SCS-C001652
1,1'-dioxine-2,2'-dipropionic acid
Pathway: Polyketides
Superclass: Chromanes
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
Cladosporium sp. JS1-2
(gorgonian-derived fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Dothideomycetes
Order
Cladosporiales
Family
Cladosporiaceae
Genus
Cladosporium
Species
NA
Dongzhaigang
DOI:
10.1038/s41429-019-0206-8
· The Journal of Antibiotics
Drug-likeness (Lipinski Ro5)
Molecular Weight
228.2 Da
Threshold ≤ 500
ALogP
1.45
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
4
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C10H12O6
Molecular Weight:
228.2000 Da
SMILES:
O=C(O)CCC1=COC(CCC(=O)O)=CO1
InChIKey:
WURHVUVQHWJXRS-UHFFFAOYSA-N
InChI:
InChI=1S/C10H12O6/c11-9(12)3-1-7-5-16-8(6-15-7)2-4-10(13)14/h5-6H,1-4H2,(H,11,12)(H,13,14)
Calculated Properties
ALogP:
1.446 lipophilicity
TPSA:
93.06 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
4
Rotatable Bonds:
6
Ring Count:
1
(0 aromatic)
Chiral Centers:
0
Fsp³:
0.4000 fraction sp³ carbon
Database Information
Compound ID:
SCS-C001652
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Chromanes
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 |
|---|---|---|---|---|
| Antibacterial | IC50 | Helicoverpa armigera Hubner | 150.0 μg/mL | 10.1038/s41429-019-0206-8 The Journal of Antibiotics |
| Antibacterial | MIC | Staphylococcus aureus | 25.0 μg/mL | 10.1038/s41429-019-0206-8 The Journal of Antibiotics |
| Antibacterial | MIC | Bacillus cereus | 12.5 μg/mL | 10.1038/s41429-019-0206-8 The Journal of Antibiotics |
| Antibacterial | MIC | Escherichia coli | 25.0 μg/ml | 10.1038/s41429-019-0206-8 The Journal of Antibiotics |