KRN7000

Catalog NumberBL-M000897
CAS Number158021-47-7
DescriptionKRN7000 is a synthetic analog of α-galactosylceramide and the marine natural product agelasphin. It is a specific ligand for human and mouse NKT cells and remains the best studied ligand of the lipid-binding MHC class I-like protein CD1d. It protects against LPS-induced shock and displays potent antitumor activity in various in vivo models.
IUPAC NameN-[(2S,3S,4R)-3,4-dihydroxy-1-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoctadecan-2-yl]hexacosanamide
Synonymsa-Gal-Cer; N-[(1S,2S,3R)-1-[(a-D-Galactopyranosyloxy)methyl]-2,3-dihydroxyheptadecyl]hexacosanamide
Molecular Weight858.32
Molecular FormulaC50H99NO9
Boiling Point939.8°C at 760 mmHg
Melting Point27°C
Purity>99%
Density1.04 g/cm3
AppearanceWhite Solid
Shelf Life1 Year
StorageStore at -20°C
Percent CompositionC 69.97%, H 11.63%, N 1.63%, O 16.78
Canonical SMILESCCCCCCCCCCCCCCCCCCCCCCCCCC(=O)NC(COC1C(C(C(C(O1)CO)O)O)O)C(C(CCCCCCCCCCCCCC)O)O
InChIInChI=1S/C50H99NO9/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-29-31-33-35-37-39-45(54)51-42(41-59-50-49(58)48(57)47(56)44(40-52)60-50)46(55)43(53)38-36-34-32-30-28-16-14-12-10-8-6-4-2/h42-44,46-50,52-53,55-58H,3-41H2,1-2H3,(H,51,54)/t42-,43+,44+,46-,47-,48-,49+,50-/m0/s1
InChI KeyVQFKFAKEUMHBLV-BYSUZVQFSA-N

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