SCS-C001381
Poloncosidin C
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
Penicillium polonicum CS-252
(NA)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Penicillium
Species
Penicillium polonicum
South China Sea
· -1183m
DOI:
10.3390/ijms23105567
· International Journal of Molecular Sciences
Drug-likeness (Lipinski Ro5)
Molecular Weight
344.5 Da
Threshold ≤ 500
ALogP
4.74
Threshold ≤ 5
H-Bond Donors
0
Threshold ≤ 5
H-Bond Acceptors
4
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C21H28O4
Molecular Weight:
344.4510 Da
SMILES:
COc1c(C)c(/C(C)=C/C(C)=C/[C@@]2(C)C=C(C)[C@@H](C)O2)oc(=O)c1C
InChIKey:
XQCNTBHEXJFYBF-XAXMDVGVSA-N
InChI:
InChI=1S/C21H28O4/c1-12(10-21(7)11-14(3)17(6)25-21)9-13(2)18-15(4)19(23-8)16(5)20(22)24-18/h9-11,17H,1-8H3/b12-10+,13-9+/t17-,21+/m1/s1
Calculated Properties
ALogP:
4.739 lipophilicity
TPSA:
48.67 Ų polar surface area
H-Bond Donors:
0
H-Bond Acceptors:
4
Rotatable Bonds:
4
Ring Count:
2
(1 aromatic)
Chiral Centers:
2
Fsp³:
0.4762 fraction sp³ carbon
Database Information
Compound ID:
SCS-C001381
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 | — | Pseudomonas aeruginosa;Vibrio | 8.0–16.0 μg/mL | 10.3390/ijms23105567 International Journal of Molecular Sciences |