Compound information
- Natural Products
- NACP166499
- Molecular Formula
- C21H22O6
- Molecular Weight
- 370.141638424 g/mol
- Structure
-
- IUPAC Name
- 7-(3,4-dihydroxy-5-methoxy-phenyl)-1-(4-hydroxy-3-methoxy-phenyl)hepta-4,6-dien-3-one
- InChI
- InChI=1S/C21H22O6/c1-26-19-12-14(8-10-17(19)23)7-9-16(22)6-4-3-5-15-11-18(24)21(25)20(13-15)27-2/h3-6,8,10-13,23-25H,7,9H2,1-2H3
- InChI Key
- ZBQRSHSLXYLCKZ-UHFFFAOYSA-N
- SMILES
- O=C(C=CC=CC1=CC(O)=C(O)C(OC)=C1)CCC2=CC=C(O)C(OC)=C2
- CAS
- SuperClass
- Phenylpropanoids and polyketides
- Class
- Diarylheptanoids
- SubClass
- Linear diarylheptanoids
- Source
- CNP0266246
Warheads
- Michael Acceptor
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 27 | Ring Count | 2 |
| Heteroatom Count | 6 | Rotatable Bond Count | 8 |
| Hydrogen Bond Acceptor Count | 6 | Hydrogen Bond Donor Count | 3 |
| Topological Polar Surface Area | 96.22 Å2 | LogP | 2.924 |
| LogS | -4.367 | LogD | 3.312 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.959 | Pgp substrate | 0.002 |
| HIA | 0.953 | F20 % | 0.199 |
| F30 % | 0.688 | Caco-2 | -5.066 |
| MDCK | -5.02 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.005 | PPB | 88.59 |
| VD | 0.944 | Fu | 1.253 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.982 | CYP1A2 substrate | 0.697 |
| CYP2A6 substrate | 0.428 | CYP2B6 substrate | 0.559 |
| CYP2C19 inhibitor | 0.466 | CYP2C19 substrate | 0.747 |
| CYP2C8 substrate | 0.661 | CYP2C9 inhibitor | 0.863 |
| CYP2C9 substrate | 0.094 | CYP2D6 inhibitor | 0.022 |
| CYP2D6 substrate | 0.679 | CYP2E1 substrate | 0.428 |
| CYP3A4 inhibitor | 0.902 | CYP3A4 substrate | 0.116 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.966 | CL | 11.827 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.362 | Hepatotoxicity | 0.046 |
| Mutagenicity | 0.001 | Rat Oral Acute Toxicity | 0.121 |
| FDAMDD | 0.92 | Skin Sensitization | 0.998 |
| Carcinogenicity | 0.134 | Eye Corrosion | 0.0 |
| Eye Irritation | 0.86 | Respiratory Toxicity | 0.642 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.669 | IGC50 | 5.251 |
| LC50FM | 6.205 | LC50DM | 5.55 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.193 | NR-AR-LBD | 0.909 |
| NR-AhR | 0.78 | NR-Aromatase | 0.771 |
| NR-ER | 0.738 | NR-ER-LBD | 0.811 |
| NR-PPAR-gamma | 0.958 | SR-ARE | 0.954 |
| SR-ATAD5 | 0.891 | SR-HSE | 0.965 |
| SR-MMP | 0.948 | SR-p53 | 0.917 |
Similar covalent drugs
No similar covalent drugs found for this compound.