Structure Database (LMSD)

Common Name
Cer(d18:1/27:0(27OH))
Systematic Name
N-(27-hydroxy-heptacosanoyl)-sphing-4-enine
Synonyms
  • N-(27-hydroxy-heptacosanoyl)-ceramide
  • N-(omega-hydroxy-heptacosanoyl)-ceramide
  • Cer[OS]
LM ID
LMSP02010104
Formula
C45H89NO4
Exact Mass
Calculate m/z
707.679159
Sum Composition
Cer 45:1;O3
Abbrev Chains
Cer 18:1;O2/27:0;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
Mus musculus (#10090)
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)
LIXHANPNFXNWPT-UIIAJYLHSA-N
InChi (Click to copy)
InChI=1S/C45H89NO4/c1-2-3-4-5-6-7-8-21-24-27-30-33-36-39-44(49)43(42-48)46-45(50)40-37-34-31-28-25-22-19-17-15-13-11-9-10-12-14-16-18-20-23-26-29-32-35-38-41-47/h36,39,43-44,47-49H,2-35,37-38,40-42H2,1H3,(H,46,50)/b39-36+/t43-,44+/m0/s1
SMILES (Click to copy)
[C@](CO)([H])(NC(CCCCCCCCCCCCCCCCCCCCCCCCCCO)=O)[C@]([H])(O)/C=C/CCCCCCCCCCCCC

Other Databases

PubChem CID
171119505

Calculated Physicochemical Properties

Heavy Atoms 50
Rings 0
Aromatic Rings 0
Rotatable Bonds 42
Van der Waals Molecular Volume 827.94
Topological Polar Surface Area 89.79
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 5
logP 13.97
Molar Refractivity 219.76

Admin

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