Structure Database (LMSD)

OH OH H N H OH O OH H
Common Name
Cer(t18:1(6OH)/22:0(2OH))
Systematic Name
N-(2-hydroxydocosanoyl)-6R-hydroxy-sphing-4E-enine
Synonyms
  • N-(2-hydroxydocosanoyl)-hydroxyceramide
  • Cer[AH]
LM ID
LMSP02010187
Formula
C40H79NO5
Exact Mass
Calculate m/z
653.595824
Sum Composition
Cer 40:1;O4
Abbrev Chains
Cer 18:1;O3/22:0;O
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)
PHGWZKDCCSVPJI-ONBIGMMKSA-N
InChi (Click to copy)
InChI=1S/C40H79NO5/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-24-26-28-30-32-39(45)40(46)41-37(35-42)38(44)34-33-36(43)31-29-27-25-23-14-12-10-8-6-4-2/h33-34,36-39,42-45H,3-32,35H2,1-2H3,(H,41,46)/b34-33+/t36-,37+,38-,39?/m1/s1
SMILES (Click to copy)
[C@](CO)([H])(NC(C(O)CCCCCCCCCCCCCCCCCCCC)=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
171119564

Calculated Physicochemical Properties

Heavy Atoms 46
Rings 0
Aromatic Rings 0
Rotatable Bonds 36
Van der Waals Molecular Volume 750.23
Topological Polar Surface Area 110.02
Hydrogen Bond Donors 5
Hydrogen Bond Acceptors 6
logP 11.28
Molar Refractivity 198.57

Admin

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