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 0
Aromatic Rings 0
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