SCS-C007230
penicillanthranin C
Pathway: Polyketides
Superclass: Polycyclic aromatic polyketides
Class: Anthraquinones and anthrones
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 citrirum
(NA)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Penicillium
Species
Penicillium citrinum
South China Sea
· 100–1000 m
DOI:
10.1016/j.fitote.2025.106775
· Fitoterapia
Drug-likeness (Lipinski Ro5)
Molecular Weight
476.5 Da
Threshold ≤ 500
ALogP
4.22
Threshold ≤ 5
H-Bond Donors
5
Threshold ≤ 5
H-Bond Acceptors
8
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C27H24O8
Molecular Weight:
476.4810 Da
SMILES:
Cc1cc(O)c2c(c1)C(=O)c1cc(O)c([C@H]3O[C@H](C)[C@@H](C)c4c(C)c(O)cc(O)c43)c(O)c1C2=O
InChIKey:
NOHWUQHJRAORCR-JHWKIMPCSA-N
InChI:
InChI=1S/C27H24O8/c1-9-5-13-20(16(29)6-9)25(33)21-14(24(13)32)7-17(30)23(26(21)34)27-22-18(31)8-15(28)11(3)19(22)10(2)12(4)35-27/h5-8,10,12,27-31,34H,1-4H3/t10-,12-,27+/m1/s1
Calculated Properties
ALogP:
4.218 lipophilicity
TPSA:
144.52 Ų polar surface area
H-Bond Donors:
5
H-Bond Acceptors:
8
Rotatable Bonds:
1
Ring Count:
5
(3 aromatic)
Chiral Centers:
3
Fsp³:
0.2593 fraction sp³ carbon
Database Information
Compound ID:
SCS-C007230
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Polycyclic aromatic polyketides
NPClassifier Class:
Anthraquinones and anthrones
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 ATCC 29213 | 12.7 μg/mL | 10.1016/j.fitote.2025.106775 Fitoterapia |
| Antibacterial | MIC | methicillin-resistant Staphylococcus aureus N315 | 15.3 μg/mL | 10.1016/j.fitote.2025.106775 Fitoterapia |