Structure Database (LMSD)

Common Name
Cer(d18:1(4E)/28:0(3OH))
Systematic Name
N-(3R-hydroxy-octacosanoyl)-sphing-4-enine
Synonyms
  • N-(3R-hydroxy-octacosanoyl)-sphingosine
  • Cer[BS]
LM ID
LMSP02010207
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

Classification

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

Reactions

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Reactions graph legend

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)
FHBPUXAFADYRPB-QEFJSEBLSA-N
InChi (Click to copy)
InChI=1S/C46H91NO4/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-28-29-31-33-35-37-39-43(49)41-46(51)47-44(42-48)45(50)40-38-36-34-32-30-27-16-14-12-10-8-6-4-2/h38,40,43-45,48-50H,3-37,39,41-42H2,1-2H3,(H,47,51)/b40-38+/t43-,44+,45-/m1/s1
SMILES (Click to copy)
[C@](CO)([H])(NC(C[C@H](O)CCCCCCCCCCCCCCCCCCCCCCCCC)=O)[C@]([H])(O)/C=C/CCCCCCCCCCCCC

Other Databases

PubChem CID
171119488

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
8th Jun 2020
Updated at
8th Jun 2020