Structure Database (LMSD)

OH O H NH OH OH H OH
Common Name
Cer(t18:0/25:0(2OH))
Systematic Name
N-(2-hydroxypentacosanoyl)-4R-hydroxysphinganine
Synonyms
  • N-(2-hydroxypentacosanoyl)-hydroxysphinganine
  • Cer[AP]
LM ID
LMSP02030068
Formula
C43H87NO5
Exact Mass
Calculate m/z
697.658424
Sum Composition
Cer 43:0;O4
Abbrev Chains
Cer 18:0;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-acyl-4-hydroxysphinganines (phytoceramides) [SP0203]

String Representations

InChiKey (Click to copy)
YADUGDLSXPPFIP-DGJMNPOFSA-N
InChi (Click to copy)
InChI=1S/C43H87NO5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-27-29-31-33-35-37-41(47)43(49)44-39(38-45)42(48)40(46)36-34-32-30-28-26-16-14-12-10-8-6-4-2/h39-42,45-48H,3-38H2,1-2H3,(H,44,49)/t39-,40+,41?,42-/m0/s1
SMILES (Click to copy)
[C@](CO)([H])(NC(C(O)CCCCCCCCCCCCCCCCCCCCCCC)=O)[C@]([H])(O)[C@H](O)CCCCCCCCCCCCCC

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
91820527

Calculated Physicochemical Properties

Heavy Atoms 49
Rings 0
Aromatic Rings 0
Rotatable Bonds 40
Van der Waals Molecular Volume 804.77
Topological Polar Surface Area 110.02
Hydrogen Bond Donors 5
Hydrogen Bond Acceptors 6
logP 12.67
Molar Refractivity 212.52

Admin

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