Structure Database (LMSD)

Common Name
Cer(t18:1(6OH)/27:0)
Systematic Name
N-(heptacosanoyl)-6R-hydroxy-sphing-4E-enine
Synonyms
  • N-(heptacosanoyl)-hydroxyceramide
  • Cer[NH]
LM ID
LMSP02010137
Formula
C45H89NO4
Exact Mass
Calculate m/z
707.679159
Sum Composition
Cer 45:1;O3
Abbrev Chains
Cer 18:1;O3/27:0
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

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

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

String Representations

InChiKey (Click to copy)
XEJHZMCIMJHMPS-PVGBVYCMSA-N
InChi (Click to copy)
InChI=1S/C45H89NO4/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-45(50)46-43(41-47)44(49)40-39-42(48)37-35-33-31-29-14-12-10-8-6-4-2/h39-40,42-44,47-49H,3-38,41H2,1-2H3,(H,46,50)/b40-39+/t42-,43+,44-/m1/s1
SMILES (Click to copy)
[C@](CO)([H])(NC(CCCCCCCCCCCCCCCCCCCCCCCCCC)=O)[C@]([H])(O)/C=C/[C@H](O)CCCCCCCCCCCC

Other Databases

PubChem CID
171119573

Calculated Physicochemical Properties

Heavy Atoms 50
Rings 0
Aromatic Rings 0
Rotatable Bonds 41
Van der Waals Molecular Volume 827.94
Topological Polar Surface Area 89.79
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 5
logP 13.97
Molar Refractivity 219.76

Admin

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