Structure Database (LMSD)

OH OH OH H N H OH O H
Common Name
Cer(t18:1(6OH)/14:0(2OH))
Systematic Name
N-(2-hydroxytetradecanoyl)-6R-hydroxy-sphing-4E-enine
Synonyms
  • N-(2-hydroxytetradecanoyl)-hydroxyceramide
  • Cer[AH]
LM ID
LMSP02010195
Formula
C32H63NO5
Exact Mass
Calculate m/z
541.470624
Sum Composition
Cer 32:1;O4
Abbrev Chains
Cer 18:1;O3/14:0;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)
UJVWPBUZZGBBCW-LCISZVJRSA-N
InChi (Click to copy)
InChI=1S/C32H63NO5/c1-3-5-7-9-11-13-15-17-19-21-23-28(35)25-26-30(36)29(27-34)33-32(38)31(37)24-22-20-18-16-14-12-10-8-6-4-2/h25-26,28-31,34-37H,3-24,27H2,1-2H3,(H,33,38)/b26-25+/t28-,29+,30-,31?/m1/s1
SMILES (Click to copy)
[C@](CO)([H])(NC(C(O)CCCCCCCCCCCC)=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
171119548

Calculated Physicochemical Properties

Heavy Atoms 38
Rings 0
Aromatic Rings 0
Rotatable Bonds 28
Van der Waals Molecular Volume 611.83
Topological Polar Surface Area 110.02
Hydrogen Bond Donors 5
Hydrogen Bond Acceptors 6
logP 8.15
Molar Refractivity 161.64

Admin

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