Compound information
- Natural Products
- NACP122620
- Molecular Formula
- C12H12O4
- Molecular Weight
- 220.073558864 g/mol
- Structure
-
- IUPAC Name
- 6-(3,4-dihydroxyphenyl)hex-5-ene-2,4-dione
- InChI
- InChI=1S/C12H12O4/c1-8(13)6-10(14)4-2-9-3-5-11(15)12(16)7-9/h2-5,7,15-16H,6H2,1H3
- InChI Key
- SEOGGTOIKLUNNM-UHFFFAOYSA-N
- SMILES
- O=C(C=CC1=CC=C(O)C(O)=C1)CC(=O)C
- CAS
- 918629-55-7
- SuperClass
- Phenylpropanoids and polyketides
- Class
- Cinnamic acids and derivatives
- SubClass
- Hydroxycinnamic acids and derivatives
- Source
- CNP0262402
Warheads
- Carbonyl
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 16 | Ring Count | 1 |
| Heteroatom Count | 4 | Rotatable Bond Count | 4 |
| Hydrogen Bond Acceptor Count | 4 | Hydrogen Bond Donor Count | 2 |
| Topological Polar Surface Area | 74.6 Å2 | LogP | 1.054 |
| LogS | -2.374 | LogD | 1.282 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.687 | Pgp substrate | 0.003 |
| HIA | 0.964 | F20 % | 0.678 |
| F30 % | 0.409 | Caco-2 | -5.237 |
| MDCK | -4.759 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.02 | PPB | 74.789 |
| VD | 0.592 | Fu | 0.747 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.078 | CYP1A2 substrate | 0.444 |
| CYP2A6 substrate | 0.447 | CYP2B6 substrate | 0.545 |
| CYP2C19 inhibitor | 0.025 | CYP2C19 substrate | 0.678 |
| CYP2C8 substrate | 0.709 | CYP2C9 inhibitor | 0.108 |
| CYP2C9 substrate | 0.034 | CYP2D6 inhibitor | 0.003 |
| CYP2D6 substrate | 0.125 | CYP2E1 substrate | 0.151 |
| CYP3A4 inhibitor | 0.017 | CYP3A4 substrate | 0.028 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.978 | CL | 18.241 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.026 | Hepatotoxicity | 0.746 |
| Mutagenicity | 0.804 | Rat Oral Acute Toxicity | 0.493 |
| FDAMDD | 0.388 | Skin Sensitization | 0.995 |
| Carcinogenicity | 0.828 | Eye Corrosion | 0.648 |
| Eye Irritation | 0.919 | Respiratory Toxicity | 0.752 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.837 | IGC50 | 4.687 |
| LC50FM | 5.622 | LC50DM | 4.379 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.198 | NR-AR-LBD | 0.506 |
| NR-AhR | 0.811 | NR-Aromatase | 0.065 |
| NR-ER | 0.636 | NR-ER-LBD | 0.661 |
| NR-PPAR-gamma | 0.819 | SR-ARE | 0.676 |
| SR-ATAD5 | 0.68 | SR-HSE | 0.867 |
| SR-MMP | 0.496 | SR-p53 | 0.246 |
Similar covalent drugs
No similar covalent drugs found for this compound.