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c16 ceramide

Cat No.:V41865 Purity: ≥98%
C16-Ceramide is a natural small molecule that activates/agonizes p53 through direct selective binding.
c16 ceramide
c16 ceramide Chemical Structure CAS No.: 24696-26-2
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
50mg
100mg
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Other Forms of c16 ceramide:

  • C16-Ceramide-d31
  • C16-Ceramide-d9
Official Supplier of:
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Top Publications Citing lnvivochem Products
Product Description
C16-Ceramide is a natural small molecule that activates/agonizes p53 through direct selective binding.
Biological Activity I Assay Protocols (From Reference)
ln Vitro
P53 and C16-ceramide interact within the core domain of the latter. In cells, p53 combines with natural C16-ceramide to form a complex [1]. HCT116 cell viability is significantly decreased by C16-ceramide (2.5–50 μM; 0-48 hours) in a concentration- and time-dependent manner [2]. Btf (Bcl-2-related transcription factor) is the mechanism by which C16-ceramide (12 μM; 48 hours) causes apoptosis in HCT116 cells [2]. p53 and BAX expression are upregulated by C16-ceramide (12 μM; 0–6 hours) and Btf expression. Through Btf, C16-ceramide inhibits the expression of Mdm2 [2].
Cell Assay
Cell Viability Assay[2]
Cell Types: HCT116 Cell
Tested Concentrations: 2.5, 5, 10, 12, 20, 50 µM
Incubation Duration: 0-48 hrs (hours)
Experimental Results: Cell viability diminished dramatically in a time and concentration dependent manner.

Western Blot Analysis[2]
Cell Types: HCT116 Cell
Tested Concentrations: 12 μM
Incubation Duration: 1, 3 and 6 hrs (hours)
Experimental Results: Increased PARP cleavage and diminished pro-caspase 3. diminished stratifin and stathmin levels, increased inhibin and btw. After treatment, RNAi-mediated Btf depletion also partially suppressed BAX expression. Luciferase activity and Mdm2 protein expression levels were Dramatically diminished.
References

[1]. C16-ceramide is a natural regulatory ligand of p53 in cellular stress response. Nat Commun. 2018 Oct 8;9(1):4149.

[2]. The proapoptotic C16-ceramide-dependent pathway requires the death-promoting factor Btf in colon adenocarcinoma cells. J Proteome Res. 2009 Oct;8(10):4810-22.

Additional Infomation
N-hexadecanoylsphingosine is a N-acylsphingosine in which the ceramide N-acyl group is specified as hexadecanoyl (palmitoyl). It has a role as a Mycoplasma genitalium metabolite and a human blood serum metabolite. It is a N-acylsphingosine, a Cer(d34:1) and a N-palmitoyl-sphingoid base. It is functionally related to a hexadecanoic acid.
N-Palmitoylsphingosine has been reported in Junceella juncea and Trypanosoma brucei with data available.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C34H67NO3
Molecular Weight
537.900691270828
Exact Mass
537.512
CAS #
24696-26-2
Related CAS #
C16-Ceramide-d31;852043-41-5;C16-Ceramide-13C16;C16-Ceramide-d9;2260669-51-8
PubChem CID
5283564
Appearance
White to off-white solid powder
Density
0.919g/cm3
Boiling Point
675.396ºC at 760 mmHg
Melting Point
94-95ºC
Flash Point
362.267ºC
Vapour Pressure
0mmHg at 25°C
Index of Refraction
1.48
LogP
9.953
Hydrogen Bond Donor Count
3
Hydrogen Bond Acceptor Count
3
Rotatable Bond Count
30
Heavy Atom Count
38
Complexity
508
Defined Atom Stereocenter Count
2
SMILES
CCCCCCCCCCCCCCCC(=O)N[C@@H](CO)[C@@H](/C=C/CCCCCCCCCCCCC)O
InChi Key
YDNKGFDKKRUKPY-TURZORIXSA-N
InChi Code
InChI=1S/C34H67NO3/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-33(37)32(31-36)35-34(38)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h27,29,32-33,36-37H,3-26,28,30-31H2,1-2H3,(H,35,38)/b29-27+/t32-,33+/m0/s1
Chemical Name
N-[(E,2S,3R)-1,3-dihydroxyoctadec-4-en-2-yl]hexadecanamide
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: This product requires protection from light (avoid light exposure) during transportation and storage.
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)
Ethanol : ~20 mg/mL (~37.18 mM; warming and heat to 60°C) DMF : 20 mg/mL (~37.18 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2 mg/mL (3.72 mM) (saturation unknown) in 10% EtOH + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.0 mg/mL clear EtOH + stock solution to 900 μL of corn oil and mix evenly.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 1.8591 mL 9.2954 mL 18.5908 mL
5 mM 0.3718 mL 1.8591 mL 3.7182 mL
10 mM 0.1859 mL 0.9295 mL 1.8591 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

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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?
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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:
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  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
g/mol

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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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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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