Structure Database (LMSD)

OH H N H OH O OH H
Common Name
Cer(t18:1(6OH)/24:0)
Systematic Name
N-(tetracosanoyl)-6R-hydroxy-sphing-4E-enine
Synonyms
  • N-(tetracosanoyl)-hydroxyceramide
  • Cer[NH]
LM ID
LMSP02010140
Formula
C42H83NO4
Exact Mass
Calculate m/z
665.632209
Sum Composition
Cer 42:1;O3
Abbrev Chains
Cer 18:1;O3/24:0
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Sphingolipids [SP]
Ceramides [SP02]
N-acylsphingosines (ceramides) [SP0201]

String Representations

InChiKey (Click to copy)
ZBQZXOVJGDSANU-SPUWTEBASA-N
InChi (Click to copy)
InChI=1S/C42H83NO4/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-25-27-29-31-33-35-42(47)43-40(38-44)41(46)37-36-39(45)34-32-30-28-26-14-12-10-8-6-4-2/h36-37,39-41,44-46H,3-35,38H2,1-2H3,(H,43,47)/b37-36+/t39-,40+,41-/m1/s1
SMILES (Click to copy)
[C@](CO)([H])(NC(CCCCCCCCCCCCCCCCCCCCCCC)=O)[C@]([H])(O)/C=C/[C@H](O)CCCCCCCCCCCC

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Homo sapiens (#9606)
Mammalia (#40674)
Comparative profiling and comprehensive quantification of stratum corneum ceramides in humans and mice by LC/MS/MS.,
J Lipid Res, 2020
Pubmed ID: 32265320

Other Databases

PubChem CID
11686138

Calculated Physicochemical Properties

Heavy Atoms 47
Rings 0
Aromatic Rings 0
Rotatable Bonds 38
Van der Waals Molecular Volume 776.04
Topological Polar Surface Area 89.79
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 5
logP 12.80
Molar Refractivity 205.91

Admin

Created at
28th Apr 2020
Updated at
1st May 2020