SCS-C000061
2,3,5,8,10-pentahydroxy-6-methoxy-3-methyl-1,2,4,4a,9a,10-hexahydroanthracen-9-one
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
324.3 Da
Threshold ≤ 500
ALogP
0.47
Threshold ≤ 5
H-Bond Donors
5
Threshold ≤ 5
H-Bond Acceptors
7
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C16H20O7
Molecular Weight:
324.3290 Da
SMILES:
COc1cc(O)c2c(c1O)C(O)C1CC(C)(O)C(O)CC1C2=O
InChIKey:
LNMXRONIHUOFQM-UHFFFAOYSA-N
InChI:
InChI=1S/C16H20O7/c1-16(22)5-7-6(3-10(16)18)13(19)11-8(17)4-9(23-2)15(21)12(11)14(7)20/h4,6-7,10,14,17-18,20-22H,3,5H2,1-2H3
Calculated Properties
ALogP:
0.474 lipophilicity
TPSA:
127.45 Ų polar surface area
H-Bond Donors:
5
H-Bond Acceptors:
7
Rotatable Bonds:
1
Ring Count:
3
(1 aromatic)
Chiral Centers:
5
Fsp³:
0.5625 fraction sp³ carbon
Database Information
Compound ID:
SCS-C000061
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 |