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C2 Ceramide

Alias: C 2 Ceramide C-2 Ceramide
Cat No.:V38668 Purity: ≥98%
C2 Ceramide is a novel and potent protein phosphatase 1 (PP1) activator.
C2 Ceramide
C2 Ceramide Chemical Structure CAS No.: 3102-57-6
Product category: New2
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
5mg
10mg
25mg
50mg
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Purity & Quality Control Documentation

Purity: ≥98%

Product Description

C2 Ceramide is a novel and potent protein phosphatase 1 (PP1) activator. It is the main lipid of the stratum corneum that activates PP2A and ceramide-activated protein phosphatase (CAPP). C2 Ceramide is also a skin conditioning agent that protects the epidermal barrier from water loss.

Biological Activity I Assay Protocols (From Reference)
ln Vitro
Osteoblast viability was found to be positively correlated with C2 ceramide (5 nM-200 µM; 24-hour treatment; primary mouse osteoblasts) at concentrations ≤500 nM, whereas concentrations ≥2 µM dramatically lowered it in a dose- and time-dependent manner Osteoblast viability[1]. At 50 µM and 100 µM C2 ceramide concentrations, respectively, there was a 5.7-fold and an 11.2-fold increase in cytoplasmic histone-associated DNA fragments in osteoblasts. C2 ceramide is a strong inducer of osteoblast apoptosis at these higher concentrations [1]. While PP1 small interfering RNA exhibits the opposite effect, C2 ceramide enhances endothelial cell migration and capillary formation in human dental pulp cells (HDPC) by upregulating the mRNA expression of angiogenic genes. Bone morphogenetic protein 2 levels, Smad 1/5/8 phosphorylation, and the mRNA expression of osterix and runt-related transcription factor 2 are all increased by human dental pulp cells (HDPC) [2].
ln Vivo
Alkaline phosphatase activity, mineralized nodule development, and dentin matrix protein 1 and dentin sialophosphoprotein mRNA expression are all increased by the PP1 activator C2 ceramide. On the other hand, odontoblast development is inhibited by PP1 small interfering RNA knockdown [2].
Cell Assay
Cell viability assay[1]
Cell Types: Primary mouse osteoblasts
Tested Concentrations: 5 nM-200 µM
Incubation Duration: 24 hrs (hours)
Experimental Results: When exposed to low concentrations of 5-500 nM, the survival rate of mouse osteoblasts was Dose-dependent increase. Increasing the concentration to 20-200 μM resulted in a dose-dependent decrease in mitochondrial succinate dehydrogenase activity and osteoblast survival.
References

[1]. Ceramide-induced Cell Death/Survival in Murine Osteoblasts. J Endocrinol. 2010 Aug;206(2):225-33.

[2]. Role of Protein Phosphatase 1 in Angiogenesis and Odontoblastic Differentiation of Human Dental Pulp Cells. J Endod. 2017 Mar;43(3):417-424.

[3]. Ceramide Stimulates a Cytosolic Protein Phosphatase. J Biol Chem. 1992 Mar 15;267(8):5048-51.

[4]. Ceramide Activates Heterotrimeric Protein Phosphatase 2A. J Biol Chem. 1993 Jul 25;268(21):15523-30.

[5]. Influence of ceramide 2 on in vitro skin permeation and retention of 5-ALA and its ester derivatives, for Photodynamic Therapy. Brazilian Journal of Pharmaceutical Sciences. 2009, 45(1), 109-116.

[6]. C2-ceramide induces cell death and protective autophagy in head and neck squamous cell carcinoma cells. Int J Mol Sci. 2014 Feb 21;15(2):3336-55.

Additional Infomation
N-acetylsphingosine is a N-acylsphingosine that has an acetamido group at position 2.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C₂₀H₃₉NO₃
Molecular Weight
341.53
Exact Mass
341.292
CAS #
3102-57-6
PubChem CID
5497136
Appearance
White to off-white solid powder
Density
1.0±0.1 g/cm3
Boiling Point
532.4±50.0 °C at 760 mmHg
Melting Point
93-96ºC
Flash Point
275.8±30.1 °C
Vapour Pressure
0.0±3.2 mmHg at 25°C
Index of Refraction
1.485
LogP
5.9
Hydrogen Bond Donor Count
3
Hydrogen Bond Acceptor Count
3
Rotatable Bond Count
16
Heavy Atom Count
24
Complexity
318
Defined Atom Stereocenter Count
2
SMILES
CCCCCCCCCCCCC/C=C/[C@H]([C@H](CO)NC(=O)C)O
InChi Key
BLTCBVOJNNKFKC-QUDYQQOWSA-N
InChi Code
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
Chemical Name
N-[(E,2S,3R)-1,3-dihydroxyoctadec-4-en-2-yl]acetamide
Synonyms
C 2 Ceramide C-2 Ceramide
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Note: Please store this product in a sealed and protected environment, avoid exposure to moisture.
Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO : ~20 mg/mL (~58.56 mM)
Ethanol : ~17 mg/mL (~49.78 mM)
Solubility (In Vivo)
Note: Listed below are some common formulations that may be used to formulate products with low water solubility (e.g. < 1 mg/mL), you may test these formulations using a minute amount of products to avoid loss of samples.

