SCS-C002041
1,3-dihydroxy-6-methyl-7-methoxyanthraquinone
Pathway: Polyketides
Superclass: Polycyclic aromatic polyketides
Class: Anthraquinones and anthrones
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
Thermomyces lanuginosus Tsikl. KMM 4681
(marine sediment)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Trichocomaceae
Genus
Thermomyces
Species
Thermomyces lanuginosus
South China Sea
DOI:
10.1016/j.phytol.2020.11.014
· Phytochemistry Letters
Drug-likeness (Lipinski Ro5)
Molecular Weight
284.3 Da
Threshold ≤ 500
ALogP
2.19
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:
C16H12O5
Molecular Weight:
284.2600 Da
SMILES:
COc1cc2c(cc1C)C(=O)c1cc(O)cc(O)c1C2=O
InChIKey:
CXWCUWKHAXFTBL-UHFFFAOYSA-N
InChI:
InChI=1S/C16H12O5/c1-7-3-9-10(6-13(7)21-2)16(20)14-11(15(9)19)4-8(17)5-12(14)18/h3-6,17-18H,1-2H3
Calculated Properties
ALogP:
2.190 lipophilicity
TPSA:
83.83 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
5
Rotatable Bonds:
1
Ring Count:
3
(2 aromatic)
Chiral Centers:
0
Fsp³:
0.1250 fraction sp³ carbon
Database Information
Compound ID:
SCS-C002041
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Polycyclic aromatic polyketides
NPClassifier Class:
Anthraquinones and anthrones
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 | inhibition_percent | 22Rv1 cells | 35.0 % | 10.1016/j.phytol.2020.11.014 Phytochemistry Letters |