SCS-C000078
7-hydroxy-3-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one
Pathway: Shikimates and Phenylpropanoids
Superclass: Isoflavonoids
Class: Isoflavanones
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
256.2 Da
Threshold ≤ 500
ALogP
2.46
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
4
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C15H12O4
Molecular Weight:
256.2500 Da
SMILES:
O=C1c2ccc(O)cc2OCC1c1ccc(O)cc1
InChIKey:
JHYXBPPMXZIHKG-UHFFFAOYSA-N
InChI:
InChI=1S/C15H12O4/c16-10-3-1-9(2-4-10)13-8-19-14-7-11(17)5-6-12(14)15(13)18/h1-7,13,16-17H,8H2
Calculated Properties
ALogP:
2.457 lipophilicity
TPSA:
66.76 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
4
Rotatable Bonds:
1
Ring Count:
3
(2 aromatic)
Chiral Centers:
1
Fsp³:
0.1333 fraction sp³ carbon
Database Information
Compound ID:
SCS-C000078
NPClassifier Pathway:
Shikimates and Phenylpropanoids
NPClassifier Superclass:
Isoflavonoids
NPClassifier Class:
Isoflavanones
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): KB=8.63±0.57, KBv200=9.37±0.61, MCF-7=19.77±0.89, MCF-7/adr=24.95±1.15, A549=14.88±0.64, LO2=33.62±2.06 | 10.3390/md8041094 Marine Drugs |