Structure Database (LMSD)

Common Name
Cer(t18:1(6OH)/18:0)
Systematic Name
N-(octadecanoyl)-6R-hydroxy-sphing-4E-enine
Synonyms
  • N-(octadecanoyl)-hydroxyceramide
  • N-(stearoyl)-hydroxyceramide
  • Cer[NH]
LM ID
LMSP02010146
Formula
C36H71NO4
Exact Mass
Calculate m/z
581.538309
Sum Composition
Cer 36:1;O3
Abbrev Chains
Cer 18:1;O3/18:0
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)
NRBLTYQGYYPGHW-OKCTYBLTSA-N
InChi (Click to copy)
InChI=1S/C36H71NO4/c1-3-5-7-9-11-13-15-16-17-18-19-21-23-25-27-29-36(41)37-34(32-38)35(40)31-30-33(39)28-26-24-22-20-14-12-10-8-6-4-2/h30-31,33-35,38-40H,3-29,32H2,1-2H3,(H,37,41)/b31-30+/t33-,34+,35-/m1/s1
SMILES (Click to copy)
[C@](CO)([H])(NC(CCCCCCCCCCCCCCCCC)=O)[C@]([H])(O)/C=C/[C@H](O)CCCCCCCCCCCC

Other Databases

PubChem CID
171119557

Calculated Physicochemical Properties

Heavy Atoms 41
Rings 0
Aromatic Rings 0
Rotatable Bonds 32
Van der Waals Molecular Volume 672.24
Topological Polar Surface Area 89.79
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 5
logP 10.46
Molar Refractivity 178.20

Admin

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