Structure Database (LMSD)

Common Name
Cerebroside E
Systematic Name
N-(2R-hydroxy-octadecanoyl)-1-β-glucosyl-9-methyl-pentadecasphing-4E,8E-dienine
Synonyms
LM ID
LMSP05010102
Formula
C40H75NO9
Exact Mass
Calculate m/z
713.544184
Sum Composition
HexCer 34:2;O3
Abbrev Chains
GlcCer 16:2;O2/18:0;O
Status
Curated
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
Hericium erinaceus (#91752)
Agaricomycetes (#155619)
A new cerebroside from the fruiting bodies of Hericium erinaceus and its applicability to cancer treatment.,
Bioorg Med Chem Lett, 2015
Pubmed ID: 26547693

String Representations

InChiKey (Click to copy)
DNLCQLXPBPKXTD-UGYAIEHASA-N
InChi (Click to copy)
InChI=1S/C40H75NO9/c1-4-6-8-10-11-12-13-14-15-16-17-18-19-23-28-34(44)39(48)41-32(30-49-40-38(47)37(46)36(45)35(29-42)50-40)33(43)27-24-20-22-26-31(3)25-21-9-7-5-2/h24,26-27,32-38,40,42-47H,4-23,25,28-30H2,1-3H3,(H,41,48)/b27-24+,31-26+/t32-,33+,34+,35+,36+,37-,38+,40+/m0/s1
SMILES (Click to copy)
C([C@H](NC([C@H](O)CCCCCCCCCCCCCCCC)=O)[C@H](O)/C=C/CC/C=C(\C)/CCCCCC)O[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1

Other Databases

PubChem CID
127034832

Calculated Physicochemical Properties

Heavy Atoms 50
Rings 1
Aromatic Rings 0
Rotatable Bonds 31
Van der Waals Molecular Volume 770.39
Topological Polar Surface Area 171.01
Hydrogen Bond Donors 7
Hydrogen Bond Acceptors 10
logP 8.99
Molar Refractivity 204.56

Admin

Created at
21st May 2020
Updated at
17th Dec 2020