SCS-C001149
euroxanthone A
Pathway: Shikimates and Phenylpropanoids
Superclass: Xanthones
Class: Methyl xanthones
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 europaeus WZXY-SX-4-1
(fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Aspergillus
Species
Aspergillus europaeus
Beibu Gulf
DOI:
10.1016/j.fitote.2018.08.030
· Fitoterapia
Drug-likeness (Lipinski Ro5)
Molecular Weight
418.4 Da
Threshold ≤ 500
ALogP
0.96
Threshold ≤ 5
H-Bond Donors
4
Threshold ≤ 5
H-Bond Acceptors
10
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C20H18O10
Molecular Weight:
418.3540 Da
SMILES:
COC(=O)c1cc(C)c(C(=O)OC[C@H](O)CO)c2oc3cc(O)cc(O)c3c(=O)c12
InChIKey:
LQGDSHBIUYDSQX-SNVBAGLBSA-N
InChI:
InChI=1S/C20H18O10/c1-8-3-11(19(26)28-2)15-17(25)16-12(24)4-9(22)5-13(16)30-18(15)14(8)20(27)29-7-10(23)6-21/h3-5,10,21-24H,6-7H2,1-2H3/t10-/m1/s1
Calculated Properties
ALogP:
0.962 lipophilicity
TPSA:
163.73 Ų polar surface area
H-Bond Donors:
4
H-Bond Acceptors:
10
Rotatable Bonds:
5
Ring Count:
3
(3 aromatic)
Chiral Centers:
1
Fsp³:
0.2500 fraction sp³ carbon
Database Information
Compound ID:
SCS-C001149
NPClassifier Pathway:
Shikimates and Phenylpropanoids
NPClassifier Superclass:
Xanthones
NPClassifier Class:
Methyl xanthones
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 | inhibition | NO production in LPS-induced BV2 cells | 10.0 μM | 10.1016/j.fitote.2018.08.030 Fitoterapia |