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D-ERYTHRO-SPHINGOSINE

CAS No.
123-78-4
Chemical Name:
D-ERYTHRO-SPHINGOSINE
Synonyms
SPHINGOSINE;D-SPHINGOSINE;Sphingosine (d18:1);CEREBROSIDE;Sphingenine;SPHINGOSINE, D-ERYTHRO;(2S,3R,E)-2-aMinooctadec-4-ene-1,3-diol;BRAIN, BOVINE;4-SPHINGENINE;D-Sphingenine
CBNumber:
CB1262764
Molecular Formula:
C18H37NO2
Molecular Weight:
299.49
MDL Number:
MFCD00036751
MOL File:
123-78-4.mol
MSDS File:
SDS
Last updated:2024-04-25 18:08:01

D-ERYTHRO-SPHINGOSINE Properties

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
pka 11.80±0.45(Predicted)
form Powder or Waxy Solid
color White to cream
Merck 14,8747
BRN 1727294
Stability Stable. Incompatible with strong acids, strong bases, strong oxidizing agents.
InChIKey WWUZIQQURGPMPG-KRWOKUGFSA-N
CAS DataBase Reference 123-78-4
FDA UNII NGZ37HRE42

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P271-P280
Safety Statements  22-24/25
WGK Germany  3
1-8-10
HS Code  29221985
NFPA 704
0
2 0

D-ERYTHRO-SPHINGOSINE price More Price(32)

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 $170 2024-03-01 Buy
Alfa Aesar J63584 D-erythro-Sphingosine, 99+% 123-78-4 10mg $98.65 2024-03-01 Buy
Alfa Aesar J63584 D-erythro-Sphingosine, 99+% 123-78-4 25mg $189.65 2024-03-01 Buy
Product number Packaging Price Buy
44066 50mg $513 Buy
44066 250mg $1870 Buy
S0874 25mg $170 Buy
J63584 10mg $98.65 Buy
J63584 25mg $189.65 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

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

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.

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 kinase?A 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) Merrill et al., (1989) Structural requirements for long-chain (sphingoid) base inhibition of protein kinase C in vitro and for the cellular effects of these compounds; Biochemistry, 28 3138 2) Ohanian and Ohanian (2001) Sphingolipids in mammalian cell signaling; Cell. Mol. Life Science, 58 2053 3) Ruvolo (2003) Intracellular signal transduction pathways activated by ceramide and its metabolites; Pharm. Res., 47 383 4) Olivier (2002) Sphingosine in apoptosis signaling; Biochim. Biophys. Acta, 1585 153

D-ERYTHRO-SPHINGOSINE Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 202)Suppliers
Supplier Tel Email Country ProdList Advantage
Hebei Mojin Biotechnology Co., Ltd
+8613288715578 sales@hbmojin.com China 12456 58
BINBO BIOLOGICAL CO.,LTD
+8618629063126 info@binbobiological.com China 290 58
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21691 55
Nanjing ChemLin Chemical Industry Co., Ltd.
025-83697070 product@chemlin.com.cn CHINA 3012 60
ATK CHEMICAL COMPANY LIMITED
+undefined-21-51877795 ivan@atkchemical.com China 32480 60
career henan chemical co
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Shenzhen Nexconn Pharmatechs Ltd
+86-755-89396905 +86-15013857715 admin@nexconn.com China 10248 58
Hebei Guanlang Biotechnology Co., Ltd.
+86-19930503282 alice@crovellbio.com China 8823 58
BOC Sciences
+1-631-485-4226 inquiry@bocsci.com United States 19553 58
Chongqing Chemdad Co., Ltd
+86-023-61398051 +8613650506873 sales@chemdad.com China 39916 58

View Lastest Price from D-ERYTHRO-SPHINGOSINE manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Sphingosine / D-erythro-sphingosine pictures 2024-04-25 Sphingosine / D-erythro-sphingosine
123-78-4
US $0.00 / kg 1kg 99% 1000 kg BINBO BIOLOGICAL CO.,LTD
D-ERYTHRO-SPHINGOSINE pictures 2023-08-22 D-ERYTHRO-SPHINGOSINE
123-78-4
US $0.00 / KG 1KG 99% 50000KG/month Hebei Mojin Biotechnology Co., Ltd
D-erythro-Sphingosine pictures 2023-02-11 D-erythro-Sphingosine
123-78-4
US $0.00 / Kg 1000Kg 98.0% 1kg/month WUHAN FORTUNA CHEMICAL CO., LTD
SPHINGOSINE, C18 CHAIN TRANS D-THREO-SPHINGOSINE TRANS D-ERYTHRO-SPHINGOSINE TRANS-D-ERYTHRO-2-AMINO-4-OCTADECENE-1,3-DIOL BRAIN SPHINGOSINE BRAIN, BOVINE EGG SPHINGOSINE D-SPHINGOSINE (BOVINE) D-ERYTHRO-SPINGHOSINE D-ERYTHRO-SPHINGASINE (EGG) D-ERYTHRO-SPHINGOSINE D-ERYTHRO-SPHINGOSINE, BOVINE D-ERYTHRO-SPHINGOSINE, BOVINE BRAIN D-ERYTHRO-SPHINGOSINE (BRAIN) 4-SPHINGENINE 2-AMINO-4-OCTADECENE-1,3-DIOL D-SPHINGOSINE FROM BOVINE BRAIN & D-SPHINGOSINE FROM BOVINE BRAIN*CEREBROS IDES D-SPHINGOSINE FROM BOVINE BRAIN SPHINGOMYELIN* 2-aminooctadec-4-ene-1,3-diol D-ERYTHRO-SPHINGOSINE (1,2-13C2, 1,1-D2) D-Sphingosine (from bovine brain sphinogomyelin) (2S,3R,4E)-2-amino-4-Octadecene-1,3-diol 4-Sphingenine, trans-D-erythro-2-Amino-4-octadecene-1,3-diol D-erythro-Sphingosine (synthetic) D-ERYTHRO-SPHINGOSINE, 99+%, SYNTHETICAL D-erythro-Sphingosine, synthetical (2S,3R,E)-2-Amino-4-octadecene-1,3-diol C18-Sphingosine erythro-4-Sphingenine D-erythro-Sphingosine C-18 Erythrosphingosine trans-4-Sphingenine D-erythro-Sphingosine, synthetical, 99+% D-Sphingosine: trans-D-erythro-2-Amino-4-octadecene-1,3-diol (E,2S,3R)-2-Aminooctadec-4-Ene-1,3-Diol D-erythro-Sphingosine(DES) D-ERYTHRO-SPHINGOSINE;SPHINGOSINE (D18:1) D-erythro-Sphingosine, 99+% D-Sphingenine D-erythro-Sphingosine, Free Base, High Purity - CAS 123-78-4 - Calbiochem D-Sphingosine > erythro-C18-Sphingosine 4-Octadecene-1,3-diol, 2-amino-, (2S,3R,4E)- D-erythro-Sphingosine (Erythrosphingosine) SPHINGOSINE SPHINGOSINE, D-ERYTHRO D-SPHINGOSINE CEREBROSIDE Sphingenine (2S,3R,E)-2-aMinooctadec-4-ene-1,3-diol Sphingosine (d18:1) 2-Aminooctadec-4-en-1,3-diol D-Sphingosine/(2S,3R,E)-2-Amino-4-octadecene-1,3-diol 123-78-4 128-78-4 C15H29CHOHCHNH2CH2OH C18H37NO2