Structure Database (LMSD)

Common Name
Cer(t18:0/27:0)
Systematic Name
N-(heptacosanoyl)-4R-hydroxysphinganine
Synonyms
  • N-(heptacosanoyl)-phytoceramide
  • Cer[NP]
LM ID
LMSP02030058
Formula
C45H91NO4
Exact Mass
Calculate m/z
709.694809
Sum Composition
Cer 45:0;O3
Abbrev Chains
Cer 18:0;O3/27:0
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)
GQBDWMHDFCUVJD-LKFPOFNCSA-N
InChi (Click to copy)
InChI=1S/C45H91NO4/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-27-28-30-32-34-36-38-40-44(49)46-42(41-47)45(50)43(48)39-37-35-33-31-29-16-14-12-10-8-6-4-2/h42-43,45,47-48,50H,3-41H2,1-2H3,(H,46,49)/t42-,43+,45-/m0/s1
SMILES (Click to copy)
OC[C@]([H])(NC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCC)[C@]([H])(O)[C@H](O)CCCCCCCCCCCCCC

Other Databases

PubChem CID
117964287
PDB ID
WAR

Calculated Physicochemical Properties

Heavy Atoms 50
Rings 0
Aromatic Rings 0
Rotatable Bonds 42
Van der Waals Molecular Volume 830.58
Topological Polar Surface Area 89.79
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 5
logP 14.19
Molar Refractivity 219.85

Admin

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