CAS 764-22-7

Sphinganine

Description:

Sphinganine, also known as d-erythro-sphingosine, is a long-chain amino alcohol that serves as a fundamental building block for sphingolipids, which are essential components of cell membranes. It has a molecular formula of C18H37NO2 and features a long hydrocarbon chain with a primary amino group and two hydroxyl groups. Sphinganine is characterized by its hydrophobic tail, which allows it to integrate into lipid bilayers, and its polar head, which interacts with the aqueous environment. This amphipathic nature is crucial for its role in cellular signaling and membrane structure. Sphinganine is involved in various biological processes, including cell growth, differentiation, and apoptosis. It is also a precursor for the synthesis of ceramides and other sphingolipids, which are implicated in numerous physiological functions and disease states. Due to its biological significance, sphinganine is of interest in research related to neurodegenerative diseases, cancer, and metabolic disorders. Its CAS number is 764-22-7, which uniquely identifies this compound in chemical databases.

Formula: C₁₈H₃₉NO₂

InChI: InChI=1/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

InChI key: InChIKey=OTKJDMGTUTTYMP-ZWKOTPCHSA-N

SMILES: C(CCCCCCCCCCCCCC)[C@H]([C@H](CO)N)O

Synonyms:

• (2S,3R)-2-Amino-1,3-octadecanediol
• (2S,3R)-Sphinganine
• 1,3-Octadecanediol, 2-amino-, (2S,3R)-
• 1,3-Octadecanediol, 2-amino-, (R-(R*,S*))-
• 1,3-Octadecanediol, 2-amino-, <span class="text-smallcaps">D</span>-erythro-
• 1,3-Octadecanediol, 2-amino-, D-erythro-
• 2-Aminooctadecane-1,3-Diol
• <span class="text-smallcaps">D</span>-erythro-1,3-Dihydroxy-2-aminooctadecane
• <span class="text-smallcaps">D</span>-erythro-2-Amino-1,3-octadecanediol
• <span class="text-smallcaps">D</span>-erythro-C₁₈-Dihydrosphingosine
• <span class="text-smallcaps">D</span>-erythro-Dihydrosphingosine
• <span class="text-smallcaps">D</span>-erythro-Sphinganine
• C18-Dihydrosphingosine
• C18-Sphinganine
• C18-Sphingosine, dihydro-
• C₁₈-Dihydrosphingosine
• C₁₈-Sphingosine, dihydro-
• D-erythro-1,3-Dihydroxy-2-aminooctadecane
• D-erythro-2-Amino-1,3-octadecanediol
• D-erythro-C18-Dihydrosphingosine
• D-erythro-Sphinganine
• Dihydro-C18-sphingosine
• Dihydro-C₁₈-sphingosine
• Dihydrosphingosine
• Octadecasphinganine
• Safingol (erythreo)
• Spc 102860
• Sphinganine
• Sphinganine d18:1
• erythro-Sphinganine
• (R-(R*,S*))-2-Aminooctadecane-1,3-diol
• erythro
• (2S,3R)-
• -SPHINGANINE;SPHINGANINE (D18:0)
• (2S,3R)-2-aminooctadecane-1,3-diol
• D-ERYTHRO-DIHYDRO-D-SPHINGOSINE
• Dihydro-D-erythro-Sphingosine
• D-
• (2S,3R)-2-azanyloctadecane-1,3-diol
• ERYTHRO
• Sphinganine (d18:0)

D-erythro-Dihydro-D-sphingosine

CAS: 764-22-7

Formula: C₁₈H₃₉NO₂

Purity: 98%

Color and Shape: Solid

Molecular weight: 301.5078

Ref: IN-DA00G3CL

D-erythro-Dihydrosphingosine

CAS: 764-22-7

Formula: C₁₈H₃₉NO₂

Molecular weight: 301.51

Ref: 7W-GL2502

D-Erythro-dihydrosphingosine

CAS: 764-22-7

D-Erythro-dihydrosphingosine

Purity: ≥98%

Molecular weight: 301.51g/mol

Ref: 54-BUP16386

D-erythro-Dihydrosphingosine

CAS: 764-22-7

Formula: C18H39NO2

Purity: >98%

Color and Shape: Solid

Molecular weight: 301.51

Ref: 48-56-1307

D-erythro-C18-Dihydro-D-sphingosine

Controlled Product

CAS: 764-22-7

Applications Biosynthetic precursor of Sphingosine. Inhibits protein kinase C.
References Merrill, A.H. Jr., et al.: Biochemistry, 28, 3138 (1989)

Formula: C₁₈H₃₉NO₂

Color and Shape: Neat

Molecular weight: 301.51

Ref: TR-D449400

D-Erythro-dihydrosphingosine

CAS: 764-22-7

D-Erythro-dihydrosphingosine (C18-Dihydrosphingosine) inhibits arachidonic acid release and cPLA2α activity.

Formula: C₁₈H₃₉NO₂

Purity: 99.50% - 99.88%

Color and Shape: Solid

Molecular weight: 301.51

Ref: TM-T13632

Sphinganine

CAS: 764-22-7

Sphinganine is a major sphingoid base found in rat urine and human urine. It is a precursor of sphingosine, which is an important intermediate in the biosynthesis of sphingolipids. Sphinganine has been shown to have anti-inflammatory activity by inhibiting nuclear DNA fragmentation and the activation of matrix metalloproteinases (MMPs) induced by proinflammatory cytokines. The anticancer effect of sphinganine may be due to its ability to inhibit the proliferation of cells that are resistant to apoptosis such as MDA-MB-468 cells. Sphinganine has also been shown to have significant cytotoxic effects on squamous cell carcinoma cells and inhibit the growth of pathogenic fungi such as Candida albicans, Cryptococcus neoformans, and Aspergillus fumigatus.

Formula: C₁₈H₃₉NO₂

Purity: Min. 95%

Color and Shape: White Powder

Molecular weight: 301.51 g/mol

Ref: 3D-FS16403