Structure Database (LMSD)

OH OH OH OH O OH H NH O O OH H
Common Name
GlcCer(d18:2(4E,8E)/24:0(2OH[R]))
Systematic Name
N-(2R-hydroxytetracosanoyl)-1-β-glucosyl-4E,8E-octadecasphingadienine
Synonyms
  • 1-O-glucopyranosyl-2-N-2'-hydroxytetracosanoyl-4E,8E-sphingadienine
LM ID
LMSP05010067
Formula
C48H91NO9
Exact Mass
Calculate m/z
825.669384
Sum Composition
HexCer 42:2;O3
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

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

String Representations

InChiKey (Click to copy)
WJKBJBJBUDIMHM-JVEWFWEPSA-N
InChi (Click to copy)
InChI=1S/C48H91NO9/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/h26,28,34,36,40-46,48,50-55H,3-25,27,29-33,35,37-39H2,1-2H3,(H,49,56)/b28-26+,36-34+/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)/C=C/CC/C=C/CCCCCCCCC

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Zea mays (#4577)
Magnoliopsida (#3398)
Analysis of glucosylceramides from various sources by liquid chromatography-ion trap mass spectrometry.,
J Oleo Sci, 2010
Pubmed ID: 20513973

Other Databases

PubChem CID
132487838

Calculated Physicochemical Properties

Heavy Atoms 58
Rings 1
Aromatic Rings 0
Rotatable Bonds 40
Van der Waals Molecular Volume 908.79
Topological Polar Surface Area 171.01
Hydrogen Bond Donors 7
Hydrogen Bond Acceptors 10
logP 12.12
Molar Refractivity 241.49

Admin

Created at
-
Updated at
14th Jun 2021