Structure Database (LMSD)

OH OH H N H OH O H
Common Name
Cer(t18:1(6OH)/14:0)
Systematic Name
N-(tetradecanoyl)-6R-hydroxy-sphing-4E-enine
Synonyms
  • N-(tetradecanoyl)-hydroxyceramide
  • N-(myristoyl)-hydroxyceramide
  • Cer[NH]
LM ID
LMSP02010149
Formula
C32H63NO4
Exact Mass
Calculate m/z
525.475709
Sum Composition
Cer 32:1;O3
Abbrev Chains
Cer 18:1;O3/14:0
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)
ZHXNTBBQMJFPTO-UXHYMLFMSA-N
InChi (Click to copy)
InChI=1S/C32H63NO4/c1-3-5-7-9-11-13-15-17-19-21-23-25-32(37)33-30(28-34)31(36)27-26-29(35)24-22-20-18-16-14-12-10-8-6-4-2/h26-27,29-31,34-36H,3-25,28H2,1-2H3,(H,33,37)/b27-26+/t29-,30+,31-/m1/s1
SMILES (Click to copy)
[C@](CO)([H])(NC(CCCCCCCCCCCCC)=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
171119549

Calculated Physicochemical Properties

Heavy Atoms 37
Rings 0
Aromatic Rings 0
Rotatable Bonds 28
Van der Waals Molecular Volume 603.04
Topological Polar Surface Area 89.79
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 5
logP 8.90
Molar Refractivity 159.74

Admin

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