SCS-C006001
penixanthones D
Pathway: Polyketides
Superclass: Meroterpenoids
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. SCSIO 041218 (Original Number: SYFz-1)
(soft coral-derived fungus)
Original source name: Penicillium sp. SCSIO041218 (Original Number: SYFz-1)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Penicillium
Species
NA
Offshore Hainan Island
· 18°13'50.2"N, 109°37'15.8"E
DOI:
10.3390/molecules24091686
· Molecules
Drug-likeness (Lipinski Ro5)
Molecular Weight
358.3 Da
Threshold ≤ 500
ALogP
1.17
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
7
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C19H18O7
Molecular Weight:
358.3460 Da
SMILES:
COC(=O)C1CC23C(=O)C=C(C)C1(O)C2(C)Oc1cccc(O)c1C3=O
InChIKey:
ZUAWISWAXQRIBE-UHFFFAOYSA-N
InChI:
InChI=1S/C19H18O7/c1-9-7-13(21)18-8-10(16(23)25-3)19(9,24)17(18,2)26-12-6-4-5-11(20)14(12)15(18)22/h4-7,10,20,24H,8H2,1-3H3
Calculated Properties
ALogP:
1.165 lipophilicity
TPSA:
110.13 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
7
Rotatable Bonds:
1
Ring Count:
4
(1 aromatic)
Chiral Centers:
4
Fsp³:
0.4211 fraction sp³ carbon
Database Information
Compound ID:
SCS-C006001
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Meroterpenoids
NPClassifier Class:
N/A
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 | K562 human tumor cell line | 56.5 μM | 10.3390/molecules24091686 Molecules |
| Antitumor | IC50 | MCF-7 human tumor cell line | 58.6 μM | 10.3390/molecules24091686 Molecules |
| Antitumor | IC50 | Huh-7 human tumor cell line | 64.2 μM | 10.3390/molecules24091686 Molecules |