Size | Price | Stock | Qty |
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25mg |
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50mg |
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100mg |
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250mg |
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500mg |
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1g |
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Other Sizes |
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D-erythro-Sphingosine (Erythrosphingosine) is a highly potent activator of p32-kinase with an EC50 of 8 μM. D-erythro-Sphingosine inhibits protein kinase C (PKC). It is formed mainly from the breakdown of ceramide. D-sphingosine, a lipid possessing the same hydrophobic base as ceramide but without a carbohydrate residue, efficiently blocked this glycolipid antigen presentation both in vitro and in spinal cords of EAE mice, and significantly decreased IL-17 and ameliorated the pathological symptoms.
ln Vitro |
The p32-sphingosine-activated protein responds to low doses of D-erythro-Sphingosine, with first activation observed at 2.5 μM and maximal activity observed at 10 -20 μM. The potential of sphingosine relative to other sphingosine stereomers, and the preference for sphingosine over hydroisosphingosine [1]. D-erythro-Sphingosine inhibits protein regulatory C in vitro[2]. D-erythro-Sphingosine has been demonstrated to inhibit linked polypeptide C that impacts cell regulation and numerous signal transductions, and demonstrates anti-tumor effect in a range of cells [3].
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References |
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Additional Infomation |
Sphingosine is a sphing-4-enine in which the double bond is trans. It has a role as a human metabolite and a mouse metabolite. It is a conjugate base of a sphingosine(1+). It is an enantiomer of a L-erythro-sphingosine.
An amino alcohol with a long unsaturated hydrocarbon chain. Sphingosine and its derivative sphinganine are the major bases of the sphingolipids in mammals. (Dorland, 28th ed) Sphingosine has been reported in Rehmannia glutinosa, Glycine max, and other organisms with data available. An amino alcohol with a long unsaturated hydrocarbon chain. Sphingosine and its derivative sphinganine are the major bases of the sphingolipids in mammals. (Dorland, 28th ed) See also: L-erythro-Sphingosine (annotation moved to). |
Molecular Formula |
C₁₈H₃₇NO₂
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Molecular Weight |
299.49
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Exact Mass |
299.282
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Elemental Analysis |
C, 72.19; H, 12.45; N, 4.68; O, 10.68
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CAS # |
123-78-4
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Related CAS # |
D-erythro-Sphingosine hydrochloride;2673-72-5;D-erythro-Sphingosine-d7;1246304-34-6
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PubChem CID |
5280335
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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 |
445.9±45.0 °C at 760 mmHg
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Melting Point |
81-82ºC
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Flash Point |
223.5±28.7 °C
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Vapour Pressure |
0.0±2.4 mmHg at 25°C
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Index of Refraction |
1.489
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LogP |
6.4
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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 |
15
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Heavy Atom Count |
21
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Complexity |
231
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Defined Atom Stereocenter Count |
2
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SMILES |
CCCCCCCCCCCCC/C=C/[C@@H](O)[C@@H](N)CO
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InChi Key |
WWUZIQQURGPMPG-KRWOKUGFSA-N
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InChi Code |
InChI=1S/C18H37NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18(21)17(19)16-20/h14-15,17-18,20-21H,2-13,16,19H2,1H3/b15-14+/t17-,18+/m0/s1
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Chemical Name |
2S-amino-4E-octadecene-1,3R-diol
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Synonyms |
Erythrosphingosine erythro-C18-Sphingosine trans-4-Sphingenine(−)-Sphingosine D-erythro-Sphingosine C-18 Sphingosine (d18
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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) |
DMSO : ~50 mg/mL (~166.95 mM)
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Solubility (In Vivo) |
Solubility in Formulation 1: ≥ 2.5 mg/mL (8.35 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (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 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL. Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution. Solubility in Formulation 2: ≥ 2.5 mg/mL (8.35 mM) (saturation unknown) in 10% DMSO + 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 25.0 mg/mL clear DMSO 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 | 3.3390 mL | 16.6950 mL | 33.3901 mL | |
5 mM | 0.6678 mL | 3.3390 mL | 6.6780 mL | |
10 mM | 0.3339 mL | 1.6695 mL | 3.3390 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.