Structure Database (LMSD)

Common Name
Cer(d18:1(4E)/17:0(2OH))
Systematic Name
N-(2-hydroxy-heptadecanoyl)-sphing-4-enine
Synonyms
  • N-(2-hydroxy-heptadecanoyl)-sphingosine
  • N-(2-hydroxy-margaroyl)-ceramide
  • Cer[AS]
LM ID
LMSP02010152
Formula
C35H69NO4
Exact Mass
Calculate m/z
567.522659
Sum Composition
Cer 35:1;O3
Abbrev Chains
Cer 18:1;O2/17:0;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)
MBKBHFOACJJHAN-SOSKIBSHSA-N
InChi (Click to copy)
InChI=1S/C35H69NO4/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-33(38)32(31-37)36-35(40)34(39)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h27,29,32-34,37-39H,3-26,28,30-31H2,1-2H3,(H,36,40)/b29-27+/t32-,33+,34?/m0/s1
SMILES (Click to copy)
[C@](CO)([H])(NC(C(O)CCCCCCCCCCCCCCC)=O)[C@]([H])(O)/C=C/CCCCCCCCCCCCC

Other Databases

PubChem CID
171119468

Calculated Physicochemical Properties

Heavy Atoms 40
Rings 0
Aromatic Rings 0
Rotatable Bonds 31
Van der Waals Molecular Volume 654.94
Topological Polar Surface Area 89.79
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 5
logP 10.07
Molar Refractivity 173.59

Admin

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