Art. -Nr.: HY-101047

D-erythro-Sphingosine

(Synonyms: Erythrosphingosine; erythro-C18-Sphingosine; trans-4-Sphingenine)

6 Cited Publications

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Based on 6 publication(s) in Google Scholar

D-erythro-Sphingosine (Erythrosphingosine) is a very potent activator of p32-kinase with an EC₅₀ of 8 μM, and inhibits protein kinase C (PKC). D-erythro-Sphingosine (Erythrosphingosine) is also a PP2A activator.

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Reinheit: 98.0%
CAS. Nr.: 123-78-4
Formel: C₁₈H₃₇NO₂
Molecular Weight:299.49

Speicherung:

Powder -20°C, 3 years ; In solvent -80°C, 6 months , -20°C, 1 month

D-erythro-Sphingosine Chemical Structure

CAS. Nr.: 123-78-4

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Biologische Aktivität
- Beschreibung
- IC₅₀ & Target
- Cellular Effect
- In Vitro
Chemical Information
Publications (6)
Lösungsmittel & Löslichkeit
- In Vitro
- In Vivo
Reinheit & Dokumentation
Verweise
Help & FAQs
Classifications
Bioz

Biologische Aktivität

Beschreibung

IC₅₀ & Target^[1]^[2]^[3]^[4]

p32

8 μM (EC₅₀)

PKC

PP2A

Human Endogenous Metabolite

Microbial Metabolite

Alle PKC Isoform-spezifische Produkte anzeigen :

Alle Endogenous Metabolite Isoform-spezifische Produkte anzeigen :

Cellular Effect

Cell Line	Type	Value	Description	References
FL5.12	IC₅₀	3.6 μM Compound: 6	Cytotoxicity against mouse FL5.12A cells after 48 hrs by DAPI staining-based flow cytometric analysis Cytotoxicity against mouse FL5.12A cells after 48 hrs by DAPI staining-based flow cytometric analysis	[PMID: 27475534]
Jurkat	IC₅₀	2.01 μM Compound: Sphingosine	Inhibition of wild type human Jurkat cells after 18 hrs by MTT assay Inhibition of wild type human Jurkat cells after 18 hrs by MTT assay	[PMID: 17400555]
Jurkat	IC₅₀	2.88 μM Compound: Sphingosine	Inhibition of 2-amino-4-(4-heptyloxyphenyl)-2-methylbutanol-resistant human Jurkat SBR2 mutant cells proliferation after 18 hrs by MTT assay Inhibition of 2-amino-4-(4-heptyloxyphenyl)-2-methylbutanol-resistant human Jurkat SBR2 mutant cells proliferation after 18 hrs by MTT assay	[PMID: 17400555]
Jurkat	IC₅₀	3.38 μM Compound: Sphingosine	Inhibition of human 2-amino-4-(4-heptyloxyphenyl)-2-methylbutanol-resistant human Jurkat SBR3 mutant cells proliferation after 18 hrs by MTT assay Inhibition of human 2-amino-4-(4-heptyloxyphenyl)-2-methylbutanol-resistant human Jurkat SBR3 mutant cells proliferation after 18 hrs by MTT assay	[PMID: 17400555]
Jurkat	IC₅₀	3.48 μM Compound: Sphingosine	Inhibition of 2-amino-4-(4-heptyloxyphenyl)-2-methylbutanol-resistant human Jurkat SBR1 mutant cells proliferation after 18 hrs by MTT assay Inhibition of 2-amino-4-(4-heptyloxyphenyl)-2-methylbutanol-resistant human Jurkat SBR1 mutant cells proliferation after 18 hrs by MTT assay	[PMID: 17400555]

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].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Chemical Information

CAS. Nr. 123-78-4
Appearance Solid
Molecular Weight 299.49
Formel C₁₈H₃₇NO₂
Color White to off-white
SMILES

CCCCCCCCCCCCC/C=C/[C@@H](O)[C@@H](N)CO
Synonyms

Erythrosphingosine; erythro-C18-Sphingosine; trans-4-Sphingenine
Structure Classification
- Others
Initial Source
- Endogenous metabolite
Versand

Room temperature in continental US; may vary elsewhere.

Speicherung

Powder	-20°C	3 years
In solvent	-80°C	6 months
	-20°C	1 month

Publications (6)

All Bio/Physico-chemical AssayWBRT-PCRIF

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Journal Impact Factor

Nat Commun

Gut symbiont-derived sphingosine modulates vector competence in Aedes mosquitoes. [Abstract]

2024 Sep 19;15(1):8221. PMID: 39300135

D-erythro-Sphingosine purchased from MedChemExpress. Usage Cited in: Nat Commun. 2024 Sep 19;15(1):8221. [Abstract]

D-erythro-Sphingosine (10 μM, 30 min). Effects of sph addition in different ways in ZIKV-infected cells. The protein levels were quantified using western blot at 48 h post infection. Con.: DMSO treatment.

