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
Exact Mass
Calculate m/z
815.648649
Sum Composition
Abbrev Chains
GlcCer 18:1;O3/22:0;O
Status
Active
3D model of GlcCer(t18:1(8Z)/22:0(2OH[S]))
Please note: Where there are chiral atoms but the stereochemistry is undefined, the 3D model takes an arbitrary conformation
Classification
Category
Main Class
Sub Class
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
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
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
Admin
Created at
-
Updated at
11th Sep 2021