Structure Database (LMSD)

OH OH OH OH OH O OH H N H O O OH H
Common Name
GlcCer(t18:1(8Z)/18:0(2OH[S]))
Systematic Name
N-(2R-hydroxyoctadecanoyl)-1-β-glucosyl-4R-hydroxy-8Z-octadecasphingenine
Synonyms
  • 1-O-glucopyranosyl-2-N-2'-hydroxyoctadecanoyl-4-hydroxy-8-sphingenine
LM ID
LMSP05010043
Formula
C42H81NO10
Exact Mass
Calculate m/z
759.586049
Sum Composition
HexCer 36:1;O4
Abbrev Chains
GlcCer 18:1;O3/18:0;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)
DLDMUIKKXYPPMP-HKJIKWIYSA-N
InChi (Click to copy)
InChI=1S/C42H81NO10/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-35(46)41(51)43-33(32-52-42-40(50)39(49)38(48)36(31-44)53-42)37(47)34(45)29-27-25-23-21-19-16-14-12-10-8-6-4-2/h21,23,33-40,42,44-50H,3-20,22,24-32H2,1-2H3,(H,43,51)/b23-21-/t33-,34+,35-,36+,37-,38+,39-,40+,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([C@@H](O)CCCCCCCCCCCCCCCC)=O)[C@]([H])(O)[C@@H](CCC/C=C\CCCCCCCCC)O

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Clinacanthus nutans (#714457)
Magnoliopsida (#3398)
Cerebrosides and a monoacylmonogalactosylglycerol from Clinacanthus nutans.,
Chem Pharm Bull (Tokyo), 2004
Pubmed ID: 14709863

Other Databases

PubChem CID
11434186

Calculated Physicochemical Properties

Heavy Atoms 53
Rings 1
Aromatic Rings 0
Rotatable Bonds 35
Van der Waals Molecular Volume 816.42
Topological Polar Surface Area 191.24
Hydrogen Bond Donors 8
Hydrogen Bond Acceptors 11
logP 9.26
Molar Refractivity 215.79

Admin

Created at
-
Updated at
11th Sep 2021