D-erythro-Sphingosine purchased from MedChemExpress. Usage Cited in: Nat Commun. 2024 Sep 19;15(1):8221. [Abstract]

D-erythro-Sphingosine (10 μM, 30 min). Effects of sph addition in different ways in ZIKV-infected cells. ZIKV mRNA levels were examined using qPCR (b; n = 3 biologically independent cell samples; two-sided multiple unpaired t-test) at 48 h post infection. Con.: DMSO treatment.
Adv Sci (Weinh)

A Microbial Lipid-ATP Synthase Axis Fuels NK Cell Antitumor Activity. [Abstract]

2026 Jul;13(39):e20095. PMID: 41972457
Pharmacol Res

Lysosome-triggered nanotherapy packages osteoclast apoptotic bodies with pro-anabolic lipids to couple anti-resorption and bone formation. [Abstract]

2026 Apr 30:108225. PMID: 42069319
Mol Med

Acid ceramidase targeting pyruvate kinase affected trypsinogen activation in acute pancreatitis. [Abstract]

2022 Sep 6;28(1):106. PMID: 36068514

D-erythro-Sphingosine purchased from MedChemExpress. Usage Cited in: Mol Med. 2022 Sep 6;28(1):106. [Abstract]

Primary cells were treated with solvent, 5 μM of sphingosine, 10 μM of DASA58 plus sphingosine, and 200 nM of cerulein plus 10 ng/mL of LPS and DASA58 with LPS and sphingosine for 6 h. Cells were lysed for trypsin assay.

D-erythro-Sphingosine purchased from MedChemExpress. Usage Cited in: Mol Med. 2022 Sep 6;28(1):106. [Abstract]

Primary cells were treated with solvent, 5 μM of sphingosine, 10 μM of DASA58 plus sphingosine, and 200 nM of cerulein plus 10 ng/mL of LPS and DASA58 with LPS and sphingosine for 6 h. Cells were lysed for cathepsin B assay by WB.

D-erythro-Sphingosine purchased from MedChemExpress. Usage Cited in: Mol Med. 2022 Sep 6;28(1):106. [Abstract]

Acid ceramidase (ASAH1) regulated the activity of trypsin and cathepsin B through sphingosine (SPH). Lentivirus particles containing nontargeting shRNA/Control vector or shRNA targeting ASAH1/ASAH1 expressing plasmid were added to primary pancreatic acinar cells. Additionally, the cells were treated as indicated. Cathepsin B activity was detected by a spectrophotometer.
J Agric Food Chem

Chronic Exposure to Environmentally Relevant Concentrations of Microcystin-Leucine Arginine Causes Lung Barrier Damage through PP2A Activity Inhibition and Claudin1 Ubiquitination. [Abstract]

2022 Sep 7;70(35):10907-10918. PMID: 36026589
Mol Neurobiol

Microcystin-LR Exposure Damages Neurons by Inducing α-Syn Aggregation via MAPK4/GATA2/SNCA and PP2A/GRKs Pathways. [Abstract]

2025 May;62(5):6195-6211. PMID: 39738876

Lösungsmittel & Löslichkeit

In Vitro:

DMSO : 50 mg/mL (166.95 mM; ultrasonic and warming and heat to 60°C; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)

View the Complete Stock Solution Preparation Table

Preparing Stock Solutions

View the Complete Stock Solution Preparation Table

Concentration Solvent Mass

1 mg

5 mg

10 mg

Concentration

Solvent

Mass

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

Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.

Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.

Molaritätsrechner

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

Mass Mass

Konzentration Konzentration

Volumen Volumen

Molecular Weight Molecular Weight

Verdünnungsrechner

Konzentration _{(Stammlösung)} × Volumen _{(Stammlösung)} = Konzentration _{(Ziellösung)} × Volumen _{(Ziellösung)}

Konzentration _{(Stammlösung)} Konzentration _{(Stammlösung)}

Volumen _{(Stammlösung)} Volumen _{(Stammlösung)}

Konzentration _{(Ziellösung)} Konzentration _{(Ziellösung)}

Volumen _{(Ziellösung)} Volumen _{(Ziellösung)}

In Vivo:

Select the appropriate dissolution method based on your experimental animal and administration route.

Stock Solution Working Solution

For the following dissolution methods, please ensure to first prepare a clear stock solution using an In Vitro approach and then sequentially add co-solvents:
To ensure reliable experimental results, the clarified stock solution can be appropriately stored based on storage conditions. As for the working solution for In Vivo experiments, it is recommended to prepare freshly and use it on the same day.
The percentages shown for the solvents indicate their volumetric ratio in the final prepared solution. If precipitation or phase separation occurs during preparation, heat and/or sonication can be used to aid dissolution.

