Structure Database (LMSD)

Common Name
GlcCer(d18:1(8E)/24:0(2OH[R]))
Systematic Name
N-(2R-hydroxytetracosanoyl)-1-β-glucosyl-8E-octadecasphingenine
Synonyms
  • 1-O-glucopyranosyl-2-N-2'-hydroxytetracosanoyl-8E-sphingenine
LM ID
LMSP05010063
Formula
C48H93NO9
Exact Mass
Calculate m/z
827.685034
Sum Composition
HexCer 42:1;O3
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

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

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
Avena abyssinica (#146529)
Magnoliopsida (#3398)
Potential application of oat-derived ceramides in improving skin barrier function: Part 1. Isolation and structural characterization.,
J Chromatogr B Analyt Technol Biomed Life Sci, 2017
Pubmed ID: 28950193

String Representations

InChiKey (Click to copy)
VBJOKYVODZNDKY-LKWKDONVSA-N
InChi (Click to copy)
InChI=1S/C48H93NO9/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-25-27-29-31-33-35-37-42(52)47(56)49-40(39-57-48-46(55)45(54)44(53)43(38-50)58-48)41(51)36-34-32-30-28-26-24-16-14-12-10-8-6-4-2/h26,28,40-46,48,50-55H,3-25,27,29-39H2,1-2H3,(H,49,56)/b28-26+/t40-,41+,42+,43+,44+,45-,46+,48+/m0/s1
SMILES (Click to copy)
[C@](CO[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1)([H])(NC([C@H](O)CCCCCCCCCCCCCCCCCCCCCC)=O)[C@]([H])(O)CCCC/C=C/CCCCCCCCC

Other Databases

PubChem CID
134812557

Calculated Physicochemical Properties

Heavy Atoms 58
Rings 1
Aromatic Rings 0
Rotatable Bonds 41
Van der Waals Molecular Volume 911.43
Topological Polar Surface Area 171.01
Hydrogen Bond Donors 7
Hydrogen Bond Acceptors 10
logP 12.34
Molar Refractivity 241.59

Admin

Created at
-
Updated at
26th Jul 2021