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
InChI: InChI=1S/C20H39NO3/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-20(24)19(17-22)21-18(2)23/h15-16,19-20,22,24H,3-14,17H2,1-2H3,(H,21,23)/b16-15+/t19-,20+/m0/s1
InChIKey: BLTCBVOJNNKFKC-QUDYQQOWSA-N
SMILES: C(N[C@@H](CO)[C@H](O)/C=C/CCCCCCCCCCCCC)(=O)C

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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: A7191
Product name: N-Acetyl-D-sphingosine
Purity: ≥97% (TLC), powder
Packaging: 1 mg
Price: $39.4
Updated: 2025/07/31

Sigma-Aldrich

Product number: A7191
Product name: N-Acetyl-D-sphingosine
Purity: ≥97% (TLC), powder
Packaging: 5 mg
Price: $105
Updated: 2025/07/31

Sigma-Aldrich

Product number: 01912
Product name: N-Acetyl-D-sphingosine
Purity: ≥98.0% (TLC)
Packaging: 50 mg
Price: $182.7
Updated: 2025/07/31

Sigma-Aldrich

Product number: 01912
Product name: N-Acetyl-D-sphingosine
Purity: ≥98.0% (TLC)
Packaging: 250 mg
Price: $881
Updated: 2025/07/31

Sigma-Aldrich

Product number: 01912
Product name: N-Acetyl-D-sphingosine
Purity: ≥98.0% (TLC)
Packaging: 50mg
Price: $101.6
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] ALFREDO MIÑANO. C2-ceramide mediates cerebellar granule cells apoptosis by activation of caspases-2, -9, and -3[J]. Journal of Neuroscience Research, 2008, 86 8: 1734-1747. DOI:10.1002/jnr.21633
[2] ALESSANDRO PRINETTI. Involvement of a ceramide activated protein phosphatase in the differentiation of neuroblastoma Neuro2a cells[J]. FEBS Letters, 1997, 414 2: Pages 475-479. DOI:10.1016/s0014-5793(97)00981-2
[3] Y ZHANG. Kinase suppressor of Ras is ceramide-activated protein kinase.[J]. Cell, 1997, 89 1: 63-72. DOI:10.1016/s0092-8674(00)80183-x
[4] Y. MATSUZAKA. Characterization and Functional Analysis of Extracellular Vesicles and Muscle-Abundant miRNAs (miR-1, miR-133a, and miR-206) in C2C12 Myocytes and mdx Mice[J]. PLoS ONE, 2016, 11 1. DOI:10.1371/journal.pone.0167811
[5] Y. MATSUZAKA. Characterization and Functional Analysis of Extracellular Vesicles and Muscle-Abundant miRNAs (miR-1, miR-133a, and miR-206) in C2C12 Myocytes and mdx Mice[J]. PLoS ONE, 2016, 11 1. DOI:10.1371/journal.pone.0167811

C2 CERAMIDE Preparation Products And Raw materials

Raw materials

Preparation Products

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C2 CERAMIDE Suppliers

Belgium 1 Canada 1 China 100 Germany 3 Japan 2 Switzerland 2 United Kingdom 7 United States 27 Global 143

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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 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 C24-Ceramide 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

D-erythro-Sphingosine, N-Acetyl-

3102-57-6

3102-57-5

7344-2-7

3101-57-6

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Fatty Acid Derivatives & Lipids

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Protein Kinase Inhibitors and Activators

Lipid signaling