Structure Database (LMSD)

O H OH N H OH OH H
Common Name
Cer(t18:0/21:0)
Systematic Name
N-(heneicosanoyl)-4R-hydroxysphinganine
Synonyms
  • N-(heneicosanoyl)-phytoceramide
  • Cer[NP]
LM ID
LMSP02030055
Formula
C39H79NO4
Exact Mass
Calculate m/z
625.600909
Sum Composition
Cer 39:0;O3
Abbrev Chains
Cer 18:0;O3/21:0
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)
VPUIEVDRPBEQTL-UIJXAYEMSA-N
InChi (Click to copy)
InChI=1S/C39H79NO4/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-24-26-28-30-32-34-38(43)40-36(35-41)39(44)37(42)33-31-29-27-25-23-16-14-12-10-8-6-4-2/h36-37,39,41-42,44H,3-35H2,1-2H3,(H,40,43)/t36-,37+,39-/m0/s1
SMILES (Click to copy)
OC[C@]([H])(NC(=O)CCCCCCCCCCCCCCCCCCCC)[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
145715021
SwissLipids ID
SLM:000395639

Calculated Physicochemical Properties

Heavy Atoms 44
Rings 0
Aromatic Rings 0
Rotatable Bonds 36
Van der Waals Molecular Volume 726.78
Topological Polar Surface Area 89.79
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 5
logP 11.85
Molar Refractivity 192.15

Admin

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