Structure Database (LMSD)

Common Name
GlcCer(d18:1(8Z)/20:0(2OH[R]))
Systematic Name
N-(2R-hydroxyicosanoyl)-1-β-glucosyl-8Z-octadecasphingenine
Synonyms
  • 1-O-glucopyranosyl-2-N-2'-hydroxyicosanoyl-8Z-sphingenine
LM ID
LMSP05010070
Formula
C44H85NO9
Exact Mass
Calculate m/z
771.622434
Sum Composition
HexCer 38:1;O3
Status
Curated
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)
SHWNCICBDWSAAF-HRXAKBBOSA-N
InChi (Click to copy)
InChI=1S/C44H85NO9/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-33-38(48)43(52)45-36(35-53-44-42(51)41(50)40(49)39(34-46)54-44)37(47)32-30-28-26-24-22-20-16-14-12-10-8-6-4-2/h22,24,36-42,44,46-51H,3-21,23,25-35H2,1-2H3,(H,45,52)/b24-22-/t36-,37+,38+,39+,40+,41-,42+,44+/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)CCCCCCCCCCCCCCCCCC)=O)[C@]([H])(O)CCCC/C=C\CCCCCCCCC

Other Databases

PubChem CID
134812564

Calculated Physicochemical Properties

Heavy Atoms 54
Rings 1
Aromatic Rings 0
Rotatable Bonds 37
Van der Waals Molecular Volume 842.23
Topological Polar Surface Area 171.01
Hydrogen Bond Donors 7
Hydrogen Bond Acceptors 10
logP 10.78
Molar Refractivity 223.12

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Created at
-
Updated at
20th Jul 2021