Structure Database (LMSD)

Common Name
Cladamide
Systematic Name
N-(2R-hydroxytetradecanoyl)-4R-hydroxy-octacosasphinganine
Synonyms
  • Cer(t20:0/14:0(2OH[R]))
LM ID
LMSP02030086
Formula
C42H85NO5
Exact Mass
Calculate m/z
683.642774
Sum Composition
Cer 42:0;O4
Abbrev Chains
Cer 28:0;O3/14:0;O
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sphingolipids [SP]
Ceramides [SP02]
N-acyl-4-hydroxysphinganines (phytoceramides) [SP0203]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Cladosporium cladosporioides (#29917)
Dothideomycetes (#147541)
Cladamide: a new ceramide from the endophytic fungus Cladosporium cladosporioides.,
Nat Prod Res, 2021
Pubmed ID: 34622719

String Representations

InChiKey (Click to copy)
JFQXGMIAKMWZEK-QLLOZFISSA-N
InChi (Click to copy)
InChI=1S/C42H85NO5/c1-3-5-7-9-11-13-15-16-17-18-19-20-21-22-23-24-25-26-28-29-31-33-35-39(45)41(47)38(37-44)43-42(48)40(46)36-34-32-30-27-14-12-10-8-6-4-2/h38-41,44-47H,3-37H2,1-2H3,(H,43,48)/t38-,39+,40+,41-/m0/s1
SMILES (Click to copy)
[C@](CO)([H])(NC([C@H](O)CCCCCCCCCCCC)=O)[C@]([H])(O)[C@H](O)CCCCCCCCCCCCCCCCCCCCCCCC

Other Databases

PubChem CID
170988781

Calculated Physicochemical Properties

Heavy Atoms 48
Rings
Aromatic Rings
Rotatable Bonds 39
Van der Waals Molecular Volume 787.47
Topological Polar Surface Area 110.02
Hydrogen Bond Donors 5
Hydrogen Bond Acceptors 6
logP 12.28
Molar Refractivity 207.90

Admin

Created at
11th Oct 2021
Updated at
11th Oct 2021