Structure Database (LMSD)

Common Name
Cer(t18:1(6OH)/18:0(2OH))
Systematic Name
N-(2-hydroxyoctadecanoyl)-6R-hydroxy-sphing-4E-enine
Synonyms
  • N-(2-hydroxyoctadecanoyl)-hydroxyceramide
  • Cer[AH]
LM ID
LMSP02010191
Formula
C36H71NO5
Exact Mass
Calculate m/z
597.533224
Sum Composition
Cer 36:1;O4
Abbrev Chains
Cer 18:1;O3/18:0;O
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)
LQERUXADCDOTFB-BAISLKRJSA-N
InChi (Click to copy)
InChI=1S/C36H71NO5/c1-3-5-7-9-11-13-15-16-17-18-20-22-24-26-28-35(41)36(42)37-33(31-38)34(40)30-29-32(39)27-25-23-21-19-14-12-10-8-6-4-2/h29-30,32-35,38-41H,3-28,31H2,1-2H3,(H,37,42)/b30-29+/t32-,33+,34-,35?/m1/s1
SMILES (Click to copy)
[C@](CO)([H])(NC(C(O)CCCCCCCCCCCCCCCC)=O)[C@]([H])(O)/C=C/[C@H](O)CCCCCCCCCCCC

Other Databases

PubChem CID
171119556

Calculated Physicochemical Properties

Heavy Atoms 42
Rings 0
Aromatic Rings 0
Rotatable Bonds 32
Van der Waals Molecular Volume 681.03
Topological Polar Surface Area 110.02
Hydrogen Bond Donors 5
Hydrogen Bond Acceptors 6
logP 9.72
Molar Refractivity 180.10

Admin

Created at
7th May 2020
Updated at
7th May 2020