SCS-C002245
1403-B
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
Halorosellinia sp.
(mangrove endophytic fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Sordariomycetes
Order
Xylariales
Family
Xylariaceae
Genus
Halorosellinia
Species
NA
South China Sea
Master's thesis, Chongqing Medical University.
Drug-likeness (Lipinski Ro5)
Molecular Weight
320.1 Da
Threshold ≤ 500
ALogP
0.22
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:
C16H16O7
Molecular Weight:
320.0896 Da
SMILES:
COC1=CC(=O)c2c(O)c3c(c(O)c2C1=O)CC(O)C(C)(O)C3
InChIKey:
OTXBDIOUMQXGQD-UHFFFAOYSA-N
InChI:
InChI=1S/C16H16O7/c1-16(22)5-7-6(3-10(16)18)13(19)12-11(14(7)20)8(17)4-9(23-2)15(12)21/h4,10,18-20,22H,3,5H2,1-2H3
Calculated Properties
ALogP:
0.218 lipophilicity
TPSA:
124.29 Ų polar surface area
H-Bond Donors:
4
H-Bond Acceptors:
7
Rotatable Bonds:
1
Ring Count:
3
(1 aromatic)
Chiral Centers:
2
Fsp³:
0.3750 fraction sp³ carbon
Database Information
Compound ID:
SCS-C002245
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 |
|---|---|---|---|---|
| Antitumor | IC50 | Gastric cancer cell SGC7901 | 4.12 ± 0.57 μM | — |