N-(oleoyl)-ceramide

Base Information

• Chemical Name: N-(oleoyl)-ceramide
• CAS No.: 5966-28-9
• Molecular Formula: C36H69NO3
• Molecular Weight: 563.94
• DSSTox Substance ID: DTXSID00415271
• Wikidata: Q27147579
• Metabolomics Workbench ID: 30564
• Mol file: 5966-28-9.mol

Synonyms:N-oleoylsphingosine;oleoylsphingosine

Chemical Property of N-(oleoyl)-ceramide

Chemical Property:

• PSA: 69.56000
• LogP: 10.51010
• Storage Temp.: −20°C
• XLogP3: 13
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 31
• Exact Mass: 563.52774506
• Heavy Atom Count: 40
• Complexity: 574

Purity/Quality:

99% ^*data from raw suppliers

N-Oleoyl-D-erythro-sphingosine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCCCCCC=CC(C(CO)NC(=O)CCCCCCCC=CCCCCCCCC)O
• Isomeric SMILES: CCCCCCCCCCCCC/C=C/[C@H]([C@H](CO)NC(=O)CCCCCCC/C=C\CCCCCCCC)O
• Description: C18:1 Ceramide is a naturally occurring ceramide. Levels of C18:1 ceramide are elevated in overweight and insulin-resistant mice and cattle. C18:1 Ceramide is also increased in the plasma and ovarian tissue of patients with advanced ovarian cancer.
• Uses: N-Oleoyl-D-erythro-sphingosine is a member of the ceramide family.

Technology Process of N-(oleoyl)-ceramide

There total 6 articles about N-(oleoyl)-ceramide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 92.0%

erythro-1-O-benzoylceramide (78715-86-3) → N-oleoyl-D-sphingosine (erythro form) (5966-28-9)

Guidance literature:

With sodium hydroxide; In methanol; at 25 ℃; for 16h;

DOI:10.1021/jo00335a015

Reference yield:

(Z)-9-octadecenoyl chloride (112-77-6) + (2S,3R,4E)-2-amino-4-octadecene-1,3-diol (123-78-4) → N-oleoyl-D-sphingosine (erythro form) (5966-28-9)

Guidance literature:

(Z)-9-octadecenoyl chloride; With pyridine; In 1-methyl-pyrrolidin-2-one; at 20 ℃;

(2S,3R,4E)-2-amino-4-octadecene-1,3-diol; In tetrahydrofuran; at 20 ℃; Further stages.;

DOI:10.1021/ja017576o

Reference yield:

pentadec-1-yne (765-13-9) → N-oleoyl-D-sphingosine (erythro form) (5966-28-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) DIBAL-H / 2.) ether, toluene, warming from 5 to 23 deg C, 1 h

2: 1.27 g / 2 N HCl / tetrahydrofuran / 16 h / 25 °C

3: pyridine / 16 h / 25 °C

4: 92 percent / 1 N NaOH / methanol / 16 h / 25 °C

With pyridine; hydrogenchloride; sodium hydroxide; diisobutylaluminium hydride; In tetrahydrofuran; methanol;

DOI:10.1021/jo00335a015

upstream raw materials:

erythro-1-O-benzoylceramide

(Z)-9-octadecenoyl chloride

(2S,3R,4E)-2-amino-4-octadecene-1,3-diol

pentadec-1-yne

Post a RFQ

Cas No.:

Product Name:

Quantity:

Please select Metric Ton KG G Pound L ML

Email:

Company name:

Valid Period:

Detailed Requirements:

• Sample
• MOQ
• GMP
• FDA
• Price
  FOB CIF CFR EXW
• Urgent purchase

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

Remove

Submit

1

What can I do for you?
Get Best Price

Get Best Price for 5966-28-9 N-OLEOYL-D-SPHINGOSINE

Send

Send

Metric Ton KG G Pound L ML

Send

Send