Structure Database (LMSD)

HO OH H N H OH O OH H
Common Name
Cer(t18:1(6OH)/28:0(28OH))
Systematic Name
N-(28-hydroxy-octacosanoyl)-6R-hydroxy-sphing-4E-enine
Synonyms
  • N-(28-hydroxy-octacosanoyl)-hydroxyceramide
  • N-(omega-hydroxy-octacosanoyl)-hydroxyceramide
  • Cer[OH]
LM ID
LMSP02030048
Formula
C46H91NO5
Exact Mass
Calculate m/z
737.689724
Sum Composition
Cer 46:1;O4
Abbrev Chains
Cer 18:1;O3/28:0:O
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Sphingolipids [SP]
Ceramides [SP02]
N-acyl-4-hydroxysphinganines (phytoceramides) [SP0203]

String Representations

InChiKey (Click to copy)
FWVOAVCKJQXTMR-KLDIEGGHSA-N
InChi (Click to copy)
InChI=1S/C46H91NO5/c1-2-3-4-5-6-7-25-28-31-34-37-43(50)39-40-45(51)44(42-49)47-46(52)38-35-32-29-26-23-21-19-17-15-13-11-9-8-10-12-14-16-18-20-22-24-27-30-33-36-41-48/h39-40,43-45,48-51H,2-38,41-42H2,1H3,(H,47,52)/b40-39+/t43-,44+,45-/m1/s1
SMILES (Click to copy)
[C@](CO)([H])(NC(CCCCCCCCCCCCCCCCCCCCCCCCCCCO)=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
171119496

Calculated Physicochemical Properties

Heavy Atoms 52
Rings 0
Aromatic Rings 0
Rotatable Bonds 43
Van der Waals Molecular Volume 854.03
Topological Polar Surface Area 110.02
Hydrogen Bond Donors 5
Hydrogen Bond Acceptors 6
logP 13.62
Molar Refractivity 226.27

Admin

Created at
24th Apr 2020
Updated at
1st May 2020