Compound information
- Natural Products
- NACP6577
- Molecular Formula
- C9H8O3
- Molecular Weight
- 164.047344116 g/mol
- Structure
-
- IUPAC Name
- 3-(3,4-dihydroxyphenyl)prop-2-enal
- InChI
- InChI=1S/C9H8O3/c10-5-1-2-7-3-4-8(11)9(12)6-7/h1-6,11-12H
- InChI Key
- AXMVYSVVTMKQSL-UHFFFAOYSA-N
- SMILES
- O=CC=CC1=CC=C(O)C(O)=C1
- CAS
- 68149-78-0
- SuperClass
- Phenylpropanoids and polyketides
- Class
- Cinnamaldehydes
- SubClass
- NaN
- Source
- CNP0169964
Warheads
- Aldehydic carbonyl
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 12 | Ring Count | 1 |
| Heteroatom Count | 3 | Rotatable Bond Count | 2 |
| Hydrogen Bond Acceptor Count | 3 | Hydrogen Bond Donor Count | 2 |
| Topological Polar Surface Area | 57.53 Å2 | LogP | 1.021 |
| LogS | -1.679 | LogD | 1.186 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.126 | Pgp substrate | 0.003 |
| HIA | 0.859 | F20 % | 0.671 |
| F30 % | 0.796 | Caco-2 | -4.863 |
| MDCK | -4.657 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.004 | PPB | 79.376 |
| VD | 0.86 | Fu | 0.739 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.291 | CYP1A2 substrate | 0.615 |
| CYP2A6 substrate | 0.774 | CYP2B6 substrate | 0.539 |
| CYP2C19 inhibitor | 0.044 | CYP2C19 substrate | 0.472 |
| CYP2C8 substrate | 0.654 | CYP2C9 inhibitor | 0.142 |
| CYP2C9 substrate | 0.049 | CYP2D6 inhibitor | 0.021 |
| CYP2D6 substrate | 0.233 | CYP2E1 substrate | 0.638 |
| CYP3A4 inhibitor | 0.126 | CYP3A4 substrate | 0.058 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.947 | CL | 18.1 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.012 | Hepatotoxicity | 0.135 |
| Mutagenicity | 0.912 | Rat Oral Acute Toxicity | 0.8 |
| FDAMDD | 0.368 | Skin Sensitization | 0.993 |
| Carcinogenicity | 0.916 | Eye Corrosion | 0.622 |
| Eye Irritation | 0.957 | Respiratory Toxicity | 0.974 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 1.15 | IGC50 | 4.76 |
| LC50FM | 5.554 | LC50DM | 5.449 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.184 | NR-AR-LBD | 0.464 |
| NR-AhR | 0.239 | NR-Aromatase | 0.076 |
| NR-ER | 0.662 | NR-ER-LBD | 0.715 |
| NR-PPAR-gamma | 0.835 | SR-ARE | 0.879 |
| SR-ATAD5 | 0.715 | SR-HSE | 0.786 |
| SR-MMP | 0.671 | SR-p53 | 0.674 |
Similar covalent drugs
No similar covalent drugs found for this compound.