Psychosine

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

CAS Number

* 2238-90-6 N

3D model (JSmol)

* Interactive image

Beilstein Reference

| 52571
ChEBI |

* CHEBI:16874

ChemSpider |

* 4444111

EC Number |

* 636-571-3

KEGG |

* C01747

PubChem CID

* 5280458

InChI

* InChI=1S/C24H47NO7/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-19(27)18(25)17-31-24-23(30)22(29)21(28)20(16-26)32-24/h14-15,18-24,26-30H,2-13,16-17,25H2,1H3/b15-14+/t18-,19+,20+,21-,22-,23+,24+/m0/s1

Key: HHJTWTPUPVQKNA-PIIMIWFASA-N

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)N)O

Properties

Chemical formula

| C24H47NO7
Molar mass | 461.640 g·mol−1
Hazards
GHS pictograms |
GHS Signal word | Warning

GHS hazard statements

| H302, H312, H332

GHS precautionary statements

| 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):

* SizeSet

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.

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*[CID]: Compound ID
*[H302]: Harmful if swallowed
*[H312]: Harmful in contact with skin
*[H332]: Harmful if inhaled
*[P261]: Avoid breathing dust/fume/gas/mist/vapours/spray
*[P264]: Wash … thoroughly after handling
*[P270]: Do not eat, drink or smoke when using this product
*[P271]: Use only outdoors or in a well-ventilated area
*[P280]: Wear protective gloves/protective clothing/eye protection/face protection
*[P301+312]: IF SWALLOWED: Call a POISON CENTER or doctor/physician if you feel unwell
*[P302+352]: IF ON SKIN: Wash with soap and water
*[P304+312]: IF INHALED: Call a POISON CENTER or doctor/physician if you feel unwell
*[P304+340]: IF INHALED: Remove victim to fresh air and keep at rest in a position comfortable for breathing
*[P312]: Call a POISON CENTER or doctor/physician if you feel unwell
*[P322]: Specific measures (see … on this label)
*[P330]: Rinse mouth
*[P363]: Wash contaminated clothing before reuse
*[P501]: Dispose of contents/container to …