SCS-C006198
Moniliphenone
Pathway: Polyketides
Superclass: Aromatic polyketides
Class: Benzophenones
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.
(soft coral-derived fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Penicillium
Species
NA
South China Sea
DOI:
10.3390/md17070398
· Marine Drugs
Drug-likeness (Lipinski Ro5)
Molecular Weight
318.3 Da
Threshold ≤ 500
ALogP
1.83
Threshold ≤ 5
H-Bond Donors
4
Threshold ≤ 5
H-Bond Acceptors
7
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C16H14O7
Molecular Weight:
318.2810 Da
SMILES:
COC(=O)c1cccc(O)c1C(=O)c1c(O)cc(C)c(O)c1O
InChIKey:
SBAKNFMGHCAOKA-UHFFFAOYSA-N
InChI:
InChI=1S/C16H14O7/c1-7-6-10(18)12(15(21)13(7)19)14(20)11-8(16(22)23-2)4-3-5-9(11)17/h3-6,17-19,21H,1-2H3
Calculated Properties
ALogP:
1.835 lipophilicity
TPSA:
124.29 Ų polar surface area
H-Bond Donors:
4
H-Bond Acceptors:
7
Rotatable Bonds:
3
Ring Count:
2
(2 aromatic)
Chiral Centers:
0
Fsp³:
0.1250 fraction sp³ carbon
Database Information
Compound ID:
SCS-C006198
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Aromatic polyketides
NPClassifier Class:
Benzophenones
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 | inhibitory | human cancer cells | > 5.0 μM | 10.3390/md17070398 Marine Drugs |
| Antibacterial | inhibitory | A. baumannii, K. pneumonia, E. coli, S. aureus, E. faecalis | > 100.0 μg/mL | 10.3390/md17070398 Marine Drugs |