SCS-C001155
2,6-dihydroxy-3-methyl-9-oxoxanthene-8-carboxylic acid methyl ester
Pathway: Polyketides
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
Phomopsis sp. SK7RN3G1
(fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Sordariomycetes
Order
Diaporthales
Family
Diaporthaceae
Genus
Phomopsis
Species
NA
Beibu Gulf
DOI:
10.1007/s10600-013-0572-6
· Chemistry of Natural Compounds
Drug-likeness (Lipinski Ro5)
Molecular Weight
300.3 Da
Threshold ≤ 500
ALogP
2.45
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
6
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C16H12O6
Molecular Weight:
300.2600 Da
SMILES:
COC(=O)c1cc(O)cc2oc3cc(C)c(O)cc3c(=O)c12
InChIKey:
YORBEERUZSPCLM-UHFFFAOYSA-N
InChI:
InChI=1S/C16H12O6/c1-7-3-12-9(6-11(7)18)15(19)14-10(16(20)21-2)4-8(17)5-13(14)22-12/h3-6,17-18H,1-2H3
Calculated Properties
ALogP:
2.452 lipophilicity
TPSA:
96.97 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
6
Rotatable Bonds:
1
Ring Count:
3
(3 aromatic)
Chiral Centers:
0
Fsp³:
0.1250 fraction sp³ carbon
Database Information
Compound ID:
SCS-C001155
NPClassifier Pathway:
Polyketides
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 |
|---|---|---|---|---|
| Antitumor | IC50 | HEp-2, HepG2 cell lines | IC50 8 ng/mL (HEp-2), 9 ng/mL (HepG2) | 10.1007/s10600-013-0572-6 Chemistry of Natural Compounds |