SCS-C001284
euroticin F
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
Eurotium sp. SCSIO F452
(gorgonian-derived fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Eurotium
Species
NA
South China Sea
DOI:
10.3390/md19100543
· Marine Drugs
Drug-likeness (Lipinski Ro5)
Molecular Weight
344.4 Da
Threshold ≤ 500
ALogP
4.89
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
4
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C21H28O4
Molecular Weight:
344.4000 Da
SMILES:
CCCCC[C@H]1O[C@]2(C)Cc3c4c(cc(O)c3[C@H]1O2)C=CC(C)(C)O4
InChIKey:
JYQMXTZFWMSIGW-PBEJRMEISA-N
InChI:
InChI=1S/C21H28O4/c1-5-6-7-8-16-19-17-14(12-21(4,23-16)25-19)18-13(11-15(17)22)9-10-20(2,3)24-18/h9-11,16,19,22H,5-8,12H2,1-4H3/t16-,19+,21+/m1/s1
Calculated Properties
ALogP:
4.886 lipophilicity
TPSA:
47.92 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
4
Rotatable Bonds:
4
Ring Count:
4
(1 aromatic)
Chiral Centers:
3
Fsp³:
0.6190 fraction sp³ carbon
Database Information
Compound ID:
SCS-C001284
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 | SF-268 | 21.88 ± 0.96 μM | 10.3390/md19100543 Marine Drugs |
| Antitumor | IC50 | MCF-7 | 27.17 ± 2.03 μM | 10.3390/md19100543 Marine Drugs |
| Antitumor | IC50 | HepG2 | 28.0 ± 1.68 μM | 10.3390/md19100543 Marine Drugs |
| Antitumor | IC50 | A549 | 33.78 ± 0.34 μM | 10.3390/md19100543 Marine Drugs |
| Antioxidant | EC50 | DPPH radical | 42.34 ± 3.85 μM | 10.3390/md19100543 Marine Drugs |