Structure Database (LMSD)

Common Name
GlcCer(d18:2(4E,8E)/20:0(2OH[R]))
Systematic Name
N-(2R-hydroxyicosanoyl)-1-β-glucosyl-4E,8E-octadecasphingadienine
Synonyms
  • 1-O-glucopyranosyl-2-N-2'-hydroxyicosanoyl-4E,8E-sphingadienine
LM ID
LMSP05010065
Formula
C44H83NO9
Exact Mass
Calculate m/z
769.606784
Sum Composition
HexCer 38:2;O3
Abbrev Chains
GlcCer 18:2;O2/20:0;O
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)
DCBUKXJYPRDHOR-FCZHZXJDSA-N
InChi (Click to copy)
InChI=1S/C44H83NO9/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/h22,24,30,32,36-42,44,46-51H,3-21,23,25-29,31,33-35H2,1-2H3,(H,45,52)/b24-22+,32-30+/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)/C=C/CC/C=C/CCCCCCCCC

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Oryza sativa (#4530)
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
10771481

Calculated Physicochemical Properties

Heavy Atoms 54
Rings 1
Aromatic Rings 0
Rotatable Bonds 36
Van der Waals Molecular Volume 839.59
Topological Polar Surface Area 171.01
Hydrogen Bond Donors 7
Hydrogen Bond Acceptors 10
logP 10.56
Molar Refractivity 223.03

Admin

Created at
-
Updated at
14th Jun 2021