Injection Formulations
(e.g. IP/IV/IM/SC)
Injection Formulation 1: DMSO : Tween 80: Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution 50 μL Tween 80 850 μL Saline)
*Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH ₂ O to obtain a clear solution.
Injection Formulation 2: DMSO : PEG300Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL DMSO 400 μLPEG300 50 μL Tween 80 450 μL Saline)
Injection Formulation 3: DMSO : Corn oil = 10 : 90 (i.e. 100 μL DMSO 900 μL Corn oil)
Example: Take the Injection Formulation 3 (DMSO : Corn oil = 10 : 90) as an example, if 1 mL of 2.5 mg/mL working solution is to be prepared, you can take 100 μL 25 mg/mL DMSO stock solution and add to 900 μL corn oil, mix well to obtain a clear or suspension solution (2.5 mg/mL, ready for use in animals).
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Injection Formulation 4: DMSO : 20% SBE-β-CD in saline = 10 : 90 [i.e. 100 μL DMSO 900 μL (20% SBE-β-CD in saline)]
*Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.
Injection Formulation 5: 2-Hydroxypropyl-β-cyclodextrin : Saline = 50 : 50 (i.e. 500 μL 2-Hydroxypropyl-β-cyclodextrin 500 μL Saline)
Injection Formulation 6: DMSO : PEG300 : castor oil : Saline = 5 : 10 : 20 : 65 (i.e. 50 μL DMSO 100 μLPEG300 200 μL castor oil 650 μL Saline)
Injection Formulation 7: Ethanol : Cremophor : Saline = 10: 10 : 80 (i.e. 100 μL Ethanol 100 μL Cremophor 800 μL Saline)
Injection Formulation 8: Dissolve in Cremophor/Ethanol (50 : 50), then diluted by Saline
Injection Formulation 9: EtOH : Corn oil = 10 : 90 (i.e. 100 μL EtOH 900 μL Corn oil)
Injection Formulation 10: EtOH : PEG300Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL EtOH 400 μLPEG300 50 μL Tween 80 450 μL Saline)


Oral Formulations
Oral Formulation 1: Suspend in 0.5% CMC Na (carboxymethylcellulose sodium)
Oral Formulation 2: Suspend in 0.5% Carboxymethyl cellulose
Example: Take the Oral Formulation 1 (Suspend in 0.5% CMC Na) as an example, if 100 mL of 2.5 mg/mL working solution is to be prepared, you can first prepare 0.5% CMC Na solution by measuring 0.5 g CMC Na and dissolve it in 100 mL ddH2O to obtain a clear solution; then add 250 mg of the product to 100 mL 0.5% CMC Na solution, to make the suspension solution (2.5 mg/mL, ready for use in animals).
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Oral Formulation 3: Dissolved in PEG400
Oral Formulation 4: Suspend in 0.2% Carboxymethyl cellulose
Oral Formulation 5: Dissolve in 0.25% Tween 80 and 0.5% Carboxymethyl cellulose
Oral Formulation 6: Mixing with food powders


Note: Please be aware that the above formulations are for reference only. InvivoChem strongly recommends customers to read literature methods/protocols carefully before determining which formulation you should use for in vivo studies, as different compounds have different solubility properties and have to be formulated differently.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 2.9280 mL 14.6400 mL 29.2800 mL
5 mM 0.5856 mL 2.9280 mL 5.8560 mL
10 mM 0.2928 mL 1.4640 mL 2.9280 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

Calculator

Molarity Calculator allows you to calculate the mass, volume, and/or concentration required for a solution, as detailed below:

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An example of molarity calculation using the molarity calculator is shown below:
What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
  • Enter 350.26 in the Molecular Weight (MW) box
  • Enter 10 in the Concentration box and choose the correct unit (mM)
  • Enter 5 in the Volume box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

Dilution Calculator allows you to calculate how to dilute a stock solution of known concentrations. For example, you may Enter C1, C2 & V2 to calculate V1, as detailed below:

What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
  • Enter 10 into the Concentration (Start) box and choose the correct unit (mM)
  • Enter 25 into the Concentration (End) box and select the correct unit (mM)
  • Enter 25 into the Volume (End) box and choose the correct unit (mL)
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  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
g/mol

Molecular Weight Calculator allows you to calculate the molar mass and elemental composition of a compound, as detailed below:

Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
Instructions to calculate molar mass (molecular weight) of a chemical compound:
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Definitions of molecular mass, molecular weight, molar mass and molar weight:
  • Molecular mass (or molecular weight) is the mass of one molecule of a substance and is expressed in the unified atomic mass units (u). (1 u is equal to 1/12 the mass of one atom of carbon-12)
  • Molar mass (molar weight) is the mass of one mole of a substance and is expressed in g/mol.
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Reconstitution Calculator allows you to calculate the volume of solvent required to reconstitute your vial.

  • Enter the mass of the reagent and the desired reconstitution concentration as well as the correct units
  • Click the “Calculate” button
  • The answer appears in the Volume (to add to vial) box
In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

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