Structure Database (LMSD)

H NH O O OH H O OH HO OH OH
Common Name
GlcCer(d14:2(4E,6E)/16:0)
Systematic Name
N-(hexadecanoyl)-1-β-glucosyl-4E,6E-tetradecasphingadienine
Synonyms
LM ID
LMSP0501AA52
Formula
C36H67NO8
Exact Mass
Calculate m/z
641.486669
Sum Composition
HexCer 30:2;O2
Abbrev Chains
GlcCer 14:2;O2/16:0
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)
OXBDGBUHGWPKJE-XXDKQNKESA-N
InChi (Click to copy)
InChI=1S/C36H67NO8/c1-3-5-7-9-11-13-14-15-16-18-20-22-24-26-32(40)37-29(30(39)25-23-21-19-17-12-10-8-6-4-2)28-44-36-35(43)34(42)33(41)31(27-38)45-36/h19,21,23,25,29-31,33-36,38-39,41-43H,3-18,20,22,24,26-28H2,1-2H3,(H,37,40)/b21-19+,25-23+/t29-,30+,31+,33+,34-,35+,36+/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(CCCCCCCCCCCCCCC)=O)[C@]([H])(O)/C=C/C=C/CCCCCCC

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
70699233

Calculated Physicochemical Properties

Heavy Atoms 45
Rings 1
Aromatic Rings 0
Rotatable Bonds 28
Van der Waals Molecular Volume 692.40
Topological Polar Surface Area 150.78
Hydrogen Bond Donors 6
Hydrogen Bond Acceptors 8
logP 8.18
Molar Refractivity 184.19

Admin

Created at
-
Updated at
26th Jul 2021