C-8 Ceramide-1-phosphate

Base Information

• Chemical Name: C-8 Ceramide-1-phosphate
• CAS No.: 887353-95-9
• Molecular Formula: C₂₆H₅₂NO₆P
• Molecular Weight: 505.676
• DSSTox Substance ID: DTXSID101164933
• Mol file: 887353-95-9.mol

Synonyms:C-8 Ceramide-1-phosphate;158983-53-0;N-Octanoylsphingosine-1-phosphate;N-octanoyl-Ceramide-1-phosphate;DTXSID101164933;AKOS030242992;FT-0664472;NS00016773;N-[2-Hydroxy-1-[(phosphonooxy)methyl]-3-heptadecen-1-yl]octanamide

Chemical Property of C-8 Ceramide-1-phosphate

Chemical Property:

• Melting Point: 138-140°C
• PSA: 129.39000
• LogP: 7.39950
• XLogP3: 7.4
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 24
• Exact Mass: 505.35322538
• Heavy Atom Count: 34
• Complexity: 551

Purity/Quality:

97% ^*data from raw suppliers

C8Ceramide-1-phosphate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCCCCCC=CC(C(COP(=O)(O)O)NC(=O)CCCCCCC)O
• Uses: Stimulates DNA synthesis when added exogenously to cultured fibroblasts at 5. Mitogenic activity is antagonized by cell permeable ceramides

Technology Process of C-8 Ceramide-1-phosphate

There total 8 articles about C-8 Ceramide-1-phosphate 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:

(2S,3R,4E)-2-amino-4-octadecene-1,3-diol (123-78-4) → D-erythro-C8-ceramide-1-phosphate (158983-53-0,887353-95-9)

Guidance literature:

Multi-step reaction with 3 steps

1: tetrahydrofuran / Ambient temperature

2: N,N-diisppropylethylamine / tetrahydrofuran / 3 h / -78 °C

With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran;

DOI:10.1021/jo00100a069

Reference yield:

p-nitrophenyl-caprylate (1956-10-1) → D-erythro-C8-ceramide-1-phosphate (158983-53-0,887353-95-9)

Guidance literature:

Multi-step reaction with 3 steps

1: tetrahydrofuran / Ambient temperature

2: N,N-diisppropylethylamine / tetrahydrofuran / 3 h / -78 °C

With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran;

DOI:10.1021/jo00100a069

Reference yield:

N-octanoylsphingosine (74713-59-0,175892-44-1) → D-erythro-C8-ceramide-1-phosphate (158983-53-0,887353-95-9)

Guidance literature:

Multi-step reaction with 2 steps

1: N,N-diisppropylethylamine / tetrahydrofuran / 3 h / -78 °C

With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran;

DOI:10.1021/jo00100a069

upstream raw materials:

Octanoic acid [(E)-(1S,2R)-2-hydroxy-1-(4-oxo-4H-benzo[1,3,2]dioxaphosphinin-2-yloxymethyl)-heptadec-3-enyl]-amide

Octanoic acid [(E)-(1S,2R)-1-(4-oxo-4H-benzo[1,3,2]dioxaphosphinin-2-yloxymethyl)-2-(tetrahydro-pyran-2-yloxy)-heptadec-3-enyl]-amide

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

p-nitrophenyl-caprylate

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