SCS-C001755
Infectopyrone A
Pathway: Polyketides
Superclass: Cyclic polyketides
Class: 2-pyrone derivatives
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
Stemphylium sp. 33231
(NA)
Kingdom
Fungi
Phylum
Ascomycota
Class
Dothideomycetes
Order
Pleosporales
Family
Pleosporaceae
Genus
Stemphylium
Species
NA
South China Sea
DOI:
10.1038/ja.2014.6
· The Journal of Antibiotics
Drug-likeness (Lipinski Ro5)
Molecular Weight
280.3 Da
Threshold ≤ 500
ALogP
1.57
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
5
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C14H16O6
Molecular Weight:
280.2700 Da
SMILES:
COc1cc(C(C)=CC(C)=CC(=O)O)oc(=O)c1CO
InChIKey:
MEDQAXZQSRVBQZ-UHFFFAOYSA-N
InChI:
InChI=1S/C14H16O6/c1-8(5-13(16)17)4-9(2)11-6-12(19-3)10(7-15)14(18)20-11/h4-6,15H,7H2,1-3H3,(H,16,17)
Calculated Properties
ALogP:
1.575 lipophilicity
TPSA:
96.97 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
5
Rotatable Bonds:
5
Ring Count:
1
(1 aromatic)
Chiral Centers:
0
Fsp³:
0.2857 fraction sp³ carbon
Database Information
Compound ID:
SCS-C001755
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Cyclic polyketides
NPClassifier Class:
2-pyrone derivatives
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 |
|---|---|---|---|---|
| Antibacterial | MIC | S. albus (ATCC 8799), E. coli (ATCC 25922), B. subtilis (ATCC 6633), M. tetragenus (ATCC 13623), M. luteus (ATCC 9341) | 5.0 μg/mL | 10.1038/ja.2014.6 The Journal of Antibiotics |