Structure Database (LMSD)

H NH O O OH H O OH HO OH OH
Common Name
GlcCer(d18:1/26:0)
Systematic Name
N-(hexacosanoyl)-1-β-glucosyl-sphing-4-enine
Synonyms
  • C26 GlcCer
LM ID
LMSP0501AA11
Formula
C50H97NO8
Exact Mass
Calculate m/z
839.721419
Sum Composition
HexCer 44:1;O2
Abbrev Chains
GlcCer 18:1;O2/26:0
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)
DOIOUJPHIXRQFM-WBOUPBNQSA-N
InChi (Click to copy)
InChI=1S/C50H97NO8/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-28-30-32-34-36-38-40-46(54)51-43(42-58-50-49(57)48(56)47(55)45(41-52)59-50)44(53)39-37-35-33-31-29-27-16-14-12-10-8-6-4-2/h37,39,43-45,47-50,52-53,55-57H,3-36,38,40-42H2,1-2H3,(H,51,54)/b39-37+/t43-,44+,45+,47+,48-,49+,50+/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(CCCCCCCCCCCCCCCCCCCCCCCCC)=O)[C@]([H])(O)/C=C/CCCCCCCCCCCCC

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Mus musculus (#10090)
Mammalia (#40674)
Subcellular organelle lipidomics in TLR-4-activated macrophages.,
J Lipid Res, 2010
Pubmed ID: 20574076

Other Databases

CHEBI ID
75344
PubChem CID
6321363
SwissLipids ID
SLM:000395501

Calculated Physicochemical Properties

Heavy Atoms 59
Rings 1
Aromatic Rings 0
Rotatable Bonds 43
Van der Waals Molecular Volume 937.24
Topological Polar Surface Area 150.78
Hydrogen Bond Donors 6
Hydrogen Bond Acceptors 8
logP 13.86
Molar Refractivity 248.92

Reactions

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Reactions graph legend

Admin

Created at
-
Updated at
26th Jul 2021