Structure Database (LMSD)

OH HO H N H OH O OH H
Common Name
Cer(t18:1(6OH)/35:0(35OH))
Systematic Name
N-(35-hydroxy-pentatriacontanoyl)-6R-hydroxy-sphing-4E-enine
Synonyms
  • N-(35-hydroxy-pentatriacontanoyl)-hydroxyceramide
  • N-(omega-hydroxy-pentatriacontanoyl)-hydroxyceramide
  • Cer[OH]
LM ID
LMSP02010118
Formula
C53H105NO5
Exact Mass
Calculate m/z
835.799274
Sum Composition
Cer 53:1;O4
Abbrev Chains
Cer 18:1;O3/35:0;O
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

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

String Representations

InChiKey (Click to copy)
PXZPPJNLTAWKET-RNBIWEMRSA-N
InChi (Click to copy)
InChI=1S/C53H105NO5/c1-2-3-4-5-6-7-32-35-38-41-44-50(57)46-47-52(58)51(49-56)54-53(59)45-42-39-36-33-30-28-26-24-22-20-18-16-14-12-10-8-9-11-13-15-17-19-21-23-25-27-29-31-34-37-40-43-48-55/h46-47,50-52,55-58H,2-45,48-49H2,1H3,(H,54,59)/b47-46+/t50-,51+,52-/m1/s1
SMILES (Click to copy)
[C@](CO)([H])(NC(CCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCO)=O)[C@]([H])(O)/C=C/[C@H](O)CCCCCCCCCCCC

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
171119502

Calculated Physicochemical Properties

Heavy Atoms 59
Rings 0
Aromatic Rings 0
Rotatable Bonds 50
Van der Waals Molecular Volume 975.13
Topological Polar Surface Area 110.02
Hydrogen Bond Donors 5
Hydrogen Bond Acceptors 6
logP 16.35
Molar Refractivity 258.59

Admin

Created at
24th Apr 2020
Updated at
1st May 2020