Chemistry:Psychosine

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Psychosine
Psychosine.svg
Names
IUPAC name
(2S,3R,4E)-2-Amino-3-hydroxyoctadec-4-en-1-yl β-D-galactopyranoside
Systematic IUPAC name
(2R,3R,4S,5R,6R)-2-{[(2S,3R,4E)-2-Amino-3-hydroxyoctadec-4-en-1-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol
Identifiers
3D model (JSmol)
52571
ChEBI
ChemSpider
EC Number
  • 636-571-3
KEGG
Properties
C24H47NO7
Molar mass 461.640 g·mol−1
Hazards
GHS pictograms GHS07: Harmful
GHS Signal word Warning
H302, H312, H332
P261, P264, P270, P271, P280, P301+312, P302+352, P304+312, P304+340, P312, P322, P330, P363, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
Tracking categories (test):

Psychosine is a highly cytotoxic lipid that accumulates in the nervous system in the absence of galactosylceramidase.[1]

Chemically, it is a galactoside of sphingosine.

References

  1. Hawkins-Salsbury, J. A.; Parameswar, A. R.; Jiang, X; Schlesinger, P. H.; Bongarzone, E; Ory, D. S.; Demchenko, A. V.; Sands, M. S. (2013). "Psychosine, the cytotoxic sphingolipid that accumulates in globoid cell leukodystrophy, alters membrane architecture". The Journal of Lipid Research 54 (12): 3303–3311. doi:10.1194/jlr.M039610. PMID 24006512.