Structure Database (LMSD)

O H NH O O OH H HO OH OH OH
Common Name
GalCer(d18:0/22:0)
Systematic Name
N-(docosanoyl)-1-β-galactosyl-sphinganine
Synonyms
LM ID
LMSP0501AC13
Formula
C46H91NO8
Exact Mass
Calculate m/z
785.674469
Sum Composition
HexCer 40:0;O2
Abbrev Chains
GalCer 18:0;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)
BCRCIDJHDMYLDJ-PCLFXDIFSA-N
InChi (Click to copy)
InChI=1S/C46H91NO8/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-24-26-28-30-32-34-36-42(50)47-39(38-54-46-45(53)44(52)43(51)41(37-48)55-46)40(49)35-33-31-29-27-25-23-16-14-12-10-8-6-4-2/h39-41,43-46,48-49,51-53H,3-38H2,1-2H3,(H,47,50)/t39-,40+,41+,43-,44-,45+,46+/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)CCCCCCCCCCCCCCC

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
84706
PubChem CID
90659809
SwissLipids ID
SLM:000399047

Calculated Physicochemical Properties

Heavy Atoms 55
Rings 1
Aromatic Rings 0
Rotatable Bonds 40
Van der Waals Molecular Volume 870.68
Topological Polar Surface Area 150.78
Hydrogen Bond Donors 6
Hydrogen Bond Acceptors 9
logP 12.53
Molar Refractivity 230.55

Admin

Created at
-
Updated at
27th Jul 2021