Structure Database (LMSD)

Common Name
Oreacerebroside E
Systematic Name
N-(2R-hydroxy-tricosanoyl)-1-β-D-galactosyl-sphing-4E,8E,10E-trienine
Synonyms
LM ID
LMSP05010159
Formula
C47H87NO9
Exact Mass
Calculate m/z
809.638084
Sum Composition
HexCer 41:3;O3
Abbrev Chains
GalCer 18:3;O2/23:0;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
Oreaster reticulatus (#46529)
Asteroidea (#7588)
Oreacerebrosides: Bioactive Cerebrosides with a Triunsaturated Sphingoid Basefrom the Sea Star Oreaster reticulatus,
Eur. J. Org. Chem, 2007

String Representations

InChiKey (Click to copy)
CZNRRWWBQPYDAR-DRWLNQMHSA-N
InChi (Click to copy)
InChI=1S/C47H87NO9/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-24-26-28-30-32-34-36-41(51)46(55)48-39(38-56-47-45(54)44(53)43(52)42(37-49)57-47)40(50)35-33-31-29-27-25-23-16-14-12-10-8-6-4-2/h16,23,25,27,33,35,39-45,47,49-54H,3-15,17-22,24,26,28-32,34,36-38H2,1-2H3,(H,48,55)/b23-16+,27-25+,35-33+/t39-,40+,41+,42+,43-,44-,45+,47+/m0/s1
SMILES (Click to copy)
C([C@H](NC([C@H](O)CCCCCCCCCCCCCCCCCCCCC)=O)[C@H](O)/C=C/CC/C=C/C=C/CCCCCCC)O[C@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1

Other Databases

PubChem CID
23730222

Calculated Physicochemical Properties

Heavy Atoms 57
Rings 1
Aromatic Rings
Rotatable Bonds 38
Van der Waals Molecular Volume 888.85
Topological Polar Surface Area 171.01
Hydrogen Bond Donors 7
Hydrogen Bond Acceptors 10
logP 11.50
Molar Refractivity 236.78

Admin

Created at
13th Jul 2021
Updated at
13th Jul 2021