Structure Database (LMSD)

Common Name
GlcCer(t18:1(8Z)/26:0(2OH[R]))
Systematic Name
N-(2R-hydroxyhexacosanoyl)-1-β-glucosyl-4R-hydroxy-8Z-octadecasphingenine
Synonyms
  • 1-O-glucopyranosyl-2-N-2'-hydroxyhexacosanoyl-4-hydroxy-8-sphingenine
LM ID
LMSP05010047
Formula
C50H97NO10
Exact Mass
Calculate m/z
871.711249
Sum Composition
HexCer 44:1;O4
Abbrev Chains
GlcCer 18:1;O3/26:0;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)
NVFBAYARDFKRAO-DGBYAWLZSA-N
InChi (Click to copy)
InChI=1S/C50H97NO10/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-28-30-32-34-36-38-43(54)49(59)51-41(40-60-50-48(58)47(57)46(56)44(39-52)61-50)45(55)42(53)37-35-33-31-29-27-16-14-12-10-8-6-4-2/h29,31,41-48,50,52-58H,3-28,30,32-40H2,1-2H3,(H,51,59)/b31-29-/t41-,42+,43+,44+,45-,46+,47-,48+,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([C@H](O)CCCCCCCCCCCCCCCCCCCCCCCC)=O)[C@]([H])(O)[C@@H](CCC/C=C\CCCCCCCCC)O

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Euphorbia (#3990)
Magnoliopsida (#3398)
Sphingolipids with neuritogenic activity from Euphorbia sororia.,
Chem Phys Lipids, 2007
Pubmed ID: 17540352

Other Databases

PubChem CID
134812542

Calculated Physicochemical Properties

Heavy Atoms 61
Rings 1
Aromatic Rings 0
Rotatable Bonds 43
Van der Waals Molecular Volume 954.82
Topological Polar Surface Area 191.24
Hydrogen Bond Donors 8
Hydrogen Bond Acceptors 11
logP 12.38
Molar Refractivity 252.72

Admin

Created at
-
Updated at
11th Sep 2021