Compound information
- Natural Products
- NACP106337
- Molecular Formula
- C8H8O4
- Molecular Weight
- 168.042258736 g/mol
- Structure
-
- IUPAC Name
- 2-(hydroxymethyl)-6-methoxy-1,4-benzoquinone
- InChI
- InChI=1S/C8H8O4/c1-12-7-3-6(10)2-5(4-9)8(7)11/h2-3,9H,4H2,1H3
- InChI Key
- PXEBZHWTQGYVCO-UHFFFAOYSA-N
- SMILES
- O=C1C=C(OC)C(=O)C(=C1)CO
- CAS
- 50827-57-1
- SuperClass
- Organic oxygen compounds
- Class
- Organooxygen compounds
- SubClass
- Carbonyl compounds
- Source
- CNP0360843
Warheads
- Michael Acceptor
-
- Michael Acceptor
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 12 | Ring Count | 1 |
| Heteroatom Count | 4 | Rotatable Bond Count | 2 |
| Hydrogen Bond Acceptor Count | 4 | Hydrogen Bond Donor Count | 1 |
| Topological Polar Surface Area | 63.6 Å2 | LogP | -0.388 |
| LogS | -0.74 | LogD | 0.181 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.018 | Pgp substrate | 0.002 |
| HIA | 0.958 | F20 % | 0.01 |
| F30 % | 0.001 | Caco-2 | -4.769 |
| MDCK | -4.431 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.997 | PPB | 67.316 |
| VD | 0.775 | Fu | 0.357 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.994 | CYP1A2 substrate | 0.406 |
| CYP2A6 substrate | 0.312 | CYP2B6 substrate | 0.4 |
| CYP2C19 inhibitor | 0.396 | CYP2C19 substrate | 0.393 |
| CYP2C8 substrate | 0.549 | CYP2C9 inhibitor | 0.06 |
| CYP2C9 substrate | 0.027 | CYP2D6 inhibitor | 0.38 |
| CYP2D6 substrate | 0.046 | CYP2E1 substrate | 0.218 |
| CYP3A4 inhibitor | 0.29 | CYP3A4 substrate | 0.027 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.919 | CL | 6.945 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.012 | Hepatotoxicity | 0.657 |
| Mutagenicity | 0.457 | Rat Oral Acute Toxicity | 0.91 |
| FDAMDD | 0.731 | Skin Sensitization | 0.999 |
| Carcinogenicity | 0.709 | Eye Corrosion | 0.974 |
| Eye Irritation | 0.967 | Respiratory Toxicity | 0.946 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.608 | IGC50 | 2.565 |
| LC50FM | 4.915 | LC50DM | 5.01 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.135 | NR-AR-LBD | 0.375 |
| NR-AhR | 0.005 | NR-Aromatase | 0.149 |
| NR-ER | 0.214 | NR-ER-LBD | 0.35 |
| NR-PPAR-gamma | 0.755 | SR-ARE | 0.796 |
| SR-ATAD5 | 0.532 | SR-HSE | 0.189 |
| SR-MMP | 0.035 | SR-p53 | 0.659 |
Similar covalent drugs
No similar covalent drugs found for this compound.