SCS-C000414
altersolanol A
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
Stemphylium lycopersici
(NA)
Kingdom
Fungi
Phylum
Ascomycota
Class
Dothideomycetes
Order
Pleosporales
Family
Pleosporaceae
Genus
Stemphylium
Species
Stemphylium lycopersici
South China Sea
DOI:
10.1080/14786419.2019.1576041
· Natural Product Research
Drug-likeness (Lipinski Ro5)
Molecular Weight
336.3 Da
Threshold ≤ 500
ALogP
-1.08
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:
C16H16O8
Molecular Weight:
336.2900 Da
SMILES:
COc1cc(O)c2c(c1)C(=O)C1=C(C2=O)[C@H](O)[C@@H](O)[C@@](C)(O)[C@@H]1O
InChIKey:
VSMBLBOUQJNJIL-JJXSEGSLSA-N
InChI:
InChI=1S/C16H16O8/c1-16(23)14(21)10-9(13(20)15(16)22)12(19)8-6(11(10)18)3-5(24-2)4-7(8)17/h3-4,13-15,17,20-23H,1-2H3/t13-,14+,15+,16-/m0/s1
Calculated Properties
ALogP:
-1.076 lipophilicity
TPSA:
144.52 Ų polar surface area
H-Bond Donors:
5
H-Bond Acceptors:
8
Rotatable Bonds:
1
Ring Count:
3
(1 aromatic)
Chiral Centers:
4
Fsp³:
0.3750 fraction sp³ carbon
Database Information
Compound ID:
SCS-C000414
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 | HCT-116,MCF-7,Huh7,K562,A549 cancer cell lines | 1.3 μM | 10.1080/14786419.2019.1576041 Natural Product Research |
| Antitumor | IC50 | HCT-116,MCF-7,Huh7,K562,A549 cancer cell lines | 7.2 μM | 10.1080/14786419.2019.1576041 Natural Product Research |
| Antitumor | IC50 | HCT-116,MCF-7,Huh7,K562,A549 cancer cell lines | 38.0 μM | 10.1080/14786419.2019.1576041 Natural Product Research |