Structure Database (LMSD)

Common Name
Catacerebroside A
Systematic Name
N-(2R-hydroxy-17Z-tetracosenoyl)-1-β-glucosyl-9-methyl-sphing-4E,8E-dienine
Synonyms
LM ID
LMSP05010104
Formula
C49H91NO9
Exact Mass
Calculate m/z
837.669384
Sum Composition
HexCer 43:3;O3
Abbrev Chains
GlcCer 19:2;O2/24:1;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
Catathelasma ventricosum (#181977)
Agaricomycetes (#155619)
New glycosphingolipids from the fungus Catathelasma ventricosa.,
J Nat Prod, 2003
Pubmed ID: 12880328

String Representations

InChiKey (Click to copy)
VEPQVIJEMBDTHV-ZOJKKKNDSA-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/h13-14,33,35-36,41-47,49,51-56H,4-12,15-32,34,37-39H2,1-3H3,(H,50,57)/b14-13-,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)CCCCCCCCCCCCCC/C=C\CCCCCC)=O)[C@H](O)/C=C/CC/C=C(\C)/CCCCCCCCC)O[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1

Other Databases

PubChem CID
10930878

Calculated Physicochemical Properties

Heavy Atoms 59
Rings 1
Aromatic Rings 0
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
21st May 2020
Updated at
17th Dec 2020