C2 CERAMIDE

ChemicalBook > CAS DataBase List > 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
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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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

3102-57-6

3102-57-5

7344-2-7

3101-57-6

BioChemical

Anti-Proliferative Agents

Antitumor Agents

Cancer Research

Mixed Fatty Acids

Activators

Fatty Acid Derivatives & Lipids

Glycerols

Inhibitors

Protein Kinase Inhibitors and Activators

Lipid signaling