SCS-C000485
violaceol I
Pathway: Polyketides
Superclass: Aromatic polyketides | Diphenyl ethers (DPEs)
Class: Fungal DPEs | Simple aromatic polyketides
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
Scopulariopsis sp.
(NA)
Kingdom
Fungi
Phylum
Ascomycota
Class
Sordariomycetes
Order
Microascales
Family
Microascaceae
Genus
Scopulariopsis
Species
NA
South China Sea
DOI:
10.1016/j.tet.2016.03.073
· Tetrahedron
Drug-likeness (Lipinski Ro5)
Molecular Weight
262.3 Da
Threshold ≤ 500
ALogP
2.92
Threshold ≤ 5
H-Bond Donors
4
Threshold ≤ 5
H-Bond Acceptors
5
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C14H14O5
Molecular Weight:
262.2600 Da
SMILES:
Cc1cc(O)c(O)c(Oc2cc(C)cc(O)c2O)c1
InChIKey:
YRZXKRQRZJMBFT-UHFFFAOYSA-N
InChI:
InChI=1S/C14H14O5/c1-7-3-9(15)13(17)11(5-7)19-12-6-8(2)4-10(16)14(12)18/h3-6,15-18H,1-2H3
Calculated Properties
ALogP:
2.918 lipophilicity
TPSA:
90.15 Ų polar surface area
H-Bond Donors:
4
H-Bond Acceptors:
5
Rotatable Bonds:
2
Ring Count:
2
(2 aromatic)
Chiral Centers:
0
Fsp³:
0.1429 fraction sp³ carbon
Database Information
Compound ID:
SCS-C000485
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Aromatic polyketides
Diphenyl ethers (DPEs)
NPClassifier Class:
Fungal DPEs
Simple aromatic polyketides
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 |
|---|---|---|---|---|
| Antitumor | IC50 | L5178Y | 9.5 μM | 10.1016/j.tet.2016.03.073 Tetrahedron |
| Antibacterial | MIC | S. saprophyticus,S. aureus,MRSA,B. subtilis,B. cereus,S. typhimurium,S. sonnei,C. albicans | 9.765–312.5 μg/mL | 10.1016/j.tet.2016.03.073 Tetrahedron |