Structure Database (LMSD)

Common Name
GlcCer(d18:1(8Z)/21:0(2OH[R]))
Systematic Name
N-(2R-hydroxyheneicosanoyl)-1-β-glucosyl-8Z-octadecasphingenine
Synonyms
  • 1-O-glucopyranosyl-2-N-2'-hydroxyheneicosanoyl-8Z-sphingenine
LM ID
LMSP05010071
Formula
C45H87NO9
Exact Mass
Calculate m/z
785.638084
Sum Composition
HexCer 39:1;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)
DEEDVZGGOXNZAL-JEYODSRESA-N
InChi (Click to copy)
InChI=1S/C45H87NO9/c1-3-5-7-9-11-13-15-17-18-19-20-22-24-26-28-30-32-34-39(49)44(53)46-37(36-54-45-43(52)42(51)41(50)40(35-47)55-45)38(48)33-31-29-27-25-23-21-16-14-12-10-8-6-4-2/h23,25,37-43,45,47-52H,3-22,24,26-36H2,1-2H3,(H,46,53)/b25-23-/t37-,38+,39+,40+,41+,42-,43+,45+/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)CCCCCCCCCCCCCCCCCCC)=O)[C@]([H])(O)CCCC/C=C\CCCCCCCCC

Other Databases

PubChem CID
134812565

Calculated Physicochemical Properties

Heavy Atoms 55
Rings 1
Aromatic Rings 0
Rotatable Bonds 38
Van der Waals Molecular Volume 859.53
Topological Polar Surface Area 171.01
Hydrogen Bond Donors 7
Hydrogen Bond Acceptors 10
logP 11.17
Molar Refractivity 227.74

Admin

Created at
-
Updated at
20th Jul 2021