Structure Database (LMSD)

Common Name
Glucosyl sphingosine
Systematic Name
1-β-glucosyl-sphing-4-enine
Synonyms
  • Glucosphingosine
LM ID
LMSP05010031
Status
Active
Exact Mass
Calculate m/z
461.335254
Formula
C24H47NO7
Show lipids differing only in stereochemistry/bond geometry
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MDLMOL SDF CSV TSV
MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".

Main

Classification

Category
Main Class
Sub Class
Sphingolipids [SP]
Neutral glycosphingolipids [SP05]
Simple Glc series [SP0501]

String Representations

InChiKey (Click to copy)
HHJTWTPUPVQKNA-JIAPQYILSA-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

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Homo sapiens (#9606)
Mammalia (#40674)
Identification of glucosyl sphingosine from Gaucher's spleen by gas chromatography-electron impact and GC-chemical ionization mass spectrometry.,
J Biochem, 1976
Pubmed ID: 965366

Other Databases

KEGG ID
C03108
CHEBI ID
71981
PubChem CID
5280570

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

Reactions

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ⓘ 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.
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Reactions graph legend

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Created at
-
Updated at
13th Apr 2021