Structure Database (LMSD)

Common Name
GlcCer(t18:1(8Z)/22:0(2OH[S]))
Systematic Name
N-(2R-hydroxydocosanoyl)-1-β-glucosyl-4R-hydroxy-8Z-octadecasphingenine
Synonyms
  • 1-O-glucopyranosyl-2-N-2'-hydroxydocosanoyl-4-hydroxy-8-sphingenine
LM ID
LMSP05010045
Formula
C46H89NO10
Exact Mass
Calculate m/z
815.648649
Sum Composition
HexCer 40:1;O4
Abbrev Chains
GlcCer 18:1;O3/22:0;O
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sphingolipids [SP]
Neutral glycosphingolipids [SP05]
Simple Glc series [SP0501]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Euphorbia nicaeensis (#1087772)
Magnoliopsida (#3398)
Preliminary biological assay on cerebroside mixture from Euphorbia nicaeensis All. Isolation and structure determination of five glucocerebrosides.,
Farmaco, 2003
Pubmed ID: 13679173

String Representations

InChiKey (Click to copy)
UPNWIBPHYOJXOA-QADWYTIRSA-N
InChi (Click to copy)
InChI=1S/C46H89NO10/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-24-26-28-30-32-34-39(50)45(55)47-37(36-56-46-44(54)43(53)42(52)40(35-48)57-46)41(51)38(49)33-31-29-27-25-23-16-14-12-10-8-6-4-2/h25,27,37-44,46,48-54H,3-24,26,28-36H2,1-2H3,(H,47,55)/b27-25-/t37-,38+,39-,40+,41-,42+,43-,44+,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([C@@H](O)CCCCCCCCCCCCCCCCCCCC)=O)[C@]([H])(O)[C@@H](CCC/C=C\CCCCCCCCC)O

Other Databases

PubChem CID
134812540

Calculated Physicochemical Properties

Heavy Atoms 57
Rings 1
Aromatic Rings 0
Rotatable Bonds 39
Van der Waals Molecular Volume 885.62
Topological Polar Surface Area 191.24
Hydrogen Bond Donors 8
Hydrogen Bond Acceptors 11
logP 10.82
Molar Refractivity 234.26

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Created at
-
Updated at
11th Sep 2021