D-ERYTHRO-SPHINGOSINE
- CAS No.
- 123-78-4
- Chemical Name:
- D-ERYTHRO-SPHINGOSINE
- Synonyms
- SPHINGOSINE;D-SPHINGOSINE;Sphingosine (d18:1);CEREBROSIDE;4-SPHINGENINE;(2S,3R,E)-2-aMinooctadec-4-ene-1,3-diol;TRANS-D-ERYTHRO-2-AMINO-4-OCTADECENE-1,3-DIOL;Sphingenine;SPHINGOSINE, D-ERYTHRO;(2S,3R,4E)-2-amino-4-Octadecene-1,3-diol
- CBNumber:
- CB1262764
- Molecular Formula:
- C18H37NO2
- Molecular Weight:
- 299.49
- MDL Number:
- MFCD00036751
- MOL File:
- 123-78-4.mol
- MSDS File:
- SDS
- TDS File:
- TDS
| Product description | Number | Pack Size | Price |
| D-Sphingosine ≥98.0% (TLC) | 44066 | 50mg | $513 |
| D-Sphingosine ≥98.0% (TLC) | 44066 | 250mg | $1870 |
| D-Sphingosine >96.0%(GC) | S0874 | 25mg | $162 |
| Sphingosine (d18:1) ≥98% | 10007907 | 10mg | $54 |
| Sphingosine (d18:1) ≥98% | 10007907 | 25mg | $88 |
| More product size | |||
| Melting point | 74.2-78.1 °C |
|---|---|
| Boiling point | 440.8°C (rough estimate) |
| Density | 0.9758 (rough estimate) |
| refractive index | 1.5000 (estimate) |
| storage temp. | -20°C |
| solubility | chloroform: 20 mg/mL, clear, colorless to very faintly yellow |
| form | Powder or Waxy Solid |
| pka | 11.80±0.45(Predicted) |
| color | White to cream |
| biological source | synthetic |
| Merck | 14,8747 |
| BRN | 1727294 |
| Stability | Stable. Incompatible with strong acids, strong bases, strong oxidizing agents. |
| 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 |
| InChIKey | WWUZIQQURGPMPG-KRWOKUGFSA-N |
| SMILES | OC[C@@](N)([H])[C@]([H])(O)/C=C/CCCCCCCCCCCCC |
| CAS DataBase Reference | 123-78-4 |
| FDA UNII | NGZ37HRE42 |
| UNSPSC Code | 12352211 |
| NACRES | NA.85 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H315-H319-H335 | |||||||||
| Precautionary statements | P261-P271-P280 | |||||||||
| Safety Statements | 22-24/25 | |||||||||
| WGK Germany | 3 | |||||||||
| F | 1-8-10 | |||||||||
| HS Code | 29221985 | |||||||||
| Storage Class | 11 - Combustible Solids | |||||||||
| Hazard Classifications | Aquatic Chronic 4 | |||||||||
| NFPA 704 |
|
D-ERYTHRO-SPHINGOSINE price More Price(60)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | 44066 | D-Sphingosine ≥98.0% (TLC) | 123-78-4 | 50mg | $513 | 2023-06-20 | Buy |
| Sigma-Aldrich | 44066 | D-Sphingosine ≥98.0% (TLC) | 123-78-4 | 250mg | $1870 | 2023-06-20 | Buy |
| TCI Chemical | S0874 | D-Sphingosine >96.0%(GC) | 123-78-4 | 25mg | $162 | 2026-04-30 | Buy |
| Cayman Chemical | 10007907 | Sphingosine (d18:1) ≥98% | 123-78-4 | 10mg | $54 | 2026-04-30 | Buy |
| Cayman Chemical | 10007907 | Sphingosine (d18:1) ≥98% | 123-78-4 | 25mg | $88 | 2026-04-30 | Buy |
D-ERYTHRO-SPHINGOSINE Chemical Properties,Uses,Production
Description
Sphingosine (123-78-4) is an inhibitor of protein kinase C (IC50 = 1-3 μM).1 It is abundant in cell membranes and is an important mediator in various biochemical pathways.2-4
Chemical Properties
White Crystalline Solid
Uses
Selective inhibitor of protein kinase C activity and phorbol dibutyrate binding in vitro in human platelets; does not inhibit protein kinase A or myosin light chain kinase; inhibits calmodulin-dependent enzymes; natural isomer of sphingosine
Uses
D-erythro-Sphingosine is used to inhibits protein kinase C and calmodulin-dependent enzymes, induces apoptosis. And also used to constituent of cell membranes.
Uses
Sphingosine (d18:1) has been used:
- for sphingosine inhalations studies in mice to evaluate its therapeutic potential in respiratory epithelial cells
- to investigate its effect on Pseudomonas aeruginosa strains
- as a standard in liquid chromatography tandem mass spectrophotometry for the quantification of epidermal ceramides
Definition
cerebroside: Any one of a class ofglycolipids in which a single sugarunit is bound to a sphingolipid. The most commoncerebrosides are galactocerebrosides,containing the sugar group galactose;they are found in the plasma membranesof neural tissue and are abundantin the myelin sheaths ofneurones.
