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ChemicalBook >> CAS DataBase List >>(2S,3R,E)-2-Amino-4-icosene-1,3-diol

(2S,3R,E)-2-Amino-4-icosene-1,3-diol

(2S,3R,E)-2-Amino-4-icosene-1,3-diol Structure
(2S,3R,E)-2-Amino-4-icosene-1,3-diol structure
CAS No.
6918-49-6
Chemical Name:
(2S,3R,E)-2-Amino-4-icosene-1,3-diol
Synonyms
C20-Sphingosine;Eicosaphingenine;Eicosasphingenine;Gangliosphingosine;Sphingosine (d20:1);20-Carbon-sphingosine;D-erythro-Sphingosine C-20;D-erythro-Sphingosine (d20:1);(2S,3R,4E)-4-Icosasphingenine;D-erythro-sphingosine (C20 base)
CBNumber:
CB82148391
Molecular Formula:
C20H41NO2
Molecular Weight:
327.55
MDL Number:
MFCD08703032
MOL File:
6918-49-6.mol
Last updated:2023-07-11 08:28:13
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(2S,3R,E)-2-Amino-4-icosene-1,3-diol Properties

storage temp. -20°C
solubility DMF: 10 mg/ml; DMSO: 2 mg/ml; Ethanol: Miscible
form A crystalline solid
BRN 3547228

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P321-P362+P364-P332+P313-P337+P313-P403+P233-P405-P501
WGK Germany  3
NFPA 704
0
2 0

(2S,3R,E)-2-Amino-4-icosene-1,3-diol price More Price(12)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 07768 (2S,3R,4E)-2-Amino-4-eicosene-1,3-diol ≥98.0% (TLC) 6918-49-6 10mg $203 2023-06-20 Buy
Sigma-Aldrich 07768 (2S,3R,4E)-2-Amino-4-eicosene-1,3-diol ≥98.0% (TLC) 6918-49-6 50mg $867 2023-01-07 Buy
Cayman Chemical 10007903 Sphingosine (d20:1) ≥98% 6918-49-6 500μg $33 2024-03-01 Buy
Cayman Chemical 10007903 Sphingosine (d20:1) ≥98% 6918-49-6 1mg $62 2024-03-01 Buy
Cayman Chemical 10007903 Sphingosine (d20:1) ≥98% 6918-49-6 5mg $176 2024-03-01 Buy
Product number Packaging Price Buy
07768 10mg $203 Buy
07768 50mg $867 Buy
10007903 500μg $33 Buy
10007903 1mg $62 Buy
10007903 5mg $176 Buy

(2S,3R,E)-2-Amino-4-icosene-1,3-diol Chemical Properties,Uses,Production

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

D-erythro-Sphingosine-C20 is an antagonist in cell-signaling functions however it displays an opposite modulation of cathepsin D.

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.

Definition

ChEBI: C20 sphingosine is a sphingoid that is the C20 analogue of sphingosine. It has a role as a mouse metabolite. It is a sphingoid and an aminodiol. It is a conjugate base of a C20 sphingosine(1+).

General Description

Sphingosine (d20:1), also known as icosasphingosine, is a synthetic sphingosine with 20 carbon long chain bases (LCB). It is directly produced by the sphingolipid de novo synthesis pathway and not by hydrolysis of complex sphingolipids. In higher animals, it is one of the most abundant sphingoid bases of gangliosides.

Biochem/physiol Actions

Sphingosine (d20:1) or C20-sphingosine acts as an intermediate in the synthesis of ceramides, which are vital components of mammalian epidermis. It may be involved in regulation of epidermal differentiation. C20 long chain bases-containing sphingolipids might exhibit detrimental effect on protein homeostasis and neural functions.

(2S,3R,E)-2-Amino-4-icosene-1,3-diol synthesis

103411-92-3
6918-49-6
Synthesis of (2S,3R,E)-2-Amino-4-icosene-1,3-diol from 4-Eicosene-1,3-diol, 2-azido-, [R-[R*,S*-(E)]]- (9CI)

(2S,3R,E)-2-Amino-4-icosene-1,3-diol Preparation Products And Raw materials

Raw materials

Preparation Products

(2S,3R,E)-2-Amino-4-icosene-1,3-diol Suppliers

Global( 29)Suppliers
Supplier Tel Email Country ProdList Advantage
Creative Enzymes 		1-516-855-7709 info@creative-enzymes.com United States 8748 58
Aladdin Scientific 		+1-833-552-7181 sales@aladdinsci.com United States 52927 58
Yichang Zhongyitai Trading Co., Ltd. 0717-6449896 13886658719 root@zhongyitai.com China 1977 58
Sigma-Aldrich 021-61415566 800-8193336 orderCN@merckgroup.com China 51471 80
Codow Chemical Co.,Ltd. 18620099427 amy@howeipharm.com China 17698 55
Chengdu Dianchun Technology Co., Ltd 400-1166-196 18502815961 cdhxsj@163.com China 14623 60
Shanghai Jizhi Biochemical Technology Co. Ltd. 400-400-400-9004166 18616739031 3007523370@qq.com China 52712 58
Shanghai Hongye Biotechnology Co. Ltd 400-9205774 sales@glpbio.cn China 6870 58
ChemeGen(Shanghai) Biotechnology Co.,Ltd. 18818260767 sales@chemegen.com China 11289 58
Shanghai Haohong Pharmaceutical Co., Ltd. 4008210725 4008210725 malulu@leyan.com China 55023 58
Supplier Advantage
Creative Enzymes 		58
Aladdin Scientific 		58
Yichang Zhongyitai Trading Co., Ltd. 58
Sigma-Aldrich 80
Codow Chemical Co.,Ltd. 55
Chengdu Dianchun Technology Co., Ltd 60
Shanghai Jizhi Biochemical Technology Co. Ltd. 58
Shanghai Hongye Biotechnology Co. Ltd 58
ChemeGen(Shanghai) Biotechnology Co.,Ltd. 58
Shanghai Haohong Pharmaceutical Co., Ltd. 58

6918-49-6((2S,3R,E)-2-Amino-4-icosene-1,3-diol)Related Search:

(2S,3R,E)-2-Amino-4-tetradecene-1,3-diol sphingosine kinase sphingosine β-galactosyltransferase sphingosine N-acyltransferase sphingosine cholinephosphotransferase
D,L-ERYTHRO-C20-DIHYDROSPHINGOSINE (2S,3R,E)-2-Amino-4-icosene-1,3-diol N-ACETYL-SPHINGOSYLPHOSPHORYLETHANOLAMINE

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(2S,3R,E)-2-Amino-4-icosene-1,3-diol C20-Sphingosine Eicosasphingenine Gangliosphingosine D-erythro-Sphingosine C-20 D-erythro-sphingosine (C20 base) (2S,3R,4E)-2-Amino-4-eicosene-1,3-diol (2S,3R,4E)-4-Icosasphingenine 20-Carbon-sphingosine D-erythro-Sphingosine (d20:1) Eicosaphingenine trans-D-erythro-2-Amino-4-eicosene-1,3-diol
D-erythro-sphingosine (C20 base)
D-ERYTHRO-SPHINGOSINE (C20 BASE)
;SPHINGOSINE (D20:1) Sphingosine (d20:1) D-erythro-sphingosine (C20 base)
4-Eicosene-1,3-diol, 2-amino-, (2S,3R,4E)- 6918-49-6