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C24:1-Ceramide is a natural sphingolipid that regulates multiple biological activities. It is one of the most abundant naturally occurring ceramides. Ceramides regulate cell apoptosis, cell differentiation, smooth muscle cell proliferation, and inhibition of the mitochondrial respiratory chain. The compound is produced upon hydrolysis of sphingomyelin by sphingomyelinase.
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| ln Vitro |
Tyr-216-GSK3 phosphorylation (pYGSK3) is bound by C24:1-Ceramide [4]. Cetamide C24:1 (1 μM, 48 h) causes ciliary elongation in ependymal cells [4].
C24:1-Ceramide (1 μM, 48 h) induces ependymal cell cilia elongation. The compound regulates many diverse biological activities, including cell apoptosis, cell differentiation, proliferation of smooth muscle cells, and inhibition of the mitochondrial respiratory chain. As a naturally occurring ceramide, it plays important roles in cellular signaling and membrane biology. |
| ln Vivo |
C24:1-Ceramide has been shown to regulate various biological activities in vivo, including cell apoptosis, cell differentiation, smooth muscle cell proliferation, and inhibition of the mitochondrial respiratory chain. It is one of the most abundant naturally occurring ceramides. The compound's effects on smooth muscle cell proliferation and mitochondrial function suggest important roles in cardiovascular and metabolic physiology.
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| Enzyme Assay |
The activity of C24:1-Ceramide can be assessed using cell-based assays. In a typical assay, cells are treated with C24:1-Ceramide (1 μM, 48 h), and cellular responses such as cilia elongation are measured. Apoptosis is assessed by annexin V/propidium iodide staining. Cell differentiation is assessed by measuring specific differentiation markers. Smooth muscle cell proliferation is assessed by measuring cell counts or DNA synthesis. Mitochondrial function is assessed by measuring oxygen consumption or mitochondrial membrane potential.
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| Cell Assay |
C24:1-Ceramide (1 μM, 48 h) induces ependymal cell cilia elongation. The compound regulates cell apoptosis, cell differentiation, proliferation of smooth muscle cells, and inhibition of the mitochondrial respiratory chain. Cells are treated with varying concentrations of C24:1-Ceramide, and these biological activities are assessed using appropriate assays.
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| Animal Protocol |
No detailed in vivo animal model data has been published for C24:1-Ceramide. The compound is a naturally occurring lipid that has been studied in various biological contexts. Future studies may involve the use of animal models to study the role of ceramides in diseases such as atherosclerosis, diabetes, and neurodegenerative disorders.
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| ADME/Pharmacokinetics |
No detailed pharmacokinetic data has been published for C24:1-Ceramide. The compound has a molecular weight of 648.10 g/mol and a molecular formula of C42H81NO3. It has a melting point of 81-83°C. The compound is a white to off-white solid. Further studies would be needed to characterize its absorption, distribution, metabolism, and excretion properties.
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| Toxicity/Toxicokinetics |
No detailed toxicity data has been published for C24:1-Ceramide. As a naturally occurring lipid, it is likely to have a favorable safety profile. However, ceramides are known to regulate apoptosis and other cellular processes, and dysregulation of ceramide metabolism has been implicated in various diseases. Comprehensive toxicology studies would be required for therapeutic development.
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| References |
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| Additional Infomation |
N-(15Z)-tetraenoylacetylsphingosine is an N-tetraenoylacetylsphingosine in which the double bond of the ceramide acyl group is located at position 15 (Z-geometric isomer). It is a mouse metabolite. It is an N-tetraenoylacetylsphingosine and also a Cer(d42:2). It is functionally related to (15Z)-tetraenoic acid. Cer(d18:1/24:1(15Z)) has been reported in cattle and Trypanosoma brevicornu, and relevant data are available.
C24:1-Ceramide (CAS# 54164-50-0) is one of the most abundant naturally occurring ceramides. It has the molecular formula C42H81NO3 and molecular weight 648.10 g/mol. Ceramides regulate cell apoptosis, cell differentiation, smooth muscle cell proliferation, and inhibition of the mitochondrial respiratory chain. C24:1-Ceramide (1 μM, 48 h) induces ependymal cell cilia elongation. It is produced upon hydrolysis of sphingomyelin by sphingomyelinase. The compound has a purity of >98%. |
| Molecular Formula |
C42H81NO3
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| Molecular Weight |
648.10
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| Exact Mass |
647.621
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| CAS # |
54164-50-0
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| Related CAS # |
C24:1-Ceramide-d7;1840942-16-6
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| PubChem CID |
5283568
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| Appearance |
White to off-white solid powder
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| Density |
0.9±0.1 g/cm3
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| Boiling Point |
749.6±60.0 °C at 760 mmHg
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| Flash Point |
407.1±32.9 °C
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| Vapour Pressure |
0.0±5.7 mmHg at 25°C
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| Index of Refraction |
1.484
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| LogP |
17.07
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| Hydrogen Bond Donor Count |
3
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| Hydrogen Bond Acceptor Count |
3
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| Rotatable Bond Count |
37
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| Heavy Atom Count |
46
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| Complexity |
661
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| Defined Atom Stereocenter Count |
2
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| SMILES |
CCCCCCCCCCCCC/C=C/[C@H]([C@H](CO)NC(=O)CCCCCCCCCCCCC/C=C\CCCCCCCC)O
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| InChi Key |
VJSBNBBOSZJDKB-KPEYJIHVSA-N
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| InChi Code |
InChI=1S/C42H81NO3/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-26-28-30-32-34-36-38-42(46)43-40(39-44)41(45)37-35-33-31-29-27-25-16-14-12-10-8-6-4-2/h17-18,35,37,40-41,44-45H,3-16,19-34,36,38-39H2,1-2H3,(H,43,46)/b18-17-,37-35+/t40-,41+/m0/s1
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| Chemical Name |
(Z)-N-[(E,2S,3R)-1,3-dihydroxyoctadec-4-en-2-yl]tetracos-15-enamide
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| HS Tariff Code |
2934.99.9001
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| Storage |
Powder -20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month |
| Shipping Condition |
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
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| Solubility (In Vitro) |
May dissolve in DMSO (in most cases), if not, try other solvents such as H2O, Ethanol, or DMF with a minute amount of products to avoid loss of samples
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| 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
Injection Formulation 1: DMSO : Tween 80： Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution → 50 μL Tween 80 → 850 μL Saline)(e.g. IP/IV/IM/SC) *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 : PEG300 ：Tween 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). View More
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)] 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). View More
Oral Formulation 3: Dissolved in PEG400 (Please use freshly prepared in vivo formulations for optimal results.) |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 1.5430 mL | 7.7149 mL | 15.4297 mL | |
| 5 mM | 0.3086 mL | 1.5430 mL | 3.0859 mL | |
| 10 mM | 0.1543 mL | 0.7715 mL | 1.5430 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.
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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