Structure Database (LMSD)

OH H N H OH O OH H
Common Name
Cer(t18:1(6OH)/22:0)
Systematic Name
N-(docosanoyl)-6R-hydroxy-sphing-4E-enine
Synonyms
  • N-(docosanoyl)-hydroxyceramide
  • Cer[NH]
LM ID
LMSP02010142
Formula
C40H79NO4
Exact Mass
Calculate m/z
637.600909
Sum Composition
Cer 40:1;O3
Abbrev Chains
Cer 18:1;O3/22:0
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)
GXJPRWRJVVIYQY-PUKQNSOXSA-N
InChi (Click to copy)
InChI=1S/C40H79NO4/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-25-27-29-31-33-40(45)41-38(36-42)39(44)35-34-37(43)32-30-28-26-24-14-12-10-8-6-4-2/h34-35,37-39,42-44H,3-33,36H2,1-2H3,(H,41,45)/b35-34+/t37-,38+,39-/m1/s1
SMILES (Click to copy)
[C@](CO)([H])(NC(CCCCCCCCCCCCCCCCCCCCC)=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
171119565

Calculated Physicochemical Properties

Heavy Atoms 45
Rings 0
Aromatic Rings 0
Rotatable Bonds 36
Van der Waals Molecular Volume 741.44
Topological Polar Surface Area 89.79
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 5
logP 12.02
Molar Refractivity 196.67

Admin

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