Structure Database (LMSD)

OH H H N H OH O OH
Common Name
Cer(t18:1(6OH)/19:0)
Systematic Name
N-(nonadecanoyl)-6R-hydroxy-sphing-4E-enine
Synonyms
  • N-(nonadecanoyl)-hydroxyceramide
  • Cer[NH]
LM ID
LMSP02010145
Formula
C37H73NO4
Exact Mass
Calculate m/z
595.553959
Sum Composition
Cer 37:1;O3
Abbrev Chains
Cer 18:1;O3/19:0
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Sphingolipids [SP]
Ceramides [SP02]
N-acylsphingosines (ceramides) [SP0201]

String Representations

InChiKey (Click to copy)
HCEHCBJSVFHPFA-YICKATAASA-N
InChi (Click to copy)
InChI=1S/C37H73NO4/c1-3-5-7-9-11-13-15-16-17-18-19-20-22-24-26-28-30-37(42)38-35(33-39)36(41)32-31-34(40)29-27-25-23-21-14-12-10-8-6-4-2/h31-32,34-36,39-41H,3-30,33H2,1-2H3,(H,38,42)/b32-31+/t34-,35+,36-/m1/s1
SMILES (Click to copy)
[C@](CO)([H])(NC(CCCCCCCCCCCCCCCCCC)=O)[C@]([H])(O)/C=C/[C@H](O)CCCCCCCCCCCC

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
171119559

Calculated Physicochemical Properties

Heavy Atoms 42
Rings 0
Aromatic Rings 0
Rotatable Bonds 33
Van der Waals Molecular Volume 689.54
Topological Polar Surface Area 89.79
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 5
logP 10.85
Molar Refractivity 182.82

Admin

Created at
28th Apr 2020
Updated at
1st May 2020