SCS-C000599
cladosporiumin E
Pathway: Amino acids and Peptides | Polyketides
Superclass: Linear polyketides
Class: 3-acyl tetramic acids
Chemical Structure
Loading 3D structure...
3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.
Source Information
Cladosporium sp. SCSIO z0025
(gorgonian-derived fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Dothideomycetes
Order
Cladosporiales
Family
Cladosporiaceae
Genus
Cladosporium
Species
NA
South China Sea
DOI:
10.1016/j.tet.2018.04.010
· Tetrahedron
Drug-likeness (Lipinski Ro5)
Molecular Weight
251.3 Da
Threshold ≤ 500
ALogP
1.12
Threshold ≤ 5
H-Bond Donors
3
Threshold ≤ 5
H-Bond Acceptors
4
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C13H17NO4
Molecular Weight:
251.2800 Da
SMILES:
CC(C)=C1NC(=O)C(C(=O)/C=C/C[C@H](C)O)=C1O
InChIKey:
QQBDEWVAWPVHJR-JQTRYQTASA-N
InChI:
InChI=1S/C13H17NO4/c1-7(2)11-12(17)10(13(18)14-11)9(16)6-4-5-8(3)15/h4,6,8,15,17H,5H2,1-3H3,(H,14,18)/b6-4+/t8-/m0/s1
Calculated Properties
ALogP:
1.118 lipophilicity
TPSA:
86.63 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
4
Rotatable Bonds:
4
Ring Count:
1
(0 aromatic)
Chiral Centers:
1
Fsp³:
0.3846 fraction sp³ carbon
Database Information
Compound ID:
SCS-C000599
NPClassifier Pathway:
Amino acids and Peptides
Polyketides
NPClassifier Superclass:
Linear polyketides
NPClassifier Class:
3-acyl tetramic acids
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
Activity values are displayed only when a quantitative or clearly reported result is available.
Tested organisms, cell lines and molecular targets are shown under Target / model.
| Activity | Assay | Target / model | Result | Reference |
|---|---|---|---|---|
| Antimicrobial | — | human pathogens, aquatic bacteria, plant pathogens | antimicrobial | 10.1016/j.tet.2018.04.010 Tetrahedron |