SCS-C000058
1,8-bis(phenylmethoxy)anthracene-9,10-dione
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
Drug-likeness (Lipinski Ro5)
Molecular Weight
420.5 Da
Threshold ≤ 500
ALogP
5.62
Threshold ≤ 5
H-Bond Donors
0
Threshold ≤ 5
H-Bond Acceptors
4
Threshold ≤ 10
1 violation (ALogP) — borderline drug-like
Chemical Properties
Molecular Formula:
C28H20O4
Molecular Weight:
420.5000 Da
SMILES:
O=C1c2cccc(OCc3ccccc3)c2C(=O)c2c(OCc3ccccc3)cccc21
InChIKey:
SBOYJRIJHBIYJZ-UHFFFAOYSA-N
InChI:
InChI=1S/C28H20O4/c29-27-21-13-7-15-23(31-17-19-9-3-1-4-10-19)25(21)28(30)26-22(27)14-8-16-24(26)32-18-20-11-5-2-6-12-20/h1-16H,17-18H2
Calculated Properties
ALogP:
5.620 lipophilicity
TPSA:
52.60 Ų polar surface area
H-Bond Donors:
0
H-Bond Acceptors:
4
Rotatable Bonds:
6
Ring Count:
5
(4 aromatic)
Chiral Centers:
0
Fsp³:
0.0714 fraction sp³ carbon
Database Information
Compound ID:
SCS-C000058
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 | IC50 | KB, KBv200, MCF-7, MCF-7/adr, A549, LO2 | IC50 (μmol/L): all >50 | 10.3390/md8041094 Marine Drugs |