Structure Database (LMSD)

OH OH H NH OH OH H O
Common Name
Cer(t18:0/19:0(2OH))
Systematic Name
N-(2-hydroxynonadecanoyl)-4R-hydroxysphinganine
Synonyms
  • N-(2-hydroxynonadecanoyl)-hydroxysphinganine
  • Cer[AP]
LM ID
LMSP02030065
Formula
C37H75NO5
Exact Mass
Calculate m/z
613.564524
Sum Composition
Cer 37:0;O4
Abbrev Chains
Cer 18:0;O3/19:0;O
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Sphingolipids [SP]
Ceramides [SP02]
N-acyl-4-hydroxysphinganines (phytoceramides) [SP0203]

String Representations

InChiKey (Click to copy)
BMTREWGCAFXASG-ADYMWVAKSA-N
InChi (Click to copy)
InChI=1S/C37H75NO5/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-35(41)37(43)38-33(32-39)36(42)34(40)30-28-26-24-22-20-16-14-12-10-8-6-4-2/h33-36,39-42H,3-32H2,1-2H3,(H,38,43)/t33-,34+,35?,36-/m0/s1
SMILES (Click to copy)
[C@](CO)([H])(NC(C(O)CCCCCCCCCCCCCCCCC)=O)[C@]([H])(O)[C@H](O)CCCCCCCCCCCCCC

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

Other Databases

PubChem CID
91820041

Calculated Physicochemical Properties

Heavy Atoms 43
Rings 0
Aromatic Rings 0
Rotatable Bonds 34
Van der Waals Molecular Volume 700.97
Topological Polar Surface Area 110.02
Hydrogen Bond Donors 5
Hydrogen Bond Acceptors 6
logP 10.33
Molar Refractivity 184.82

Admin

Created at
7th May 2020
Updated at
7th May 2020