Compound information
- Natural Products
- NACP10757
- Molecular Formula
- C20H20O8
- Molecular Weight
- 388.1158176 g/mol
- Structure
-
- IUPAC Name
- [3-(3,4-dihydroxyphenyl)-3-methoxy-2-oxo-propyl] 3-(4-hydroxy-3-methoxy-phenyl)prop-2-enoate
- InChI
- InChI=1S/C20H20O8/c1-26-18-9-12(3-6-15(18)22)4-8-19(25)28-11-17(24)20(27-2)13-5-7-14(21)16(23)10-13/h3-10,20-23H,11H2,1-2H3
- InChI Key
- BMUMFENOGAOBAV-UHFFFAOYSA-N
- SMILES
- O=C(OCC(=O)C(OC)C1=CC=C(O)C(O)=C1)C=CC2=CC=C(O)C(OC)=C2
- CAS
- 488804-02-0
- SuperClass
- Phenylpropanoids and polyketides
- Class
- Cinnamic acids and derivatives
- SubClass
- Hydroxycinnamic acids and derivatives
- Source
- CNP0272319
Warheads
- Carbonyl
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 28 | Ring Count | 2 |
| Heteroatom Count | 8 | Rotatable Bond Count | 8 |
| Hydrogen Bond Acceptor Count | 8 | Hydrogen Bond Donor Count | 3 |
| Topological Polar Surface Area | 122.52 Å2 | LogP | 2.092 |
| LogS | -3.319 | LogD | 2.315 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.551 | Pgp substrate | 0.003 |
| HIA | 0.66 | F20 % | 0.933 |
| F30 % | 0.554 | Caco-2 | -5.922 |
| MDCK | -5.256 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.0 | PPB | 77.956 |
| VD | 1.245 | Fu | 1.089 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.008 | CYP1A2 substrate | 0.658 |
| CYP2A6 substrate | 0.609 | CYP2B6 substrate | 0.665 |
| CYP2C19 inhibitor | 0.787 | CYP2C19 substrate | 0.769 |
| CYP2C8 substrate | 0.768 | CYP2C9 inhibitor | 0.785 |
| CYP2C9 substrate | 0.972 | CYP2D6 inhibitor | 0.016 |
| CYP2D6 substrate | 0.544 | CYP2E1 substrate | 0.179 |
| CYP3A4 inhibitor | 0.353 | CYP3A4 substrate | 0.151 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.983 | CL | 17.162 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.361 | Hepatotoxicity | 0.008 |
| Mutagenicity | 0.013 | Rat Oral Acute Toxicity | 0.227 |
| FDAMDD | 0.715 | Skin Sensitization | 0.996 |
| Carcinogenicity | 0.239 | Eye Corrosion | 0.0 |
| Eye Irritation | 0.125 | Respiratory Toxicity | 0.136 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 1.201 | IGC50 | 4.976 |
| LC50FM | 6.473 | LC50DM | 5.013 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.264 | NR-AR-LBD | 0.916 |
| NR-AhR | 0.758 | NR-Aromatase | 0.786 |
| NR-ER | 0.863 | NR-ER-LBD | 0.865 |
| NR-PPAR-gamma | 0.944 | SR-ARE | 0.821 |
| SR-ATAD5 | 0.899 | SR-HSE | 0.948 |
| SR-MMP | 0.958 | SR-p53 | 0.805 |
Similar covalent drugs
No similar covalent drugs found for this compound.