Structure Database (LMSD)

O H NH O O OH H OH HO OH OH
Common Name
GlcCer(d16:1/18:0)
Systematic Name
N-(octadecanoyl)-1-β-glucosyl-hexadecasphing-4-enine
Synonyms
  • GlcCer(d16:1(4E)/18:0)
LM ID
LMSP0501AA49
Formula
C40H77NO8
Exact Mass
Calculate m/z
699.564919
Sum Composition
HexCer 34:1;O2
Abbrev Chains
GlcCer 16:1;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)
CBEFWCLRPKIYCH-NNTBDIJYSA-N
InChi (Click to copy)
InChI=1S/C40H77NO8/c1-3-5-7-9-11-13-15-16-17-18-20-22-24-26-28-30-36(44)41-33(32-48-40-39(47)38(46)37(45)35(31-42)49-40)34(43)29-27-25-23-21-19-14-12-10-8-6-4-2/h27,29,33-35,37-40,42-43,45-47H,3-26,28,30-32H2,1-2H3,(H,41,44)/b29-27+/t33-,34+,35+,37+,38-,39+,40+/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/CCCCCCCCCCC

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
70699230
SwissLipids ID
SLM:000399697

Calculated Physicochemical Properties

Heavy Atoms 49
Rings 1
Aromatic Rings 0
Rotatable Bonds 33
Van der Waals Molecular Volume 764.24
Topological Polar Surface Area 150.78
Hydrogen Bond Donors 6
Hydrogen Bond Acceptors 8
logP 9.96
Molar Refractivity 202.75

Admin

Created at
-
Updated at
26th Jul 2021