C24:1 Glucosyl(β) Ceramide (d18:1/24:1(15Z))

Catalog NumberBL-M001015
CAS Number887907-50-8
DescriptionC24:1 Glucosyl(β) Ceramide (d18:1/24:1(15Z)) is a naturally occurring glycolipid that specifically activates macrophage-induced C-type lectin (Mincle) receptors. C24:1 Glucosyl(β) Ceramide is an intracellular metabolite that is considered to be a damage-associated molecular pattern (DAMP) associated with cell death. C24:1 Glucosyl(β) Ceramide has pro-inflammatory activity and is a potential adjuvant for vaccination against infectious diseases and cancer.
IUPAC Name(Z)-N-[(E,2S,3R)-3-hydroxy-1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoctadec-4-en-2-yl]tetracos-15-enamide
SynonymsD-glucosyl-β-1,1'-N-nervonoyl-D-erythro-sphingosine; GlcCer(d18:1/24:1(15Z)); Glucosyl(β) Ceramide (d18:1/24:1(15Z)); D-glucosyl-β-1,1'-N-(15Z-tetracosenoyl)-D-erythro-sphingosine N-(15Z-tetracosenoyl)-1-β-glucosyl-sphing-4-ene; C24:1 β-D-glucosyl ceramide; Beta-glucosylceramide; β-GlcCer; 15-Tetracosenamide, N-[(1S,2R,3E)-1-[(β-D-glucopyranosyloxy)methyl]-2-hydroxy-3-heptadecen-1-yl]-, (15Z)-; (15Z)-N-[(1S,2R,3E)-1-[(β-D-Glucopyranosyloxy)methyl]-2-hydroxy-3-heptadecen-1-yl]-15-tetracosenamide; 15-Tetracosenamide, N-[(1S,2R,3E)-1-[(β-D-glucopyranosyloxy)methyl]-2-hydroxy-3-heptadecenyl]-, (15Z)-; C24:1 β-Glucosylceramide
Molecular Weight810.24
Molecular FormulaC48H91NO8
Boiling Point902.3±65.0°C at 760 mmHg
Purity>99%
Density1.03±0.1 g/cm3
SolubilitySoluble in Isopropanol
AppearancePowder
Shelf Life1 Year
StorageStore at -20°C
ShippingRoom Temperature
Percent CompositionC 71.15%, H 11.32%, N 1.73%, O 15.80%
Canonical SMILESCCCCCCCCCCCCCC=CC(C(COC1C(C(C(C(O1)CO)O)O)O)NC(=O)CCCCCCCCCCCCCC=CCCCCCCCC)O
InChIInChI=1S/C48H91NO8/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-26-28-30-32-34-36-38-44(52)49-41(40-56-48-47(55)46(54)45(53)43(39-50)57-48)42(51)37-35-33-31-29-27-25-16-14-12-10-8-6-4-2/h17-18,35,37,41-43,45-48,50-51,53-55H,3-16,19-34,36,38-40H2,1-2H3,(H,49,52)/b18-17-,37-35+/t41-,42+,43+,45+,46-,47+,48+/m0/s1
InChI KeyWBOZIXHPUPAOIA-JZZPSRGZSA-N

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