Structure Database (LMSD)

OH OH H N H OH O H
Common Name
Cer(t18:1(6OH)/16:0)
Systematic Name
N-(hexadecanoyl)-6R-hydroxy-sphing-4E-enine
Synonyms
  • N-(hexadecanoyl)-hydroxyceramide
  • N-(palmitoyl)-hydroxyceramide
  • Cer[NH]
LM ID
LMSP02010148
Formula
C34H67NO4
Exact Mass
Calculate m/z
553.507009
Sum Composition
Cer 34:1;O3
Abbrev Chains
Cer 18:1;O3/16:0
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)
CAXCJECPKVAJKC-GBIVXHQOSA-N
InChi (Click to copy)
InChI=1S/C34H67NO4/c1-3-5-7-9-11-13-15-16-17-19-21-23-25-27-34(39)35-32(30-36)33(38)29-28-31(37)26-24-22-20-18-14-12-10-8-6-4-2/h28-29,31-33,36-38H,3-27,30H2,1-2H3,(H,35,39)/b29-28+/t31-,32+,33-/m1/s1
SMILES (Click to copy)
[C@](CO)([H])(NC(CCCCCCCCCCCCCCC)=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
171119553

Calculated Physicochemical Properties

Heavy Atoms 39
Rings 0
Aromatic Rings 0
Rotatable Bonds 30
Van der Waals Molecular Volume 637.64
Topological Polar Surface Area 89.79
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 5
logP 9.68
Molar Refractivity 168.97

Admin

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