N-icosanoylsphingosine

Base Information

Chemical Name:N-icosanoylsphingosine
CAS No.:7344-02-7
Molecular Formula:C₃₈H₇₅NO₃
Molecular Weight:594.018
Hs Code.:
Nikkaji Number:J1.195.799D
Wikidata:Q27140215
Metabolomics Workbench ID:30567
Mol file:7344-02-7.mol

Synonyms:N-icosanoylsphingosine;C20 Ceramide;N-arachidoyl-D-erythro-sphingosine;Cer(d18:1/20:0);7344-02-7;N-(eicosanoyl)-ceramide;C20 Cer;N-Arachidoyl-D-sphingosine;N-(eicosanoyl)-sphing-4-enine;N-[(E,2S,3R)-1,3-dihydroxyoctadec-4-en-2-yl]icosanamide;C20 Ceramide (d18:1/20:0);N-eicosanoylsphingosine;Ceramide d38:1;LMSP02010007;N-(icosanoyl)ceramide;N-(eicosanoyl)ceramide;N-icosanoylsphing-4-enine;N-(eicosanoyl) sphingosine;N-eicosanoylsphing-4-enine;N-eicosanoyl-sphing-4-enine;N-(icosanoyl)sphing-4-enine;N-(eicosanoyl)sphing-4-enine;SCHEMBL22911186;CHEBI:72962;AKOS040758319;BP-28819;HY-112016;N-Arachidoyl-D-sphingosine, >=98.0% (TLC);Q27140215;N-[(2S,3R,4E)-1,3-dihydroxyoctadec-4-en-2-yl]icosanamide;C20 Ceramide (d18:1/20:0), N-arachidoyl-D-erythro-sphingosine, powder

Suppliers and Price of N-icosanoylsphingosine

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

TRC
C20Ceramide
5mg
$ 70.00

TRC
C20Ceramide
250mg
$ 1030.00

Medical Isotopes, Inc.
C20Ceramide
5 mg
$ 830.00

Cayman Chemical
C-20 Ceramide ≥98%
10mg
$ 87.00

Cayman Chemical
C-20 Ceramide ≥98%
5mg
$ 50.00

Cayman Chemical
C-20 Ceramide ≥98%
1mg
$ 12.00

Cayman Chemical
C-20 Ceramide ≥98%
25mg
$ 190.00

Biosynth Carbosynth
C20-Ceramide
2 mg
$ 110.00

Biosynth Carbosynth
C20-Ceramide
25 mg
$ 661.00

Biosynth Carbosynth
C20-Ceramide
10 mg
$ 363.50

Total 4 raw suppliers

Chemical Property of N-icosanoylsphingosine

Chemical Property:

Melting Point:89-90°C
Refractive Index:1.5350 (estimate)
Boiling Point:646.97°C (rough estimate)
PKA:13.54±0.20(Predicted)
PSA：69.56000
Density:0.9431 (rough estimate)
LogP:11.51430
Storage Temp.:-20°C
XLogP3:15
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:34
Exact Mass:593.57469525
Heavy Atom Count:42
Complexity:565

Purity/Quality:

99% ^*data from raw suppliers

C20Ceramide ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:
Safety Statements: 24/25

MSDS Files:: SDS file from LookChem

Useful:

Chemical Classes:Lipids -> Sphingolipids
Canonical SMILES:CCCCCCCCCCCCCCCCCCCC(=O)NC(CO)C(C=CCCCCCCCCCCCCC)O
Isomeric SMILES:CCCCCCCCCCCCCCCCCCCC(=O)N[C@@H](CO)[C@@H](/C=C/CCCCCCCCCCCCC)O
Description Ceramides are generated from sphingomyelin through activation of sphingomyelinases or through the de novo synthesis pathway. Certain forms of ceramide have been shown to mediate cellular responses such as apoptosis, growth arrest, and differentiation in certain cell types. C20 Ceramide is a natural 20:0 ceramide that is abundant in the brain. It is synthesized de novo by ceramide synthases 1 and 2.
Uses C20 Ceramide (cas# 7344-02-7) is a compound useful in organic synthesis.

Technology Process of N-icosanoylsphingosine

There total 1 articles about N-icosanoylsphingosine 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:

: 123-78-4
(2S,3R,4E)-2-amino-4-octadecene-1,3-diol

: eicosanoic acid p-nitrophenyl ester

: 7344-02-7,123482-93-9
N-arachidoyl-D-erythro-sphingosine

Guidance literature:: With dmap; In tetrahydrofuran; at 40 ℃; for 12h;
DOI:10.1021/jm00012a018

Reference yield: 100.0%

: 76-83-5
trityl chloride

: 7344-02-7,123482-93-9
N-arachidoyl-D-erythro-sphingosine

: C₅₇H₈₉NO₃

Guidance literature:: With pyridine; In tetrahydrofuran; dichloromethane;
DOI:10.1021/acs.bioconjchem.6b00177

Reference yield:

: 7344-02-7,123482-93-9
N-arachidoyl-D-erythro-sphingosine

: C₆₄H₉₃NO₄

Guidance literature:: Multi-step reaction with 2 steps

1: pyridine / dichloromethane; tetrahydrofuran

2: pyridine / toluene

With pyridine; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1021/acs.bioconjchem.6b00177