SCS-C006696
methyl 2-hydroxy-4-(3-hydroxy-5-methylphenoxy)-6-methylbenzoate
Pathway: Polyketides
Superclass: Diphenyl ethers (DPEs)
Class: Fungal DPEs
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 versicolor
(coral-associated fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Aspergillus
Species
Aspergillus versicolor
South China Sea
DOI:
10.3390/md23110429
· Marine Drugs
Drug-likeness (Lipinski Ro5)
Molecular Weight
288.3 Da
Threshold ≤ 500
ALogP
3.29
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
5
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C16H16O5
Molecular Weight:
288.2990 Da
SMILES:
COC(=O)c1c(C)cc(Oc2cc(C)cc(O)c2)cc1O
InChIKey:
YAIYRXPNTQJXBE-UHFFFAOYSA-N
InChI:
InChI=1S/C16H16O5/c1-9-4-11(17)7-12(5-9)21-13-6-10(2)15(14(18)8-13)16(19)20-3/h4-8,17-18H,1-3H3
Calculated Properties
ALogP:
3.293 lipophilicity
TPSA:
75.99 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
5
Rotatable Bonds:
3
Ring Count:
2
(2 aromatic)
Chiral Centers:
0
Fsp³:
0.1875 fraction sp³ carbon
Database Information
Compound ID:
SCS-C006696
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Diphenyl ethers (DPEs)
NPClassifier Class:
Fungal DPEs
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 |
|---|---|---|---|---|
| Anti-inflammatory | inhibitory activity | LPS-induced NF-κB pathway | All of the compounds were tested for their inhibitory activities of LPS-induced NF-κB activation in RAW264.7 cells. Compounds 6–8 exhibited inhibition... | 10.3390/md23110429 Marine Drugs |