Structure Database (LMSD)

Common Name
Cer(d18:1(4E)/20:0(3OH))
Systematic Name
N-(3R-hydroxy-eicosanoyl)-sphing-4-enine
Synonyms
  • N-(3R-hydroxy-eicosanoyl)-sphingosine
  • N-(3R-hydroxy-arachidoyl)-ceramide
  • Cer[BS]
LM ID
LMSP02010202
Formula
C38H75NO4
Exact Mass
Calculate m/z
609.569609
Sum Composition
Cer 38:1;O3
Abbrev Chains
Cer 18:1;O2/20:0;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)
AVUWATXOFXTHKZ-DQBUQZROSA-N
InChi (Click to copy)
InChI=1S/C38H75NO4/c1-3-5-7-9-11-13-15-17-18-20-21-23-25-27-29-31-35(41)33-38(43)39-36(34-40)37(42)32-30-28-26-24-22-19-16-14-12-10-8-6-4-2/h30,32,35-37,40-42H,3-29,31,33-34H2,1-2H3,(H,39,43)/b32-30+/t35-,36+,37-/m1/s1
SMILES (Click to copy)
[C@](CO)([H])(NC(C[C@H](O)CCCCCCCCCCCCCCCCC)=O)[C@]([H])(O)/C=C/CCCCCCCCCCCCC

Other Databases

PubChem CID
171119474

Calculated Physicochemical Properties

Heavy Atoms 43
Rings 0
Aromatic Rings 0
Rotatable Bonds 34
Van der Waals Molecular Volume 706.84
Topological Polar Surface Area 89.79
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 5
logP 11.24
Molar Refractivity 187.44

Admin

Created at
8th Jun 2020
Updated at
8th Jun 2020