CAS 151122-71-3 | Tetracosanamide, N-[(1S,2R,3E)-2-hydroxy-1-[[(3-O-sulfo-β-D-galactopyranosyl)oxy]methyl]-3-heptadecen-1-yl]- | CAS Number 151122-71-3

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151122-71-3 | Tetracosanamide, N-[(1S,2R,3E)-2-hydroxy-1-[[(3-O-sulfo-β-D-galactopyranosyl)oxy]methyl]-3-heptadecen-1-yl]-

CAS No: 151122-71-3 Catalog No: AG001N3N MDL No:

Product Description

Catalog Number:

AG001N3N

Chemical Name:

Tetracosanamide, N-[(1S,2R,3E)-2-hydroxy-1-[[(3-O-sulfo-β-D-galactopyranosyl)oxy]methyl]-3-heptadecen-1-yl]-

CAS Number:

151122-71-3

Molecular Formula:

C48H93NO11S

Molecular Weight:

892.3171

IUPAC Name:

[(2R,3S,4S,5R,6R)-3,5-dihydroxy-2-(hydroxymethyl)-6-[(E,2S,3R)-3-hydroxy-2-(tetracosanoylamino)octadec-4-enoxy]oxan-4-yl] hydrogen sulfate

InChI:

InChI=1S/C48H93NO11S/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(42(51)37-35-33-31-29-27-25-16-14-12-10-8-6-4-2)40-58-48-46(54)47(60-61(55,56)57)45(53)43(39-50)59-48/h35,37,41-43,45-48,50-51,53-54H,3-34,36,38-40H2,1-2H3,(H,49,52)(H,55,56,57)/b37-35+/t41-,42+,43+,45-,46+,47-,48+/m0/s1

InChI Key:

MEAZTWJVOWHKJM-CIAPRIGGSA-N

SMILES:

CCCCCCCCCCCCCCCCCCCCCCCC(=O)N[C@H]([C@@H](/C=C/CCCCCCCCCCCCC)O)CO[C@@H]1O[C@H](CO)[C@@H]([C@@H]([C@H]1O)OS(=O)(=O)O)O

Properties

Complexity:

1140

Compound Is Canonicalized:

Yes

Covalently-Bonded Unit Count:

Defined Atom Stereocenter Count:

Defined Bond Stereocenter Count:

Exact Mass:

891.647g/mol

Formal Charge:

Heavy Atom Count:

Hydrogen Bond Acceptor Count:

Hydrogen Bond Donor Count:

Isotope Atom Count:

Molecular Weight:

892.328g/mol

Monoisotopic Mass:

891.647g/mol

Rotatable Bond Count:

Topological Polar Surface Area:

201A^2

Undefined Atom Stereocenter Count:

Undefined Bond Stereocenter Count:

XLogP3:

15.2

Literature

Title	Journal
Recognition of CD1d-sulfatide mediated by a type II natural killer T cell antigen receptor.	Nature immunology 20120901
Role of sulfatide in vaccinia virus infection.	Biology of the cell 20110701
A molecular basis for NKT cell recognition of CD1d-self-antigen.	Immunity 20110325
Escherichia coli STb toxin binding to sulfatide and its inhibition by carragenan.	FEMS microbiology letters 20080401
Visualizing the localization of sulfoglycolipids in lipid raft domains in model membranes and sperm membrane extracts.	Biochimica et biophysica acta 20070201
Structural basis for CD1d presentation of a sulfatide derived from myelin and its implications for autoimmunity.	The Journal of experimental medicine 20051205
Inhibition of influenza A virus sialidase activity by sulfatide.	FEBS letters 20031023
Treatment with sulfatide or its precursor, galactosylceramide, prevents diabetes in NOD mice.	Autoimmunity 20010101
Sulfatide inhibits HIV-1 entry into CD4-/CXCR4+ cells.	Virology 19980705