Structure Database (LMSD)

OH OH H N H OH O OH H
Common Name
Cer(t18:1(6OH)/25:0(2OH))
Systematic Name
N-(2-hydroxypentacosanoyl)-6R-hydroxy-sphing-4E-enine
Synonyms
  • N-(2-hydroxypentacosanoyl)-hydroxyceramide
  • Cer[AH]
LM ID
LMSP02010184
Formula
C43H85NO5
Exact Mass
Calculate m/z
695.642774
Sum Composition
Cer 43:1;O4
Abbrev Chains
Cer 18:1;O3/25:0;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)
VZKOPSOGUBOUJU-CJPPRFLASA-N
InChi (Click to copy)
InChI=1S/C43H85NO5/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-25-27-29-31-33-35-42(48)43(49)44-40(38-45)41(47)37-36-39(46)34-32-30-28-26-14-12-10-8-6-4-2/h36-37,39-42,45-48H,3-35,38H2,1-2H3,(H,44,49)/b37-36+/t39-,40+,41-,42?/m1/s1
SMILES (Click to copy)
[C@](CO)([H])(NC(C(O)CCCCCCCCCCCCCCCCCCCCCCC)=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
171119568

Calculated Physicochemical Properties

Heavy Atoms 49
Rings 0
Aromatic Rings 0
Rotatable Bonds 39
Van der Waals Molecular Volume 802.13
Topological Polar Surface Area 110.02
Hydrogen Bond Donors 5
Hydrogen Bond Acceptors 6
logP 12.45
Molar Refractivity 212.42

Admin

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