Structure Database (LMSD)

OH H N H OH O OH H
Common Name
Cer(t18:1(6OH)/25:0)
Systematic Name
N-(pentacosanoyl)-6R-hydroxy-sphing-4E-enine
Synonyms
  • N-(pentacosanoyl)-hydroxyceramide
  • Cer[NH]
LM ID
LMSP02010139
Formula
C43H85NO4
Exact Mass
Calculate m/z
679.647859
Sum Composition
Cer 43:1;O3
Abbrev Chains
Cer 18:1;O3/25:0
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)
FPBIZJJXPSAZJI-UPXGJMFDSA-N
InChi (Click to copy)
InChI=1S/C43H85NO4/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-25-26-28-30-32-34-36-43(48)44-41(39-45)42(47)38-37-40(46)35-33-31-29-27-14-12-10-8-6-4-2/h37-38,40-42,45-47H,3-36,39H2,1-2H3,(H,44,48)/b38-37+/t40-,41+,42-/m1/s1
SMILES (Click to copy)
[C@](CO)([H])(NC(CCCCCCCCCCCCCCCCCCCCCCCC)=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
171119569

Calculated Physicochemical Properties

Heavy Atoms 48
Rings 0
Aromatic Rings 0
Rotatable Bonds 39
Van der Waals Molecular Volume 793.34
Topological Polar Surface Area 89.79
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 5
logP 13.19
Molar Refractivity 210.52

Admin

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