Structure Database (LMSD)

Common Name
Cer(t18:1(6OH)/15:0(2OH))
Systematic Name
N-(2-hydroxypentadecanoyl)-6R-hydroxy-sphing-4E-enine
Synonyms
  • N-(2-hydroxypentadecanoyl)-hydroxyceramide
  • Cer[AH]
LM ID
LMSP02010194
Formula
C33H65NO5
Exact Mass
Calculate m/z
555.486274
Sum Composition
Cer 33:1;O4
Abbrev Chains
Cer 18:1;O3/15:0;O
Status
Curated
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)
PCTYDKPDENLJGN-AMGUMQMISA-N
InChi (Click to copy)
InChI=1S/C33H65NO5/c1-3-5-7-9-11-13-15-17-19-21-23-25-32(38)33(39)34-30(28-35)31(37)27-26-29(36)24-22-20-18-16-14-12-10-8-6-4-2/h26-27,29-32,35-38H,3-25,28H2,1-2H3,(H,34,39)/b27-26+/t29-,30+,31-,32?/m1/s1
SMILES (Click to copy)
[C@](CO)([H])(NC(C(O)CCCCCCCCCCCCC)=O)[C@]([H])(O)/C=C/[C@H](O)CCCCCCCCCCCC

Other Databases

PubChem CID
171119550

Calculated Physicochemical Properties

Heavy Atoms 39
Rings 0
Aromatic Rings 0
Rotatable Bonds 29
Van der Waals Molecular Volume 629.13
Topological Polar Surface Area 110.02
Hydrogen Bond Donors 5
Hydrogen Bond Acceptors 6
logP 8.54
Molar Refractivity 166.25

Admin

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