CAS 123-78-4|D-erythro-Sphingosine
| Common Name | D-erythro-Sphingosine | ||
|---|---|---|---|
| CAS Number | 123-78-4 | Molecular Weight | 299.492 |
| Density | 0.9±0.1 g/cm3 | Boiling Point | 445.9±45.0 °C at 760 mmHg |
| Molecular Formula | C18H37NO2 | Melting Point | 81-82ºC |
| MSDS | ChineseUSA | Flash Point | 223.5±28.7 °C |
Names
| Name | sphingosine |
|---|---|
| Synonym | More Synonyms |
D-erythro-Sphingosine BiologicalActivity
| Description | D-erythro-Sphingosine is a very potent activator of p32-kinase with an EC50 of 8 μM. D-erythro-Sphingosine inhibits protein kinase C (PKC). |
|---|---|
| Related Catalog | Research Areas >>CancerNatural Products >>Others |
| Target | p32:8 μM (EC50) PKC Human Endogenous Metabolite |
| In Vitro | A p32-sphingosine-activated protein kinase responds to low concentrations of D-erythro-Sphingosine with an initial activation observed at 2.5 μM and a peak activity at 10-20 μM. This kinase shows a modest specificity for D-erythro-Sphingosine over other sphingosine tereoisomers, and a preference for sphingosines over ihydrosphingosines[1]. D-erythro-Sphingosine inhibits protein kinase C in vitro[2]. D-erythro-Sphingosine has been shown to inhibit protein kinase C, which affects cell regulation and several signal transduction pathways, and exhibits antitumor promoter activities in various mammalian cells[3]. |
| References | [1]. Pushkareva MYu, et al. Regulation of sphingosine-activated protein kinases: selectivity of activation by sphingoid basesand inhibition by non-esterified fatty acids. Biochem J. 1993 Sep 15;294 ( Pt 3):699-703. [2]. Khan WA, et al. Protein kinase C and platelet inhibition by D-erythro-Sphingosine: comparison with N,N-dimethylsphingosine and commercial preparation. Biochem Biophys Res Commun. 1990 Oct 30;172(2):683-91. [3]. Pham VT, et al. A concise synthesis of a promising protein kinase C inhibitor: D-erythro-Sphingosine. Arch Pharm Res. 2007 Jan;30(1):22-7. |
Chemical & Physical Properties
| Density | 0.9±0.1 g/cm3 |
|---|---|
| Boiling Point | 445.9±45.0 °C at 760 mmHg |
| Melting Point | 81-82ºC |
| Molecular Formula | C18H37NO2 |
| Molecular Weight | 299.492 |
| Flash Point | 223.5±28.7 °C |
| Exact Mass | 299.282440 |
| PSA | 66.48000 |
| LogP | 6.40 |
| Vapour Pressure | 0.0±2.4 mmHg at 25°C |
| Index of Refraction | 1.489 |
| Water Solubility | chloroform: 20 mg/mL |
Safety Information
| Personal Protective Equipment | Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter |
|---|---|
| Safety Phrases | 22-24/25 |
| RIDADR | NONH for all modes of transport |
| WGK Germany | 3 |
| HS Code | 2922199090 |
Customs
| HS Code | 2922199090 |
|---|---|
| Summary | 2922199090. other amino-alcohols, other than those containing more than one kind of oxygen function, their ethers and esters; salts thereof. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0% |
Articles158
More Articles| Sphingosine kinase 1 contributes to leptin-induced STAT3 phosphorylation through IL-6/gp130 transactivation in oestrogen receptor-negative breast cancer. Breast Cancer Res. Treat. 149(1) , 59-67, (2015) Obesity is a known risk factor for breast cancer. We have recently identified that adipokine leptin regulates the expression of a proto-oncogenic enzyme sphingosine kinase 1 (SK1). Signal transducer a... | |
| Sphingosine kinase 1 isoform-specific interactions in breast cancer. Mol. Endocrinol. 28(11) , 1899-915, (2014) Sphingosine kinase 1 (SK1) is a signaling enzyme that catalyzes the formation of sphingosine-1-phosphate. Overexpression of SK1 is causally associated with breast cancer progression and resistance to ... | |
| Fungal metabolite myriocin promotes human herpes simplex virus-2 infection. Life Sci. 120 , 31-8, (2015) Myriocin is a fungal metabolite with antiviral activity, including influenza, hepatitis B, and hepatitis C viruses. We investigated whether myriocin has activity against human HSV-2, one of the most p... |
Synonyms
| EINECS 204-651-3 |
| (4E)-sphing-4-enine |
| D-erythro-Sphingosine,synthetical |
| BRAIN,BOVINE |
| MFCD00036751 |
| Sphingosine, D-erythro |
| DErySphingosine |
| [3H]-Sphingosine |
| 4-trans-Sphingenine |
| Sphingosine |
| 4-Sphingenine |
| [Fluorescein]-Sphingosine |
| (2S,3R,4E)-2-Aminooctadec-4-ene-1,3-diol |
| Sphingenine |
| EGG SPHINGOSINE |
| D-erythro-Sphingosine |
| D-Sphingosine |
| 4-Octadecene-1,3-diol, 2-amino-, (2S,3R,4E)- |
| erythro-4-Sphingenine |
| CEREBROSIDE |
| (2S,3R,4E)-2-Amino-4-octadecene-1,3-diol |
| (-)-D-erythro-Sphingosine |
| (2S,3R,4E)-2-amino-3-hydroxyoctadec-4-ene-1-ol |
| BRAIN SPHINGOSINE |
| (4E)-sphingenine |
| trans-4-sphingenine |
| D-erythrosphingosine |
| C18-Sphingosine |
| (2S,3R,E)-2-Amino-4-octadecene-1,3-diol |
| Sphingosine 2S,3R,2S,3R,4E)-2-aminooctadec-4-ene-1,3-diol |
| UNII:0Y6SVQ612Q |
| (4E)-2-Aminooctadec-4-ene-1,3-diol |
