SCS-C006755
terrusnolide A
Pathway: Shikimates and Phenylpropanoids
Superclass: Phenylpropanoids (C6-C3)
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.
(coral-derived fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Aspergillus
Species
NA
South China Sea
· deep-sea
DOI:
10.1038/s41429-020-00378-y
· The Journal of Antibiotics
Drug-likeness (Lipinski Ro5)
Molecular Weight
310.4 Da
Threshold ≤ 500
ALogP
3.96
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
3
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C20H22O3
Molecular Weight:
310.3930 Da
SMILES:
CC(C)=CCc1cc(CC(=O)Cc2ccc(O)cc2)ccc1O
InChIKey:
BNDOQKFXXSEVNP-UHFFFAOYSA-N
InChI:
InChI=1S/C20H22O3/c1-14(2)3-7-17-11-16(6-10-20(17)23)13-19(22)12-15-4-8-18(21)9-5-15/h3-6,8-11,21,23H,7,12-13H2,1-2H3
Calculated Properties
ALogP:
3.961 lipophilicity
TPSA:
57.53 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
3
Rotatable Bonds:
6
Ring Count:
2
(2 aromatic)
Chiral Centers:
0
Fsp³:
0.2500 fraction sp³ carbon
Database Information
Compound ID:
SCS-C006755
NPClassifier Pathway:
Shikimates and Phenylpropanoids
NPClassifier Superclass:
Phenylpropanoids (C6-C3)
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 | MIC | Staphylococcus aureus | 6.25 μg ml-1 | 10.1038/s41429-020-00378-y The Journal of Antibiotics |