Structure Database (LMSD)

Common Name
Oreacerebroside H
Systematic Name
N-(2R-hydroxy-tricosanoyl)-1-β-D-galactosyl-9-methyl-sphing-4E,8E,10E-trienine
Synonyms
LM ID
LMSP05010164
Formula
C48H89NO9
Exact Mass
Calculate m/z
823.653734
Sum Composition
HexCer 42:3;O3
Abbrev Chains
GalCer 19:3;O2/23:0;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)
XNIMFYVRNMOOBY-QQFJQKLISA-N
InChi (Click to copy)
InChI=1S/C48H89NO9/c1-4-6-8-10-12-13-14-15-16-17-18-19-20-21-22-23-25-27-31-36-42(52)47(56)49-40(38-57-48-46(55)45(54)44(53)43(37-50)58-48)41(51)35-32-28-30-34-39(3)33-29-26-24-11-9-7-5-2/h29,32-35,40-46,48,50-55H,4-28,30-31,36-38H2,1-3H3,(H,49,56)/b33-29+,35-32+,39-34+/t40-,41+,42+,43+,44-,45-,46+,48+/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=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 58
Rings 1
Aromatic Rings
Rotatable Bonds 38
Van der Waals Molecular Volume 906.15
Topological Polar Surface Area 171.01
Hydrogen Bond Donors 7
Hydrogen Bond Acceptors 10
logP 11.89
Molar Refractivity 241.40

Admin

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