Structure Database (LMSD)

O H OH N H OH OH H
Common Name
Cer(t18:0/19:0)
Systematic Name
N-(nonadecanoyl)-4R-hydroxysphinganine
Synonyms
  • N-(nonadecanoyl)-phytoceramide
  • Cer[NP]
LM ID
LMSP02030054
Formula
C37H75NO4
Exact Mass
Calculate m/z
597.569609
Sum Composition
Cer 37:0;O3
Abbrev Chains
Cer 18:0;O3/19:0
Status
Active
Show lipids differing only in stereochemistry/bond geometry
Predict MS/MS spectrum ([M-H]-)

Main

Classification

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

String Representations

InChiKey (Click to copy)
YNKILPVOSKSJGB-NIOPZXMRSA-N
InChi (Click to copy)
InChI=1S/C37H75NO4/c1-3-5-7-9-11-13-15-17-18-19-20-22-24-26-28-30-32-36(41)38-34(33-39)37(42)35(40)31-29-27-25-23-21-16-14-12-10-8-6-4-2/h34-35,37,39-40,42H,3-33H2,1-2H3,(H,38,41)/t34-,35+,37-/m0/s1
SMILES (Click to copy)
OC[C@]([H])(NC(=O)CCCCCCCCCCCCCCCCCC)[C@]([H])(O)[C@H](O)CCCCCCCCCCCCCC

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
5322154
SwissLipids ID
SLM:000395643

Calculated Physicochemical Properties

Heavy Atoms 42
Rings 0
Aromatic Rings 0
Rotatable Bonds 34
Van der Waals Molecular Volume 692.18
Topological Polar Surface Area 89.79
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 5
logP 11.07
Molar Refractivity 182.91

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