Structure Database (LMSD)

OH OH OH OH O OH O N H OH O
Common Name
Oreacerebroside I
Systematic Name
N-(2R-hydroxy-tetracosanoyl)-1-β-D-galactosyl-9-methyl-sphing-4E,8E,10E-trienine
Synonyms
LM ID
LMSP05010163
Formula
C49H91NO9
Exact Mass
Calculate m/z
837.669384
Sum Composition
HexCer 43:3;O3
Abbrev Chains
GalCer 19:3;O2/24:0;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)
XOUUYTODOBFFFN-JPDCIDDNSA-N
InChi (Click to copy)
InChI=1S/C49H91NO9/c1-4-6-8-10-12-13-14-15-16-17-18-19-20-21-22-23-24-26-28-32-37-43(53)48(57)50-41(39-58-49-47(56)46(55)45(54)44(38-51)59-49)42(52)36-33-29-31-35-40(3)34-30-27-25-11-9-7-5-2/h30,33-36,41-47,49,51-56H,4-29,31-32,37-39H2,1-3H3,(H,50,57)/b34-30+,36-33+,40-35+/t41-,42+,43+,44+,45-,46-,47+,49+/m0/s1
SMILES (Click to copy)
C([C@H](NC([C@H](O)CCCCCCCCCCCCCCCCCCCCCC)=O)[C@H](O)/C=C/CC/C=C(\C)/C=C/CCCCCCC)O[C@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1

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

Other Databases

PubChem CID
23730453

Calculated Physicochemical Properties

Heavy Atoms 59
Rings 1
Aromatic Rings
Rotatable Bonds 39
Van der Waals Molecular Volume 923.45
Topological Polar Surface Area 171.01
Hydrogen Bond Donors 7
Hydrogen Bond Acceptors 10
logP 12.28
Molar Refractivity 246.02

Admin

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