6
Updated
2024/03/01
Sigma-Aldrich
Product number
01912
Product name
N-Acetyl-D-sphingosine
Purity
≥98.0% (TLC)
Packaging
250mg
Price
$342.8
Updated
2024/03/01
Alfa Aesar
Product number
J60534
Product name
N-Acetyl-D-sphingosine, 98%
Packaging
5mg
Price
$112
Updated
2023/06/20
Alfa Aesar
Product number
J60534
Product name
N-Acetyl-D-sphingosine, 98%
Packaging
1mg
Price
$20.5
Updated
2021/12/16
Cayman Chemical
Product number
62510
Product name
C-2 Ceramide
Purity
≥98%
Packaging
1mg
Price
$21
Updated
2024/03/01
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C2 CERAMIDE Chemical Properties,Usage,Production

Description

C2 ceramide is a cell-permeable analog of naturally occurring ceramides. It mediates many diverse biological activities, as do natural ceramides. These processes include differentiation of HL-60 cells, induction of apoptosis, activation of protein phosphatase 2A, and inhibition of the mitochondrial respiratory chain. C2 ceramide also enhances the expression of COX-2 in human dermal fibroblasts and stimulates the growth of bovine aortic smooth muscle cells. The ability of C2 ceramide to destabilize membranes may be responsible for its inhibition of platelet aggregation.

Chemical Properties

White Crystalline Solid

Uses

Inhibits cell proliferation and induces monocytic differentiation of HL-60 cells. Activates protein phosphatases

Uses

A biologically active, cell permeable, but nonphysiologic ceramide analog. It inhibits cell proliferation and induces monocytic differentiation of HL-60 cells and induces apoptosis. It stimulates protein phosphatase 2A and activates MAP Kinase2

Definition

ChEBI: N-acetylsphingosine is a N-acylsphingosine that has an acetamido group at position 2.

Biological Activity

A potent modulator of cell proliferation and differentiation. Activates protein phosphatase-1 (PP1) and -2A (PP2A), as well as ceramide-activated protein phosphatase (CAPP) in vitro .

Biochem/physiol Actions

Cell-permeable, biologically active ceramide. It induces differentiation and apoptosis in cells and has been shown to activate protein phosphatases.

storage

Desiccate at -20°C

References

1) Minano et al. (2008), C2-ceramide mediates cerebellar granule cells apoptosis by activation of caspases-2, -9, and -3; J. Neurosci. Res., 86 1734 2) Prinetti et al. (1997), Involvement of a ceramide activated protein phosphatase in the differentiation of neuroblastoma Neuro2a cells; FEBS Lett., 414 475 3) Zhang et al. (1997), Kinase suppressor of Ras is ceramide-activated protein kinase; Cell, 89 63 4) Matsuzaka et al. (2016) Characterization and Functional Analysis of Extracellular Vesicles and Muscle-Abundant miRNAs (miR-1, miR-133a, and miR-206) in C2C12 Myocytes and mdx Mice; PLoS One 11(12) e0167811 [Focus Biomolecules Citation] 5) Matsuzaka et al. (2016) Characterization and functional analysis of extracellular vesicles and muscle-abundant miRNA in C2C12 myocytes and Mdx mice; PLoS One 11(12) e0167811 [Focus Biomolecules Citation]

C2 CERAMIDE Preparation Products And Raw materials

Raw materials

Preparation Products

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C2 CERAMIDE Suppliers

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View Lastest Price from C2 CERAMIDE manufacturers

Shaanxi Dideu Medichem Co. Ltd
Product
C2 CERAMIDE 3102-57-6
Price
US $1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
20T
Release date
2024-08-11

3102-57-6, C2 CERAMIDERelated Search:

6-((N-(7-NITROBENZ-2-OXA-1,3-DIAZOL-4-YL)AMINO)-HEXANOYL)SPHINGOSYL PHOSPHOCHOLINE C6 CERAMIDE GANGLIOSIDE GM1, AMMONIUM SALT, BOVINE C2 CERAMIDE DISIALOGANGLIOSIDE GD1B 2NA GANGLIOTETRAOSYL CERAMIDE,GANGLIOTETRAOSYL CERAMIDE CDH GAL(SA)-GALNAC-GAL(SA)-GLC-CERAMIDE,GAL(SA)-GALNAC-GAL(SA)-GLC-CERAMIDE LIGNOCERIC CERAMIDE,LIGNOCERIC CERAMIDE LYSO-CERAMIDE TRIHEXOSIDE,LYSO-CERAMIDE TRIHEXOSIDE LIGNOCERIC CERAMIDE,LIGNOCERIC CERAMIDE LYSO-LACTOSYL CERAMIDE,LYSO-LACTOSYL CERAMIDE GANGLIOTRIOSYL CERAMIDE,GANGLIOTRIOSYL CERAMIDE N-[12-[(7-NITRO-2-1,3-BENZOXADIAZOL-4-YL)AMINO]DODECANOYL]-CERAMIDE,N-[12-[(7-NITRO-2-1,3-BENZOXADIAZOL-4-YL)AMINO]DODECANOYL]-CERAMIDE D-ERYTHRO-SPHINGOSINE N-LIGNOCEROYL-D-SPHINGOSINE 1-BENZOATE N-BUTANOYL-D-ERYTHRO-SPHINGOSINE N-ARACHIDOYL-D-ERYTHRO-SPHINGOSINE

  • N-ETHANOYL-D-ERYTHRO-SPHINGOSINE
  • N-ACETYL-D-ERYTHRO-SPHINGOSINE
  • N-ACETYL-D-SPHINGOSINE
  • N-ACETYLSPHINGOSINE, D-ERYTHRO
  • N-ACETYLSPHINGOSINE
  • C14 SPHINGOID BASE
  • C2:0 CERAMIDE
  • C2-D-ERYTHRO-CERAMIDE
  • C2 CERAMIDE
  • C2 CERAMIDE OF D-ERYTHRO-C14-SPHINGOSINE
  • CERAMIDE C2
  • Acetamide, N-[(1S,2R,3E)-2-hydroxy-1-(hydroxymethyl)-3-heptadecen-1-yl]-
  • D-erythro-Sphingosine, N-Acetyl- - CAS 3102-57-6 - Calbiochem
  • D-ERYTHRO-SPHINGOSINE, N-ACETYL-
  • ACETYL CERAMIDE
  • N-ETHANOYL-D-ERYTHRO-SPHINGOSINE SYNTHE TICAL 99+%
  • N-Ethanoyl-D-erythro-sphingosine, synthetical
  • (D-erythro-N-Acetylsphingosine)
  • D-erythro-Sphingoshine, N-Acetyl-
  • N-Ethanoyl-D-sphingosine
  • TOC Ceramide
  • Acetyl ceramide, C2 ceramide
  • N-[(1S,2R,3E)-2-Hydroxy-1-(hydroxyMethyl)-3-heptadecen-1-yl]acetaMide
  • (2S,3R,4E)-2-(Acetylamino)-4-octadecene-1,3-diol
  • C2 Ceramide (d18:1/2:0)
  • N-Acetylsphigosine
  • C2 Ceramide,C-2 Ceramide
  • C2 Ceramide, 10 mM in DMSO
  • 3102-57-6
  • 3102-57-5
  • 7344-2-7
  • 3101-57-6
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