SCS-C006230
violapyrone J
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
Streptomyces somaliensis SCSIO ZH66
(NA)
Kingdom
Bacillati
Phylum
Actinomycetota
Class
Actinomycetes
Order
Kitasatosporales
Family
Streptomycetaceae
Genus
Streptomyces
Species
Streptomyces somaliensis
South China Sea
· 3536 meters
· 120° 0.250′E; 20° 22.971′N
DOI:
10.1186/s12934-016-0515-6
· Microbial Cell Factories
Drug-likeness (Lipinski Ro5)
Molecular Weight
210.3 Da
Threshold ≤ 500
ALogP
2.78
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
3
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C12H18O3
Molecular Weight:
210.2730 Da
SMILES:
CCCCCCc1cc(O)c(C)c(=O)o1
InChIKey:
GWUGOXDDIKUMJF-UHFFFAOYSA-N
InChI:
InChI=1S/C12H18O3/c1-3-4-5-6-7-10-8-11(13)9(2)12(14)15-10/h8,13H,3-7H2,1-2H3
Calculated Properties
ALogP:
2.777 lipophilicity
TPSA:
50.44 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
3
Rotatable Bonds:
5
Ring Count:
1
(1 aromatic)
Chiral Centers:
0
Fsp³:
0.5833 fraction sp³ carbon
Database Information
Compound ID:
SCS-C006230
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 | methicillin-resistant Staphylococcus aureus (MRSA) | all of them with the exception of 2 showed inhibition against MRSA at the concentration of 100 μg/well | 10.1186/s12934-016-0515-6 Microbial Cell Factories |