Structure Database (LMSD)

O H NH O O OH H OH HO OH OH
Common Name
GlcCer(d15:1/18:0)
Systematic Name
N-(octadecanoyl)-1-β-glucosyl-pentadecasphing-4-enine
Synonyms
  • GlcCer(d15:1(4E)/18:0)
LM ID
LMSP0501AA46
Formula
C39H75NO8
Exact Mass
Calculate m/z
685.549269
Sum Composition
HexCer 33:1;O2
Abbrev Chains
GlcCer 15:1;O2/18:0
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)
ZSJLFUFUZNAECX-HPDCOOCISA-N
InChi (Click to copy)
InChI=1S/C39H75NO8/c1-3-5-7-9-11-13-15-16-17-18-19-21-23-25-27-29-35(43)40-32(31-47-39-38(46)37(45)36(44)34(30-41)48-39)33(42)28-26-24-22-20-14-12-10-8-6-4-2/h26,28,32-34,36-39,41-42,44-46H,3-25,27,29-31H2,1-2H3,(H,40,43)/b28-26+/t32-,33+,34+,36+,37-,38+,39+/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(CCCCCCCCCCCCCCCCC)=O)[C@]([H])(O)/C=C/CCCCCCCCCC

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Drosophila melanogaster (#7227)
Insecta (#50557)
Biochemical membrane lipidomics during Drosophila development.,
Dev Cell, 2013
Pubmed ID: 23260625

Other Databases

PubChem CID
70699227
SwissLipids ID
SLM:000399617

Calculated Physicochemical Properties

Heavy Atoms 48
Rings 1
Aromatic Rings 0
Rotatable Bonds 32
Van der Waals Molecular Volume 746.94
Topological Polar Surface Area 150.78
Hydrogen Bond Donors 6
Hydrogen Bond Acceptors 8
logP 9.57
Molar Refractivity 198.13

Admin

Created at
-
Updated at
26th Jul 2021