SCS-C007511
penicilliode C
Pathway: Polyketides
Superclass: Cyclic polyketides
Class: 4-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 sp. GGF16-1-2
(soft coral-derived fungus)
Original source name: Penicillium sp. GGF16-1-2 (isolated from starfish)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Penicillium
Species
Penicillium sp. GGF16-1-2
South China Sea
DOI:
10.1002/cbdv.201900052
· Chemistry & Biodiversity
Drug-likeness (Lipinski Ro5)
Molecular Weight
208.3 Da
Threshold ≤ 500
ALogP
2.26
Threshold ≤ 5
H-Bond Donors
0
Threshold ≤ 5
H-Bond Acceptors
3
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C12H16O3
Molecular Weight:
208.2570 Da
SMILES:
CC(=O)[C@H](C)c1oc(C)c(C)c(=O)c1C
InChIKey:
ILSZIMHQQLEQOP-LURJTMIESA-N
InChI:
InChI=1S/C12H16O3/c1-6(9(4)13)12-8(3)11(14)7(2)10(5)15-12/h6H,1-5H3/t6-/m0/s1
Calculated Properties
ALogP:
2.258 lipophilicity
TPSA:
47.28 Ų polar surface area
H-Bond Donors:
0
H-Bond Acceptors:
3
Rotatable Bonds:
2
Ring Count:
1
(1 aromatic)
Chiral Centers:
1
Fsp³:
0.5000 fraction sp³ carbon
Database Information
Compound ID:
SCS-C007511
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Cyclic polyketides
NPClassifier Class:
4-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 | inhibitory effect | eight pathogenic bacteria | none of the tested compounds showed inhibitory effects against the eight pathogenic bacteria at a concentration of 100 μg/mL. | 10.1002/cbdv.201900052 Chemistry & Biodiversity |
| Enzyme inhibition | inhibitory activity | PDE4D2 | enantiomeric mixtures 3–5 showed weak inhibitory activity against PDE4D2 | 10.1002/cbdv.201900052 Chemistry & Biodiversity |