Structure Database (LMSD)

Common Name
Cer(t18:1(6OH)/27:0(2OH))
Systematic Name
N-(2-hydroxyheptacosanoyl)-6R-hydroxy-sphing-4E-enine
Synonyms
  • N-(2-hydroxyheptacosanoyl)-hydroxyceramide
  • Cer[AH]
LM ID
LMSP02010180
Formula
C45H89NO5
Exact Mass
Calculate m/z
723.674074
Sum Composition
Cer 45:1;O4
Abbrev Chains
Cer 18:1;O3/27:0;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)
UHPGVICVJJQLJH-GQPQHBRQSA-N
InChi (Click to copy)
InChI=1S/C45H89NO5/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-25-26-27-29-31-33-35-37-44(50)45(51)46-42(40-47)43(49)39-38-41(48)36-34-32-30-28-14-12-10-8-6-4-2/h38-39,41-44,47-50H,3-37,40H2,1-2H3,(H,46,51)/b39-38+/t41-,42+,43-,44?/m1/s1
SMILES (Click to copy)
[C@](CO)([H])(NC(C(O)CCCCCCCCCCCCCCCCCCCCCCCCC)=O)[C@]([H])(O)/C=C/[C@H](O)CCCCCCCCCCCC

Other Databases

PubChem CID
171119572

Calculated Physicochemical Properties

Heavy Atoms 51
Rings 0
Aromatic Rings 0
Rotatable Bonds 41
Van der Waals Molecular Volume 836.73
Topological Polar Surface Area 110.02
Hydrogen Bond Donors 5
Hydrogen Bond Acceptors 6
logP 13.23
Molar Refractivity 221.66

Admin

Created at
6th May 2020
Updated at
6th May 2020