General Description
Sphingosine (d18:1) is a spingoid base present in plant and animals. It has 2-amino-1,3-diol functionality and its extraction from animal tissue is laborious. Sphingosine (d18:1) synthesis is performed by chirospecific method using D-galactose.
Biological Activity
Inhibitor of protein kinase C and calmodulin-dependent enzymes, but may stimulate mast cells by activation of protein kinase C.
Biochem/physiol Actions
A constituent of cell membranes. Precursor of ceramide. Selective inhibitor of protein kinase C, but does not inhibit protein kinaseA or myosin light chain kinase. Inhibitor of calmodulin-dependent enzymes.
Purification Methods
D-Sphingosine is purified by recrystallisation from EtOAc, Et2O or pet ether (60-80o). It is insoluble in H2O but is soluble in Me2CO, EtOH and MeOH. It has IR bands at 1590 and 875 cm-1, and is characterised as the tribenzoate m 122-123o (from 95% EtOH). [Tipton Biochemical Preparations 9 127 1962.]
References
[1] JR. A H M. Structural requirements for long-chain (sphingoid) base inhibition of protein kinase C in vitro and for the cellular effects of these compounds[J]. Biochemistry Biochemistry, 1989, 28 8: 3138-3145. DOI:10.1021/bi00434a004
[2] J OHANIAN V O. Sphingolipids in mammalian cell signalling.[C]//148 1. 2001: 2053-2068. DOI:10.1007/pl00000836
[3] RUVOLO P P. Intracellular signal transduction pathways activated by ceramide and its metabolites[J]. Pharmacological research, 2003, 47 5: Pages 383-392. DOI:10.1016/s1043-6618(03)00050-1
[4] CUVILLIER O. Sphingosine in apoptosis signaling[J]. Biochimica et biophysica acta. Molecular and cell biology of lipids, 2002, 1585 2: Pages 153-162. DOI:10.1016/s1388-1981(02)00336-0
D-ERYTHRO-SPHINGOSINE Preparation Products And Raw materials
Raw materials
Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Hebei Chuanghai Biotechnology Co., Ltd | +86-15350571055 | Sibel@chuanghaibio.com | China | 8737 | 58 |
| Chongqing Zhihe Biopharmaceutical Co., Ltd. | +86-17782035140 | sales@zhswyy.com | China | 263 | 58 |
| BINBO BIOLOGICAL CO.,LTD | +8618629063126 | info@binbobiological.com | China | 480 | 58 |
| Watson Biotechnology Co.,Ltd | +86-18186686046 | sales01@watsonbiotech.cn | China | 5731 | 58 |
| Shaanxi Dideu New Materials Co. Ltd | 18192503167 | 1036@dideu.com | China | 13121 | 58 |
| Hebei Zhuanglai Chemical Trading Co Ltd | +86-16264648883 | niki@zlchemi.com | China | 7240 | 58 |
| Henan Tianfu Chemical Co.,Ltd. | +86-0371-55170693 +86-19937530512 | info@tianfuchem.com | China | 21531 | 55 |
| Nanjing ChemLin Chemical Industry Co., Ltd. | 025-83697070 | product@chemlin.com.cn | CHINA | 3004 | 60 |
| ATK CHEMICAL COMPANY LIMITED | +undefined-21-51877795 | ivan@atkchemical.com | China | 32998 | 60 |
| career henan chemical co | +86-0371-86658258 | sales@coreychem.com | China | 29766 | 58 |
View Lastest Price from D-ERYTHRO-SPHINGOSINE manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2026-08-12 | D-erythro-Sphingosine
123-78-4
|
1000Kg | 98.0% | 1kg/month | WUHAN FORTUNA CHEMICAL CO., LTD | ||
 |
2026-08-09 | Sphingosine，D-ERYTHRO-SPHINGOSINE，D-Sphingosine
123-78-4
|
≥90% | 20000kgs | Chongqing Zhihe Biopharmaceutical Co., Ltd. | |||
 |
2026-07-27 | D-ERYTHRO-SPHINGOSINE
123-78-4
|
$39.00-113.00 | 99.85% | 10g | TargetMol Chemicals Inc. |
-
- D-erythro-Sphingosine
123-78-4
- $0.00
- 98.0%
- WUHAN FORTUNA CHEMICAL CO., LTD
-
- Sphingosine，D-ERYTHRO-SPHINGOSINE，D-Sphingosine
123-78-4
- ≥90%
- Chongqing Zhihe Biopharmaceutical Co., Ltd.
-
- D-ERYTHRO-SPHINGOSINE
123-78-4
- $39.00-113.00
- 99.85%
- TargetMol Chemicals Inc.
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