Structure Database (LMSD)

H NH O O OH H O OH HO OH OH
Common Name
GlcCer(d18:0/18:0)
Systematic Name
N-(octadecanoyl)-1-β-glucosyl-sphinganine
Synonyms
  • C18DH GlcCer
LM ID
LMSP0501AA19
Formula
C42H83NO8
Exact Mass
Calculate m/z
729.611869
Sum Composition
HexCer 36:0;O2
Abbrev Chains
GlcCer 18:0;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)
DSRCOSQOBBICFU-PGDSXFBCSA-N
InChi (Click to copy)
InChI=1S/C42H83NO8/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-38(46)43-35(34-50-42-41(49)40(48)39(47)37(33-44)51-42)36(45)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h35-37,39-42,44-45,47-49H,3-34H2,1-2H3,(H,43,46)/t35-,36+,37+,39+,40-,41+,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(CCCCCCCCCCCCCCCCC)=O)[C@]([H])(O)CCCCCCCCCCCCCCC

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
42965
PubChem CID
6321364
SwissLipids ID
SLM:000398977

Calculated Physicochemical Properties

Heavy Atoms 51
Rings 1
Aromatic Rings 0
Rotatable Bonds 36
Van der Waals Molecular Volume 801.48
Topological Polar Surface Area 150.78
Hydrogen Bond Donors 6
Hydrogen Bond Acceptors 8
logP 10.97
Molar Refractivity 212.08

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Created at
-
Updated at
26th Jul 2021