Basic information Safety Supplier Related

1-O-β-D-Glucopyranosyl-N-hexadecanoylsphingosine

Basic information Safety Supplier Related

1-O-β-D-Glucopyranosyl-N-hexadecanoylsphingosine Basic information

Product Name:
1-O-β-D-Glucopyranosyl-N-hexadecanoylsphingosine
Synonyms:
  • (2S,3R,4E)-2-(Hexadecanoylamino)-1-(β-D-glucopyranosyloxy)-4-octadecen-3-ol
  • 1-O-β-D-Glucopyranosyl-N-hexadecanoylsphingosine
  • 1-O-β-D-Glucopyranosyl-N-palmitoylsphingosine
  • C16:0-GlcCer
  • C16:0-GluCer
  • D-erythro-N-Palmitoyl-glucosyl-C18-Sphingosine
  • D-glucosyl--1,1' N-palMitoyl-D-erythro-sphingosine
  • D-Glucosyl-β-1,1'-N-palmitoylsphingosine
CAS:
74365-77-8
MF:
C40H77NO8
MW:
700.04
Mol File:
74365-77-8.mol
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1-O-β-D-Glucopyranosyl-N-hexadecanoylsphingosine Chemical Properties

solubility 
Methanol: Sparingly soluble: 1-10 mg/ml
form 
Solid
color 
White to off-white
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1-O-β-D-Glucopyranosyl-N-hexadecanoylsphingosine Usage And Synthesis

Uses

D-Glucosyl-β-1,1′-N-palmitoylsphingosine (C16 Glucosyl(β) Ceramide (d18:1/16:0)) is an endogenous Mincle ligand possessing immunostimulatory activity[1].

Definition

ChEBI: Beta-D-glucosyl-N-hexadecanoylsphingosine is a beta-D-glucosyl-N-acylsphingosine in which the acyl group is specified as hexadecanoyl. It has a role as a mouse metabolite. It is functionally related to a hexadecanoic acid.

References

[1] Nagata M, et, al. Intracellular metabolite β-glucosylceramide is an endogenous Mincle ligand possessing immunostimulatory activity. Proc Natl Acad Sci U S A. 2017 Apr 18;114(16):E3285-E3294. DOI:10.1073/pnas.1618133114
[2] BARBARA KOVACIC. Glucosylceramide Critically Contributes to the Host Defense of Cystic Fibrosis Lungs.[J]. Cellular Physiology and Biochemistry, 2017, 41 3: 1208-1218. DOI: 10.1159/000464382
[3] MICHELLE M MIELKE. Plasma ceramide and glucosylceramide metabolism is altered in sporadic Parkinson’s disease and associated with cognitive impairment: a pilot study.[J]. PLoS ONE, 2013: e73094. DOI: 10.1371/journal.pone.0073094
[4] WILLIAM L HOLLAND  Scott A S. Sphingolipids, insulin resistance, and metabolic disease: new insights from in vivo manipulation of sphingolipid metabolism.[J]. Endocrine reviews, 2008, 29 4: 381-402. DOI: 10.1210/er.2007-0025

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