Structure Database (LMSD)

O H NH O O OH H HO OH OH OH
Common Name
GalCer(d16:1/22:0)
Systematic Name
N-(docosanoyl)-1-β-galactosyl-hexadecasphing-4-enine
Synonyms
LM ID
LMSP0501AC09
Formula
C44H85NO8
Exact Mass
Calculate m/z
755.627519
Sum Composition
HexCer 38:1;O2
Abbrev Chains
GalCer 16:1;O2/22:0
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)
IRYUYISTIPWPQG-PWUIYKNCSA-N
InChi (Click to copy)
InChI=1S/C44H85NO8/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-24-26-28-30-32-34-40(48)45-37(36-52-44-43(51)42(50)41(49)39(35-46)53-44)38(47)33-31-29-27-25-23-14-12-10-8-6-4-2/h31,33,37-39,41-44,46-47,49-51H,3-30,32,34-36H2,1-2H3,(H,45,48)/b33-31+/t37-,38+,39+,41-,42-,43+,44+/m0/s1
SMILES (Click to copy)
[C@](CO[C@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1)([H])(NC(CCCCCCCCCCCCCCCCCCCCC)=O)[C@]([H])(O)/C=C/CCCCCCCCCCC

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Homo sapiens (#9606)
Mammalia (#40674)
Lipidomics reveals a remarkable diversity of lipids in human plasma,
J Lipid Res, 2010
Pubmed ID: 20671299

Other Databases

CHEBI ID
132453
PubChem CID
124079380

Calculated Physicochemical Properties

Heavy Atoms 53
Rings 1
Aromatic Rings 0
Rotatable Bonds 37
Van der Waals Molecular Volume 833.44
Topological Polar Surface Area 150.78
Hydrogen Bond Donors 6
Hydrogen Bond Acceptors 9
logP 11.52
Molar Refractivity 221.22

Admin

Created at
-
Updated at
27th Jul 2021