Structure Database (LMSD)

Common Name
Psychosine
Systematic Name
1-β-galactosyl-sphing-4-enine
Synonyms
  • Galactosylsphingosine
LM ID
LMSP07000001
Formula
C24H47NO7
Exact Mass
Calculate m/z
461.335254
Status
Active
Show lipids differing only in stereochemistry/bond geometry
View MassBank spectra

Classification

Category
Main Class
Sub Class
Sphingolipids [SP]
Basic glycosphingolipids [SP07]

Reactions

Filter by species:
ⓘ Reactions are shown if the E.C. number of the enzyme catalysing it is annotated in the UniProt database for a species belonging to the selected taxonomic class.
Click on an edge to display the reaction(s).
Reactions graph legend

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Homo sapiens (#9606)
Mammalia (#40674)
Psychosine, the cytotoxic sphingolipid that accumulates in globoid cell leukodystrophy, alters membrane architecture.,
J Lipid Res, 2013
Pubmed ID: 24006512

String Representations

InChiKey (Click to copy)
HHJTWTPUPVQKNA-PIIMIWFASA-N
InChi (Click to copy)
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
SMILES (Click to copy)
[H][C@](O)([C@@]([H])(N)CO[C@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1)/C=C/CCCCCCCCCCCCC

Other Databases

Wikipedia
Psychosine
KEGG ID
C01747
HMDB ID
HMDB00648
CHEBI ID
16874
PubChem CID
9547206
GuidePharm ID
5548

Calculated Physicochemical Properties

Heavy Atoms 32
Rings 1
Aromatic Rings 0
Rotatable Bonds 18
Van der Waals Molecular Volume 481.29
Topological Polar Surface Area 147.70
Hydrogen Bond Donors 6
Hydrogen Bond Acceptors 8
logP 4.32
Molar Refractivity 128.48

Admin

Created at
-
Updated at
26th Jul 2021