SCS-C007486
ferrineoaspergillin
Pathway: Amino acids and Peptides
Superclass: Tetramate alkaloids | Peptide alkaloids
Class: Pyrazine and Piperazine alkaloids
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. FSW-02
(coral-derived fungus)
Original source name: Aspergillus sp. isolate FSY-01 | Aspergillus sp. isolate FSW-02
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Aspergillus
Species
NA
South China Sea
DOI:
10.1177/1934578x1100600824
· Natural Product Communications
Aspergillus sp. FSY-01
(coral-derived fungus)
Original source name: Aspergillus sp. isolate FSY-01 | Aspergillus sp. isolate FSW-02
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Aspergillus
Species
NA
South China Sea
DOI:
10.1177/1934578x1100600824
· Natural Product Communications
Drug-likeness (Lipinski Ro5)
Molecular Weight
725.7 Da
Threshold ≤ 500
ALogP
5.96
Threshold ≤ 5
H-Bond Donors
0
Threshold ≤ 5
H-Bond Acceptors
12
Threshold ≤ 10
3 violations (MW, ALogP, HBA) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C36H57FeN6O6
Molecular Weight:
725.7330 Da
SMILES:
CC(C)Cc1ncc(CC(C)C)n([O-])c1=O.CC(C)Cc1ncc(CC(C)C)n([O-])c1=O.CC(C)Cc1ncc(CC(C)C)n([O-])c1=O.[Fe+3]
InChIKey:
JEYYJJQJMHKACT-UHFFFAOYSA-N
InChI:
InChI=1S/3C12H19N2O2.Fe/c3*1-8(2)5-10-7-13-11(6-9(3)4)12(15)14(10)16;/h3*7-9H,5-6H2,1-4H3;/q3*-1;+3
Calculated Properties
ALogP:
5.956 lipophilicity
TPSA:
173.85 Ų polar surface area
H-Bond Donors:
0
H-Bond Acceptors:
12
Rotatable Bonds:
12
Ring Count:
3
(3 aromatic)
Chiral Centers:
0
Fsp³:
0.6667 fraction sp³ carbon
Database Information
Compound ID:
SCS-C007486
NPClassifier Pathway:
Amino acids and Peptides
NPClassifier Superclass:
Tetramate alkaloids
Peptide alkaloids
NPClassifier Class:
Pyrazine and Piperazine alkaloids
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 (Staphylococcus aureus, S. epidermidis, Bacillus subtilis) and Gram-negative bacteria (Bacillus dysenteriae, B. proteus, Escherichia coli) | 0.5–62.5 μg/mL | 10.1177/1934578x1100600824 Natural Product Communications |
| Antitumor | — | K562 human cancer cell lines | Compound 1 exhibited moderate cytotoxicity against all four cell lines, but compounds 2 and 3 did not exhibit significant inhibitory activities against any of the four cell lines. | 10.1177/1934578x1100600824 Natural Product Communications |