SCS-C001822
aspergillol F
Pathway: Polyketides
Superclass: Diphenyl ethers (DPEs)
Class: Fungal DPEs
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
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
421.7 Da
Threshold ≤ 500
ALogP
5.26
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
6
Threshold ≤ 10
1 violation (ALogP) — borderline drug-like
Chemical Properties
Molecular Formula:
C17H15Cl3O6
Molecular Weight:
421.6600 Da
SMILES:
COC(=O)c1c(C)c(Cl)c(O)c(Cl)c1Oc1c(O)cc(OC)c(Cl)c1C
InChIKey:
CANMLQHJKOAUBY-UHFFFAOYSA-N
InChI:
InChI=1S/C17H15Cl3O6/c1-6-10(17(23)25-4)16(13(20)14(22)12(6)19)26-15-7(2)11(18)9(24-3)5-8(15)21/h5,21-22H,1-4H3
Calculated Properties
ALogP:
5.262 lipophilicity
TPSA:
85.22 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
6
Rotatable Bonds:
4
Ring Count:
2
(2 aromatic)
Chiral Centers:
0
Fsp³:
0.2353 fraction sp³ carbon
Database Information
Compound ID:
SCS-C001822
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Diphenyl ethers (DPEs)
NPClassifier Class:
Fungal DPEs
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 | > 64.0 μg/mL | 10.1021/acs.jnatprod.5c00988 Journal of Natural Products |