Protocol 1

Add each solvent one by one: 10% DMSO 40% PEG300 5% Tween-80 45% Saline

Solubility: ≥ 2.5 mg/mL (8.35 mM); Clear solution

This protocol yields a clear solution of ≥ 2.5 mg/mL (saturation unknown).

Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (25.0 mg/mL) to 400 μL PEG300, and mix evenly; then add 50 μL Tween-80 and mix evenly; then add 450 μL Saline to adjust the volume to 1 mL.

Protocol 2

Add each solvent one by one: 10% DMSO 90% Corn Oil

Solubility: ≥ 2.5 mg/mL (8.35 mM); Clear solution

This protocol yields a clear solution of ≥ 2.5 mg/mL (saturation unknown). If the continuous dosing period exceeds half a month, please choose this protocol carefully.

Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (25.0 mg/mL) to 900 μL Corn oil, and mix evenly.

In Vivo Dissolution Calculator

Please enter the basic information of animal experiments:

Dosage Dosage
mg/kg
Animal Weight (Per Animal) Animal Weight (Per Animal)
g
Dosing Volume (Per Animal) Dosing Volume (Per Animal)
μL
Number of Animals Number of Animals

Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.

Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.

Please enter your animal formula composition:

%
DMSO +

Recommended: Keep the proportion of DMSO in working solution below 2% if your animal is weak.
%
+
+
%
Tween-80 + +
%
Saline +

The co-solvents required include: DMSO, . All of co-solvents are available by MedChemExpress (MCE). , Tween 80. All of co-solvents are available by MedChemExpress (MCE).

Working solution concentration: 0.22 mg/mL

Reinheit & Dokumentation

Select Batch:

Reinheit: 99.98%

Assay: 99.98%

ee.: 99.98%

Data Sheet (269 KB)
SDS (396 KB)
- English - EN (396 KB)
- Français - FR (396 KB)
- Deutsch - DE (396 KB)
- Norwegian - NO (396 KB)
- Español - ES (396 KB)
- Swedish - SV (396 KB)
- Italian - IT (396 KB)
- Korean - KR (396 KB)
- Portuguese - PT (396 KB)
COA (2659 KB)
Elemental Analysis Report (2659 KB)
HNMR (2659 KB)
CNMR (2659 KB)
RP-HPLC (2659 KB)
NP-HPLC (2659 KB)
MS (2659 KB)
LCMS (2659 KB)
IR (2659 KB)
GC (2659 KB)
OR (2659 KB)
SDS-PAGE (2659 KB)
SEC-HPLC (2659 KB)
Other Report (2659 KB)
Handling Instructions (2659 KB)

Verweise

[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. [Content Brief]

[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. [Content Brief]

[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. [Content Brief]

[4]. Cheng P, et al. Protein phosphatase 2A (PP2A) activation promotes axonal growth and recovery in the CNS. J Neurol Sci. 2015 Dec 15;359(1-2):48-56. [Content Brief]

Help & FAQs

How should lyophilized recombinant proteins be reconstituted and stored?

1. Before opening the cap, centrifuge the vial at 13000 rpm for 20-30 seconds. This step will ensure that any lyophilized powder that may have adhered to the cap or walls is collected at the bottom of the vial, minimizing the risk of product loss.

Complete Stock Solution Preparation Table

Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.

Optional Solvent	Concentration Solvent Mass	1 mg	5 mg	10 mg	25 mg
DMSO	1 mM	3.3390 mL	16.6950 mL	33.3901 mL	83.4752 mL
	5 mM	0.6678 mL	3.3390 mL	6.6780 mL	16.6950 mL
	10 mM	0.3339 mL	1.6695 mL	3.3390 mL	8.3475 mL
	15 mM	0.2226 mL	1.1130 mL	2.2260 mL	5.5650 mL
	20 mM	0.1670 mL	0.8348 mL	1.6695 mL	4.1738 mL
	25 mM	0.1336 mL	0.6678 mL	1.3356 mL	3.3390 mL
	30 mM	0.1113 mL	0.5565 mL	1.1130 mL	2.7825 mL
	40 mM	0.0835 mL	0.4174 mL	0.8348 mL	2.0869 mL
	50 mM	0.0668 mL	0.3339 mL	0.6678 mL	1.6695 mL
	60 mM	0.0557 mL	0.2783 mL	0.5565 mL	1.3913 mL
	80 mM	0.0417 mL	0.2087 mL	0.4174 mL	1.0434 mL
	100 mM	0.0334 mL	0.1670 mL	0.3339 mL	0.8348 mL

Keywords

D-erythro-Sphingosine

6 Cited Publications

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