Structure Database (LMSD)

O H NH O O OH H OH HO OH OH
Common Name
GlcCer(d18:0/22:0)
Systematic Name
N-(docosanoyl)-1-β-glucosyl-sphinganine
Synonyms
  • C22DH GlcCer
LM ID
LMSP0501AA21
Formula
C46H91NO8
Exact Mass
Calculate m/z
785.674469
Sum Composition
HexCer 40:0;O2
Abbrev Chains
GlcCer 18:0;O2/22:0
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)
BCRCIDJHDMYLDJ-WGYZNKDKSA-N
InChi (Click to copy)
InChI=1S/C46H91NO8/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-24-26-28-30-32-34-36-42(50)47-39(38-54-46-45(53)44(52)43(51)41(37-48)55-46)40(49)35-33-31-29-27-25-23-16-14-12-10-8-6-4-2/h39-41,43-46,48-49,51-53H,3-38H2,1-2H3,(H,47,50)/t39-,40+,41+,43+,44-,45+,46+/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(CCCCCCCCCCCCCCCCCCCCC)=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
84705
PubChem CID
6321366
SwissLipids ID
SLM:000398967

Calculated Physicochemical Properties

Heavy Atoms 55
Rings 1
Aromatic Rings 0
Rotatable Bonds 40
Van der Waals Molecular Volume 870.68
Topological Polar Surface Area 150.78
Hydrogen Bond Donors 6
Hydrogen Bond Acceptors 8
logP 12.53
Molar Refractivity 230.55

Admin

Created at
-
Updated at
26th Jul 2021