SCS-C001136
dimethoxyjuglone derivative
Pathway: Polyketides
Superclass: Naphthalenes
Class: Naphthoquinones
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
Neofusicoccum austral SYSU-SKS024
(mangrove endophytic fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Dothideomycetes
Order
Botryosphaeriales
Family
Botryosphaeriaceae
Genus
Neofusicoccum
Species
Neofusicoccum australe
Beibu Gulf
DOI:
10.1016/j.fitote.2018.01.014
· Fitoterapia
Drug-likeness (Lipinski Ro5)
Molecular Weight
292.3 Da
Threshold ≤ 500
ALogP
2.02
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
6
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C15H16O6
Molecular Weight:
292.2870 Da
SMILES:
COC1=CC(=O)c2c(cc(OC)c(C(C)OC)c2O)C1=O
InChIKey:
MPVDQQCJVAESHC-UHFFFAOYSA-N
InChI:
InChI=1S/C15H16O6/c1-7(19-2)12-10(20-3)5-8-13(15(12)18)9(16)6-11(21-4)14(8)17/h5-7,18H,1-4H3
Calculated Properties
ALogP:
2.018 lipophilicity
TPSA:
82.06 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
6
Rotatable Bonds:
4
Ring Count:
2
(1 aromatic)
Chiral Centers:
1
Fsp³:
0.3333 fraction sp³ carbon
Database Information
Compound ID:
SCS-C001136
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Naphthalenes
NPClassifier Class:
Naphthoquinones
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 |
|---|---|---|---|---|
| Other specified activity | IC50 | IDO | 0.1–6.4 μM | 10.1016/j.fitote.2018.01.014 Fitoterapia |