Structure Database (LMSD)

Common Name
GlcCer(d18:1(8E)/22:0(2OH[R]))
Systematic Name
N-(2R-hydroxydocosanoyl)-1-β-glucosyl-8E-octadecasphingenine
Synonyms
  • 1-O-glucopyranosyl-2-N-2'-hydroxydocosanoyl-8E-sphingenine
LM ID
LMSP05010062
Formula
C46H89NO9
Exact Mass
Calculate m/z
799.653734
Sum Composition
HexCer 40:1;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

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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)
BPERHZCNTGLTJT-OSCAYFFRSA-N
InChi (Click to copy)
InChI=1S/C46H89NO9/c1-3-5-7-9-11-13-15-17-18-19-20-21-23-25-27-29-31-33-35-40(50)45(54)47-38(37-55-46-44(53)43(52)42(51)41(36-48)56-46)39(49)34-32-30-28-26-24-22-16-14-12-10-8-6-4-2/h24,26,38-44,46,48-53H,3-23,25,27-37H2,1-2H3,(H,47,54)/b26-24+/t38-,39+,40+,41+,42+,43-,44+,46+/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)CCCCCCCCCCCCCCCCCCCC)=O)[C@]([H])(O)CCCC/C=C/CCCCCCCCC

Other Databases

PubChem CID
134812556

Calculated Physicochemical Properties

Heavy Atoms 56
Rings 1
Aromatic Rings 0
Rotatable Bonds 39
Van der Waals Molecular Volume 876.83
Topological Polar Surface Area 171.01
Hydrogen Bond Donors 7
Hydrogen Bond Acceptors 10
logP 11.56
Molar Refractivity 232.35

Admin

Created at
-
Updated at
26th Jul 2021