Structure Database (LMSD)

Common Name
Cer(t18:1(6OH)/28:0)
Systematic Name
N-(octacosanoyl)-6R-hydroxy-sphing-4E-enine
Synonyms
  • N-(octacosanoyl)-hydroxyceramide
  • Cer[NH]
LM ID
LMSP02010136
Formula
C46H91NO4
Exact Mass
Calculate m/z
721.694809
Sum Composition
Cer 46:1;O3
Abbrev Chains
Cer 18:1;O3/28:0
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

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

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

String Representations

InChiKey (Click to copy)
PVOQHPZMQZVKHG-ODYUCTIXSA-N
InChi (Click to copy)
InChI=1S/C46H91NO4/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-25-26-27-28-29-31-33-35-37-39-46(51)47-44(42-48)45(50)41-40-43(49)38-36-34-32-30-14-12-10-8-6-4-2/h40-41,43-45,48-50H,3-39,42H2,1-2H3,(H,47,51)/b41-40+/t43-,44+,45-/m1/s1
SMILES (Click to copy)
[C@](CO)([H])(NC(CCCCCCCCCCCCCCCCCCCCCCCCCCC)=O)[C@]([H])(O)/C=C/[C@H](O)CCCCCCCCCCCC

Other Databases

PubChem CID
171119575

Calculated Physicochemical Properties

Heavy Atoms 51
Rings 0
Aromatic Rings 0
Rotatable Bonds 42
Van der Waals Molecular Volume 845.24
Topological Polar Surface Area 89.79
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 5
logP 14.36
Molar Refractivity 224.37

Admin

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