Structure Database (LMSD)

Common Name
Cer(t18:0/14:0)
Systematic Name
N-(tetradecanoyl)-4R-hydroxysphinganine
Synonyms
  • N-(tetradecanoyl)-phytoceramide
  • N-(myristoyl)-phytoceramide
  • Cer[NP]
LM ID
LMSP02030051
Formula
C32H65NO4
Exact Mass
Calculate m/z
527.491359
Sum Composition
Cer 32:0;O3
Abbrev Chains
Cer 18:0;O3/14:0
Status
Active
Show lipids differing only in stereochemistry/bond geometry
Predict MS/MS spectrum ([M-H]-)

Classification

Category
Main Class
Sub Class
Sphingolipids [SP]
Ceramides [SP02]
N-acyl-4-hydroxysphinganines (phytoceramides) [SP0203]

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)
GULXQHPLVZZOTF-WTGSTYHVSA-N
InChi (Click to copy)
InChI=1S/C32H65NO4/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-30(35)32(37)29(28-34)33-31(36)27-25-23-21-19-16-14-12-10-8-6-4-2/h29-30,32,34-35,37H,3-28H2,1-2H3,(H,33,36)/t29-,30+,32-/m0/s1
SMILES (Click to copy)
OC[C@]([H])(NC(=O)CCCCCCCCCCCCC)[C@]([H])(O)[C@H](O)CCCCCCCCCCCCCC

Other Databases

CHEBI ID
67047
PubChem CID
70678880
SwissLipids ID
SLM:000395649

Calculated Physicochemical Properties

Heavy Atoms 37
Rings 0
Aromatic Rings 0
Rotatable Bonds 29
Van der Waals Molecular Volume 605.68
Topological Polar Surface Area 89.79
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 5
logP 9.12
Molar Refractivity 159.83

Admin

Created at
28th Apr 2020
Updated at
28th Apr 2020