Structure Database (LMSD)

HO H NH OH O OH H
Common Name
Cer(d18:1/28:0(28OH))
Systematic Name
N-(28-hydroxy-octacosanoyl)-sphing-4-enine
Synonyms
  • N-(28-hydroxy-octacosanoyl)-ceramide
  • N-(omega-hydroxy-octacosanoyl)-ceramide
  • Cer[OS]
LM ID
LMSP02010105
Formula
C46H91NO4
Exact Mass
Calculate m/z
721.694809
Sum Composition
Cer 46:1;O3
Abbrev Chains
Cer 18:1;O2/28:0;O
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)
BYBVAXYUPPNNKR-SVYKYBGCSA-N
InChi (Click to copy)
InChI=1S/C46H91NO4/c1-2-3-4-5-6-7-8-22-25-28-31-34-37-40-45(50)44(43-49)47-46(51)41-38-35-32-29-26-23-20-18-16-14-12-10-9-11-13-15-17-19-21-24-27-30-33-36-39-42-48/h37,40,44-45,48-50H,2-36,38-39,41-43H2,1H3,(H,47,51)/b40-37+/t44-,45+/m0/s1
SMILES (Click to copy)
[C@](CO)([H])(NC(CCCCCCCCCCCCCCCCCCCCCCCCCCCO)=O)[C@]([H])(O)/C=C/CCCCCCCCCCCCC

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

CHEBI ID
157643
PubChem CID
154824267

Calculated Physicochemical Properties

Heavy Atoms 51
Rings 0
Aromatic Rings 0
Rotatable Bonds 43
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

Reactions

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ⓘ Reactions are shown if the E.C. number of the enzyme catalysing it is annotated in the UniProt database for a species belonging to the selected taxonomic class.
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Reactions graph legend

Admin

Created at
24th Apr 2020
Updated at
24th Apr 2020