SCS-C001656
ladosporol E
Pathway: Polyketides
Superclass: Naphthalenes
Class: Bisnaphthalenes
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
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
370.4 Da
Threshold ≤ 500
ALogP
1.16
Threshold ≤ 5
H-Bond Donors
5
Threshold ≤ 5
H-Bond Acceptors
7
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C20H18O7
Molecular Weight:
370.3570 Da
SMILES:
O=C1CC[C@H](c2ccc(O)c3c2C(=O)[C@H](O)[C@H](O)[C@H]3O)c2cccc(O)c21
InChIKey:
JBFOPERWPRSEMH-XKTVACDSSA-N
InChI:
InChI=1S/C20H18O7/c21-11-3-1-2-9-8(4-6-12(22)14(9)11)10-5-7-13(23)16-15(10)17(24)19(26)20(27)18(16)25/h1-3,5,7-8,18-21,23,25-27H,4,6H2/t8-,18-,19-,20+/m0/s1
Calculated Properties
ALogP:
1.158 lipophilicity
TPSA:
135.29 Ų polar surface area
H-Bond Donors:
5
H-Bond Acceptors:
7
Rotatable Bonds:
1
Ring Count:
4
(2 aromatic)
Chiral Centers:
4
Fsp³:
0.3000 fraction sp³ carbon
Database Information
Compound ID:
SCS-C001656
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Naphthalenes
NPClassifier Class:
Bisnaphthalenes
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 | 1.56 μg/mL | 10.1038/s41429-019-0206-8 The Journal of Antibiotics |
| Antibacterial | MIC | Micrococcus luteus | 12.5 μg/mL | 10.1038/s41429-019-0206-8 The Journal of Antibiotics |