SCS-C000416
penimethavone A
Pathway: Shikimates and Phenylpropanoids
Superclass: Flavonoids
Class: Flavones
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 chrysogenum
(fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Penicillium
Species
Penicillium chrysogenum
South China Sea
DOI:
10.1080/14786419.2016.1163695
· Natural Product Research
Drug-likeness (Lipinski Ro5)
Molecular Weight
300.3 Da
Threshold ≤ 500
ALogP
2.59
Threshold ≤ 5
H-Bond Donors
4
Threshold ≤ 5
H-Bond Acceptors
6
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C16H12O6
Molecular Weight:
300.2600 Da
SMILES:
Cc1cc(O)cc(O)c1-c1cc(=O)c2c(O)cc(O)cc2o1
InChIKey:
LXNQOMDRURYRCV-UHFFFAOYSA-N
InChI:
InChI=1S/C16H12O6/c1-7-2-8(17)3-10(19)15(7)14-6-12(21)16-11(20)4-9(18)5-13(16)22-14/h2-6,17-20H,1H3
Calculated Properties
ALogP:
2.591 lipophilicity
TPSA:
111.13 Ų polar surface area
H-Bond Donors:
4
H-Bond Acceptors:
6
Rotatable Bonds:
1
Ring Count:
3
(3 aromatic)
Chiral Centers:
0
Fsp³:
0.0625 fraction sp³ carbon
Database Information
Compound ID:
SCS-C000416
NPClassifier Pathway:
Shikimates and Phenylpropanoids
NPClassifier Superclass:
Flavonoids
NPClassifier Class:
Flavones
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 |
|---|---|---|---|---|
| Antitumor | IC50 | HeLa, rhabdomyosarcoma cell lines | 8.41 μM | 10.1080/14786419.2016.1163695 Natural Product Research |
| Antitumor | IC50 | HeLa, rhabdomyosarcoma cell lines | 8.18 μM | 10.1080/14786419.2016.1163695 Natural Product Research |