Physicochemical Properties
| Molecular Formula | C18H39NO2 |
| Molecular Weight | 301.50776 |
| Exact Mass | 301.298 |
| CAS # | 764-22-7 |
| Related CAS # | 139755-79-6 (HCl) |
| PubChem CID | 91486 |
| Appearance | White to off-white solid powder |
| Density | 0.9±0.1 g/cm3 |
| Boiling Point | 446.2±25.0 °C at 760 mmHg |
| Melting Point | 70-72ºC |
| Flash Point | 223.7±23.2 °C |
| Vapour Pressure | 0.0±2.4 mmHg at 25°C |
| Index of Refraction | 1.478 |
| LogP | 6.27 |
| Hydrogen Bond Donor Count | 3 |
| Hydrogen Bond Acceptor Count | 3 |
| Rotatable Bond Count | 16 |
| Heavy Atom Count | 21 |
| Complexity | 200 |
| Defined Atom Stereocenter Count | 2 |
| SMILES | CCCCCCCCCCCCCCC[C@H]([C@H](CO)N)O |
| InChi Key | OTKJDMGTUTTYMP-ZWKOTPCHSA-N |
| InChi Code | InChI=1S/C18H39NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18(21)17(19)16-20/h17-18,20-21H,2-16,19H2,1H3/t17-,18+/m0/s1 |
| Chemical Name | (2S,3R)-2-aminooctadecane-1,3-diol |
| 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) |
Biological Activity
| ln Vitro | D-erythro-dihydrosphingosine (D-erythro-DHS) strongly suppresses the release of arachidonic acid in PC12 cells induced by mastoparan, but not by Na3VO4. At 100 AM, the release of [3H]Arachidonic acid was marginally reduced by D-erythro-dihydrosphingosine, while it was greatly enhanced by 5 μM Ionomycin alone. 100 μM C2-ceramide enhanced release in the presence of 5 μM Ionomycin, while 100 μM D-erythro-dihydrosphingosine blocked release. The release of arachidonic acid and/or cPLA2α activity in cells is inhibited by D-erythro-dihydrosphingosine [1]. |
| References |
[1]. Inhibition of arachidonic acid release and cytosolic phospholipase A2 alpha activity by D-erythro-sphingosine. Eur J Pharmacol. 2004 Jan 19;484(1):9-17. |
| Additional Infomation |
Sphinganine is a 2-aminooctadecane-1,3-diol having (2S,3R)-configuration. It has a role as an EC 2.7.11.13 (protein kinase C) inhibitor, a human metabolite and a mouse metabolite. It is a conjugate base of a sphinganine(1+). Sphinganine has been reported in Caulerpa racemosa, Drosophila melanogaster, and other organisms with data available. Sphinganine is a metabolite found in or produced by Saccharomyces cerevisiae. |
Solubility Data
| Solubility (In Vitro) |
Ethanol : ~50 mg/mL (~165.83 mM) DMSO : ~10 mg/mL (~33.17 mM) |
| Solubility (In Vivo) |
Solubility in Formulation 1: ≥ 2.5 mg/mL (8.29 mM) in 10% EtOH + 90% (20% SBE-β-CD in 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 EtOH stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly. 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. Solubility in Formulation 2: ≥ 2.5 mg/mL (8.29 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 25.0 mg/mL clear EtOH stock solution to 900 μL of corn oil and mix evenly. Solubility in Formulation 3: ≥ 1 mg/mL (3.32 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 10.0 mg/mL clear DMSO stock solution to 400 μL of PEG300 and mix evenly; then add 50 μL of Tween-80 to the above solution and mix evenly; then add 450 μL of 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 4: ≥ 1 mg/mL (3.32 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in 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 10.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly. 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. Solubility in Formulation 5: ≥ 1 mg/mL (3.32 mM)(saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 10.0 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 | 3.3166 mL | 16.5832 mL | 33.1664 mL | |
| 5 mM | 0.6633 mL | 3.3166 mL | 6.6333 mL | |
| 10 mM | 0.3317 mL | 1.6583 mL | 3.3166 mL |