SCS-C001820
aspergillol B
Pathway: Polyketides
Superclass: Aromatic polyketides
Class: Depsidones
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
Aspergillus sp. SCSIO SX7S7
(coral-derived fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Aspergillus
Species
NA
Mischief Island
DOI:
10.1021/acs.jnatprod.5c00988
· Journal of Natural Products
Drug-likeness (Lipinski Ro5)
Molecular Weight
375.6 Da
Threshold ≤ 500
ALogP
5.00
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
5
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C15H9Cl3O5
Molecular Weight:
375.5910 Da
SMILES:
Cc1c(O)c(Cl)c2c(c1Cl)C(=O)Oc1cc(O)c(Cl)c(C)c1O2
InChIKey:
VSBWFPDZIYZJJZ-UHFFFAOYSA-N
InChI:
InChI=1S/C15H9Cl3O5/c1-4-10(17)8-14(11(18)12(4)20)23-13-5(2)9(16)6(19)3-7(13)22-15(8)21/h3,19-20H,1-2H3
Calculated Properties
ALogP:
5.000 lipophilicity
TPSA:
75.99 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
5
Rotatable Bonds:
0
Ring Count:
3
(2 aromatic)
Chiral Centers:
0
Fsp³:
0.1333 fraction sp³ carbon
Database Information
Compound ID:
SCS-C001820
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Aromatic polyketides
NPClassifier Class:
Depsidones
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 | MIC | Gram-positive bacteria | 2.0–64.0 μg/mL | 10.1021/acs.jnatprod.5c00988 Journal of Natural Products |