Structure Database (LMSD)

Common Name
Cer(t18:1(6OH)/15:0)
Systematic Name
N-(pentadecanoyl)-6R-hydroxy-sphing-4E-enine
Synonyms
  • N-(pentadecanoyl)-hydroxyceramide
  • Cer[NH]
LM ID
LMSP02010150
Formula
C33H65NO4
Exact Mass
Calculate m/z
539.491359
Sum Composition
Cer 33:1;O3
Abbrev Chains
Cer 18:1;O3/15:0
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sphingolipids [SP]
Ceramides [SP02]
N-acylsphingosines (ceramides) [SP0201]

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)
ZJFFEPCXOSRJPY-BNBKFBKDSA-N
InChi (Click to copy)
InChI=1S/C33H65NO4/c1-3-5-7-9-11-13-15-16-18-20-22-24-26-33(38)34-31(29-35)32(37)28-27-30(36)25-23-21-19-17-14-12-10-8-6-4-2/h27-28,30-32,35-37H,3-26,29H2,1-2H3,(H,34,38)/b28-27+/t30-,31+,32-/m1/s1
SMILES (Click to copy)
[C@](CO)([H])(NC(CCCCCCCCCCCCCC)=O)[C@]([H])(O)/C=C/[C@H](O)CCCCCCCCCCCC

Other Databases

PubChem CID
171119551

Calculated Physicochemical Properties

Heavy Atoms 38
Rings 0
Aromatic Rings 0
Rotatable Bonds 29
Van der Waals Molecular Volume 620.34
Topological Polar Surface Area 89.79
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 5
logP 9.29
Molar Refractivity 164.35

Admin

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