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74365-77-8

74365-77-8 Structure

74365-77-8 Structure
IdentificationBack Directory
[Name]

1-O-β-D-Glucopyranosyl-N-hexadecanoylsphingosine
[CAS]

74365-77-8
[Synonyms]

C16:0-GlcCer
C16:0-GluCer
Ceramide β-D-gluco- sides
C16 Glucosyl(ss) Ceramide (d18:1/16:0)
D-Glucosyl-β-1,1'-N-palmitoylsphingosine
1-O-β-D-Glucopyranosyl-N-palmitoylsphingosine
D-erythro-N-Palmitoyl-glucosyl-C18-Sphingosine
1-O-β-D-Glucopyranosyl-N-hexadecanoylsphingosine
D-glucosyl--1,1' N-palMitoyl-D-erythro-sphingosine
(2S,3R,4E)-2-(Hexadecanoylamino)-1-(β-D-glucopyranosyloxy)-4-octadecen-3-ol
Hexadecanamide, N-[(1S,2R,3E)-1-[(β-D-glucopyranosyloxy)methyl]-2-hydroxy-3-heptadecen-1-yl]-
b-D-Glucopyranosyl-1,1’-N-Hexadecanoyl-2’-Hexadecanamide-4’-octadecene-1’,3’-diol Synonym: β-GlcCer
[Molecular Formula]

C40H77NO8
[MDL Number]

MFCD22416657
[MOL File]

74365-77-8.mol
[Molecular Weight]

700.04
Chemical PropertiesBack Directory
[solubility ]

Methanol: Sparingly soluble: 1-10 mg/ml
[form ]

Solid
[color ]

White to off-white
[InChIKey]

VJLLLMIZEJJZTE-NNTBDIJYSA-N
[SMILES]

[H][C@](/C=C/CCCCCCCCCCCCC)(O)[C@@]([H])(NC(CCCCCCCCCCCCCCC)=O)CO[C@H](O1)[C@H](O)[C@@H](O)[C@@H]([C@H]1CO)O
Safety DataBack Directory
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[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
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