N-Hexanoyl-NBD-galactosylceramide (C6-GalCer), Fluorescent C6:0-galactosylceramide analog

Key facts

CAS number

170212-26-7

Purity

>98%

Molecular weight

737.9 Da

Molecular formula

C₃₆H₅₉N₅O₁₁

PubChem

71312185

Nature

Synthetic

Biochemical name

N-(NBD-Aminocaproyl)sphingosine beta-D-galactosyl, >=98%

Biological description

Fluorescent C6:0-galactosylceramide analog. For use in sphingolipid ceramide studies and as internal standard. Possibly active in vivo and in vitro.

See similar compounds

Canonical smiles

CCCCCCCCCCCCCC=CC(C(COC1C(C(C(C(O1)CO)O)O)O)NC(=O)CCCCCNC2=CC=C(C3=NON=C23)[N+](=O)[O-])O

Isomeric smiles

CCCCCCCCCCCCC/C=C/[C@H]([C@H](CO[C@H]1[C@@H]([C@H]([C@H]([C@H](O1)CO)O)O)O)NC(=O)CCCCCNC2=CC=C(C3=NON=C23)[N+](=O)[O-])O

InChi

InChI=1S/C36H59N5O11/c1-2-3-4-5-6-7-8-9-10-11-12-13-15-18-28(43)26(24-50-36-35(47)34(46)33(45)29(23-42)51-36)38-30(44)19-16-14-17-22-37-25-20-21-27(41(48)49)32-31(25)39-52-40-32/h15,18,20-21,26,28-29,33-37,42-43,45-47H,2-14,16-17,19,22-24H2,1H3,(H,38,44)/b18-15+/t26-,28+,29+,33-,34-,35+,36+/m0/s1

IUPAC Name

N-[(E,2S,3R)-3-hydroxy-1-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoctadec-4-en-2-yl]-6-[(4-nitro-2,1,3-benzoxadiazol-7-yl)amino]hexanamide