SCS-C001127
penicimarin F
Pathway: Shikimates and Phenylpropanoids
Superclass: Coumarins
Class: Isocoumarins
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. MWZ14-4
(soft coral-derived fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Penicillium
Species
NA
Weizhou Island
DOI:
10.1021/np3007556
· Journal of Natural Products
Drug-likeness (Lipinski Ro5)
Molecular Weight
238.2 Da
Threshold ≤ 500
ALogP
0.19
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:
C11H10O6
Molecular Weight:
238.1900 Da
SMILES:
O=c1oc(CO)c(CO)c2cc(O)cc(O)c12
InChIKey:
BMXXWGOJVOYVJX-UHFFFAOYSA-N
InChI:
InChI=1S/C11H10O6/c12-3-7-6-1-5(14)2-8(15)10(6)11(16)17-9(7)4-13/h1-2,12-15H,3-4H2
Calculated Properties
ALogP:
0.189 lipophilicity
TPSA:
111.13 Ų polar surface area
H-Bond Donors:
4
H-Bond Acceptors:
6
Rotatable Bonds:
2
Ring Count:
2
(2 aromatic)
Chiral Centers:
0
Fsp³:
0.1818 fraction sp³ carbon
Database Information
Compound ID:
SCS-C001127
NPClassifier Pathway:
Shikimates and Phenylpropanoids
NPClassifier Superclass:
Coumarins
NPClassifier Class:
Isocoumarins
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 | MIC | Staphylococcus aureus | 12.5 μM | 10.1021/np3007556 Journal of Natural Products |