SCS-C007513
coniochaetone C
Pathway: Polyketides
Superclass: Chromanes
Class: Chromones
Chemical Structure
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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
246.3 Da
Threshold ≤ 500
ALogP
2.44
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
4
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C14H14O4
Molecular Weight:
246.2620 Da
SMILES:
CO[C@H]1CCc2oc3cc(C)cc(O)c3c(=O)c21
InChIKey:
USNDHKWGACQPGK-VIFPVBQESA-N
InChI:
InChI=1S/C14H14O4/c1-7-5-8(15)12-11(6-7)18-10-4-3-9(17-2)13(10)14(12)16/h5-6,9,15H,3-4H2,1-2H3/t9-/m0/s1
Calculated Properties
ALogP:
2.441 lipophilicity
TPSA:
59.67 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
4
Rotatable Bonds:
1
Ring Count:
3
(2 aromatic)
Chiral Centers:
1
Fsp³:
0.3571 fraction sp³ carbon
Database Information
Compound ID:
SCS-C007513
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Chromanes
NPClassifier Class:
Chromones
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 |