(2S,3R,4E)-2-aminoeicos-4-ene-1,3-diol

Base Information

Chemical Name:(2S,3R,4E)-2-aminoeicos-4-ene-1,3-diol
CAS No.:6918-49-6
Molecular Formula:C20H41NO2
Molecular Weight:327.551
Hs Code.:2922199090
DSSTox Substance ID:DTXSID501316960
Nikkaji Number:J247.782C
Wikidata:Q27139842
Metabolomics Workbench ID:65898
Mol file:6918-49-6.mol

Synonyms:C20 sphingosine;6918-49-6;icosasphingosine;eicosasphingosine;C20-Sphingosine;icosasphing-4-enine;eicosasphing-4-enine;C20 sphing-4-enine;(E,2S,3R)-2-aminoicos-4-ene-1,3-diol;(2S,3R,4E)-2-aminoeicos-4-ene-1,3-diol;D-erythro-Sphingosine-C20;Sphingosine (d20:1);(2S,3R,E)-2-Amino-4-icosene-1,3-diol;(2S,3R,4E)-2-aminoicos-4-ene-1,3-diol;2S-Amino-4E-eicosene-1,3R-diol;Sphingosine d20:1;SCHEMBL9746458;SCHEMBL18127644;CHEBI:71982;DTXSID501316960;Q27139842;(2S,3R,4E)-2-Amino-4-eicosene-1,3-diol, >=98.0% (TLC);Sphingosine (d20:1), D-erythro-sphingosine (C20 base), powder

Suppliers and Price of (2S,3R,4E)-2-aminoeicos-4-ene-1,3-diol

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
D-erythro-Sphingosine-C20
10mg
$ 1540.00

Sigma-Aldrich
(2S,3R,4E)-2-Amino-4-eicosene-1,3-diol ≥98.0% (TLC)
10mg
$ 170.00

Sigma-Aldrich
(2S,3R,4E)-2-Amino-4-eicosene-1,3-diol ≥98.0% (TLC)
50mg
$ 728.00

Medical Isotopes, Inc.
D-erythro-Sphingosine-C20
10 mg
$ 675.00

Cayman Chemical
Sphingosine (d20:1) ≥98%
5mg
$ 156.00

Cayman Chemical
Sphingosine (d20:1) ≥98%
1mg
$ 54.00

Cayman Chemical
Sphingosine (d20:1) ≥98%
500μg
$ 29.00

Cayman Chemical
Sphingosine (d20:1) ≥98%
10mg
$ 169.00

American Custom Chemicals Corporation
2S-AMINO-4E-EICOSENE-1,3R-DIOL 95.00%
1MG
$ 160.65

American Custom Chemicals Corporation
2S-AMINO-4E-EICOSENE-1,3R-DIOL 95.00%
5MG
$ 498.99

Total 7 raw suppliers

Chemical Property of (2S,3R,4E)-2-aminoeicos-4-ene-1,3-diol

Chemical Property:

PSA：66.48000
LogP:5.40470
Storage Temp.:?20°C
XLogP3:6.4
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:17
Exact Mass:327.313729551
Heavy Atom Count:23
Complexity:256

Purity/Quality:

99% ^*data from raw suppliers

D-erythro-Sphingosine-C20 ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CCCCCCCCCCCCCCCC=CC(C(CO)N)O
Isomeric SMILES:CCCCCCCCCCCCCCC/C=C/[C@H]([C@H](CO)N)O
Description Sphingosines are long-chain base precursors of cellular sphingolipids used directly in the synthesis of ceramide, which in combination with sialic acid forms ganglioside. Sphingosine can exist in four stereoisomers, however only sphingosine occurs naturally. Compared to other sphingolipids throughout the body, which are predominantly composed of C-18 sphingosine, only central nervous system (CNS) gangliosides contain significant amounts of sphingosine. The concentration of sphingosine within mammalian brain gangliosides apparently increases with developmental maturation. Furthermore, the ratio of C-18 to C-20 sphingosine in the brain is thought to be related to some nervous system degeneration processes.
Uses Sphingosine (d20:1) has been used as a reference substance in liquid chromatography/tandem mass spectrometry analysis to quantitatively analyze sphingolipids with C20- long chain bases in human central nervous tissue. D-erythro-Sphingosine-C20 is an antagonist in cell-signaling functions however it displays an opposite modulation of cathepsin D.

Technology Process of (2S,3R,4E)-2-aminoeicos-4-ene-1,3-diol

There total 9 articles about (2S,3R,4E)-2-aminoeicos-4-ene-1,3-diol 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: 95.0%