Structure Database (LMSD)

Common Name
FMC-5(d18:1/24:1)
Systematic Name
N-(15Z-tetracosenoyl)-1-β-(2',3',4',6'-tetra-O-acetyl-galactosyl)-3-O-acetyl-sphing-4-enine
Synonyms
  • 3-O-acetyl-sphingosine-2,3,4,6-tetra-O-acetyl-GalCer(d18:1/24:1)
LM ID
LMSP05010036
Formula
C58H101NO13
Exact Mass
Calculate m/z
1019.727294
Abbrev Chains
FMC-5 18:1;O2/24:1
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
Rattus norvegicus (#10116)
Mammalia (#40674)
Novel myelin penta- and hexa-acetyl-galactosyl-ceramides: structural characterization and immunoreactivity in cerebrospinal fluid.,
J Lipid Res, 2010
Pubmed ID: 20154333

String Representations

InChiKey (Click to copy)
NKHLZIHYGVLDKL-NNOYVDFISA-N
InChi (Click to copy)
InChI=1S/C58H101NO13/c1-8-10-12-14-16-18-20-22-23-24-25-26-27-28-29-31-33-35-37-39-41-43-54(65)59-51(52(68-47(4)61)42-40-38-36-34-32-30-21-19-17-15-13-11-9-2)44-67-58-57(71-50(7)64)56(70-49(6)63)55(69-48(5)62)53(72-58)45-66-46(3)60/h22-23,40,42,51-53,55-58H,8-21,24-39,41,43-45H2,1-7H3,(H,59,65)/b23-22-,42-40+/t51-,52+,53+,55-,56-,57+,58+/m0/s1
SMILES (Click to copy)
[C@](CO[C@H]1[C@H](OC(=O)C)[C@@H](OC(=O)C)[C@@H](OC(=O)C)[C@@H](COC(=O)C)O1)([H])(NC(CCCCCCCCCCCCC/C=C\CCCCCCCC)=O)[C@]([H])(OC(C)=O)/C=C/CCCCCCCCCCCCC

Other Databases

PubChem CID
52931247

Calculated Physicochemical Properties

Heavy Atoms 72
Rings 1
Aromatic Rings 0
Rotatable Bonds 50
Van der Waals Molecular Volume 1103.75
Topological Polar Surface Area 181.13
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 14
logP 15.71
Molar Refractivity 287.33

Admin

Created at
-
Updated at
27th Jul 2021