Structure Database (LMSD)

Common Name
Catacerebroside C
Systematic Name
N-(2,3-dihydroxy-17Z-tetracosenoyl)-1-β-glucosyl-4R-hydroxy-sphinganine
Synonyms
LM ID
LMSP05010106
Formula
C48H93NO11
Exact Mass
Calculate m/z
859.674864
Sum Composition
HexCer 42:1;O5
Abbrev Chains
GlcCer 18:0;O3/24:1;O2
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
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)
IUDRSGVTSFBWPF-FYYRCVILSA-N
InChi (Click to copy)
InChI=1S/C48H93NO11/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-25-27-29-31-33-35-40(52)43(54)47(58)49-38(37-59-48-46(57)45(56)44(55)41(36-50)60-48)42(53)39(51)34-32-30-28-26-24-16-14-12-10-8-6-4-2/h13,15,38-46,48,50-57H,3-12,14,16-37H2,1-2H3,(H,49,58)/b15-13-/t38-,39+,40?,41+,42-,43?,44+,45-,46+,48+/m0/s1
SMILES (Click to copy)
C([C@H](NC(C(O)C(O)CCCCCCCCCCCCC/C=C\CCCCCC)=O)[C@H](O)[C@H](O)CCCCCCCCCCCCCC)O[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1

Other Databases

PubChem CID
11768080

Calculated Physicochemical Properties

Heavy Atoms 60
Rings 1
Aromatic Rings 0
Rotatable Bonds 41
Van der Waals Molecular Volume 929.01
Topological Polar Surface Area 211.47
Hydrogen Bond Donors 9
Hydrogen Bond Acceptors 12
logP 10.85
Molar Refractivity 245.39

Admin

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