Structure Database (LMSD)

OH H NH O O OH H O OH HO OH OH
Common Name
GlcCer(d14:2(4E,6E)/22:0(2OH))
Systematic Name
N-(2-hydroxy-docosanoyl)-1-β-glucosyl-4E,6E-tetradecasphingadienine
Synonyms
LM ID
LMSP0501AA72
Formula
C42H79NO9
Exact Mass
Calculate m/z
741.575484
Sum Composition
HexCer 36:2;O3
Abbrev Chains
GlcCer 14:2;O2/22:0;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)
KQVXAYXCWQQFAK-VVKPDDTNSA-N
InChi (Click to copy)
InChI=1S/C42H79NO9/c1-3-5-7-9-11-13-14-15-16-17-18-19-20-21-23-25-27-29-31-36(46)41(50)43-34(35(45)30-28-26-24-22-12-10-8-6-4-2)33-51-42-40(49)39(48)38(47)37(32-44)52-42/h24,26,28,30,34-40,42,44-49H,3-23,25,27,29,31-33H2,1-2H3,(H,43,50)/b26-24+,30-28+/t34-,35+,36?,37+,38+,39-,40+,42+/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(O)CCCCCCCCCCCCCCCCCCCC)=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
70699253

Calculated Physicochemical Properties

Heavy Atoms 52
Rings 1
Aromatic Rings 0
Rotatable Bonds 34
Van der Waals Molecular Volume 804.99
Topological Polar Surface Area 171.01
Hydrogen Bond Donors 7
Hydrogen Bond Acceptors 9
logP 9.77
Molar Refractivity 213.79

Admin

Created at
-
Updated at
26th Jul 2021