Structure Database (LMSD)

Common Name
Cer(d18:1(4E)/16:0(2OH))
Systematic Name
N-(2-hydroxy-hexadecanoyl)-sphing-4-enine
Synonyms
  • N-(2-hydroxy-hexadecanoyl)-sphingosine
  • N-(2-hydroxy-palmitoyl)-ceramide
  • Cer[AS]
LM ID
LMSP02010153
Formula
C34H67NO4
Exact Mass
Calculate m/z
553.507009
Sum Composition
Cer 34:1;O3
Abbrev Chains
Cer 18:1;O2/16:0;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)
YWZGQPJRQXHVQX-HOXYDHSRSA-N
InChi (Click to copy)
InChI=1S/C34H67NO4/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-32(37)31(30-36)35-34(39)33(38)29-27-25-23-21-18-16-14-12-10-8-6-4-2/h26,28,31-33,36-38H,3-25,27,29-30H2,1-2H3,(H,35,39)/b28-26+/t31-,32+,33?/m0/s1
SMILES (Click to copy)
[C@](CO)([H])(NC(C(O)CCCCCCCCCCCCCC)=O)[C@]([H])(O)/C=C/CCCCCCCCCCCCC

Other Databases

CHEBI ID
76751
PubChem CID
72715801
SwissLipids ID
SLM:000000838

Calculated Physicochemical Properties

Heavy Atoms 39
Rings 0
Aromatic Rings 0
Rotatable Bonds 30
Van der Waals Molecular Volume 637.64
Topological Polar Surface Area 89.79
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 5
logP 9.68
Molar Refractivity 168.97

Admin

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