Structure Database (LMSD)

Common Name
Cer(d18:1(4E)/25:0(2OH))
Systematic Name
N-(2-hydroxy-pentacosanoyl)-sphing-4-enine
Synonyms
  • N-(2-hydroxy-pentacosanoyl)-sphingosine
  • N-(2-hydroxy-pentacosanoyl)-ceramide
  • Cer[AS]
LM ID
LMSP02010162
Formula
C43H85NO4
Exact Mass
Calculate m/z
679.647859
Sum Composition
Cer 43:1;O3
Abbrev Chains
Cer 18:1;O2/25:0;O
Status
Curated
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)
RVXZRNYAXHNESN-GTNAQYQMSA-N
InChi (Click to copy)
InChI=1S/C43H85NO4/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-26-28-30-32-34-36-38-42(47)43(48)44-40(39-45)41(46)37-35-33-31-29-27-25-16-14-12-10-8-6-4-2/h35,37,40-42,45-47H,3-34,36,38-39H2,1-2H3,(H,44,48)/b37-35+/t40-,41+,42?/m0/s1
SMILES (Click to copy)
[C@](CO)([H])(NC(C(O)CCCCCCCCCCCCCCCCCCCCCCC)=O)[C@]([H])(O)/C=C/CCCCCCCCCCCCC

Other Databases

PubChem CID
171119482

Calculated Physicochemical Properties

Heavy Atoms 48
Rings 0
Aromatic Rings 0
Rotatable Bonds 39
Van der Waals Molecular Volume 793.34
Topological Polar Surface Area 89.79
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 5
logP 13.19
Molar Refractivity 210.52

Admin

Created at
1st May 2020
Updated at
1st May 2020