Compound information
- Natural Products
- NACP172213
- Molecular Formula
- C20H20O6
- Molecular Weight
- 356.12598836 g/mol
- Structure
-
- IUPAC Name
- 7-hydroxy-7-(4-hydroxy-3-methoxy-phenyl)-1-(4-hydroxyphenyl)hept-1-ene-3,5-dione
- InChI
- InChI=1S/C20H20O6/c1-26-20-10-14(5-9-18(20)24)19(25)12-17(23)11-16(22)8-4-13-2-6-15(21)7-3-13/h2-10,19,21,24-25H,11-12H2,1H3
- InChI Key
- ZWPXZJKGJZKBPV-UHFFFAOYSA-N
- SMILES
- O=C(C=CC1=CC=C(O)C=C1)CC(=O)CC(O)C2=CC=C(O)C(OC)=C2
- CAS
- SuperClass
- Phenylpropanoids and polyketides
- Class
- Diarylheptanoids
- SubClass
- Linear diarylheptanoids
- Source
- CNP0024249
Warheads
- Carbonyl
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 26 | Ring Count | 2 |
| Heteroatom Count | 6 | Rotatable Bond Count | 8 |
| Hydrogen Bond Acceptor Count | 6 | Hydrogen Bond Donor Count | 3 |
| Topological Polar Surface Area | 104.06 Å2 | LogP | 1.725 |
| LogS | -3.546 | LogD | 1.881 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.995 | Pgp substrate | 0.424 |
| HIA | 0.952 | F20 % | 0.903 |
| F30 % | 0.006 | Caco-2 | -5.161 |
| MDCK | -5.546 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.002 | PPB | 35.064 |
| VD | 1.102 | Fu | 0.648 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.01 | CYP1A2 substrate | 0.465 |
| CYP2A6 substrate | 0.404 | CYP2B6 substrate | 0.548 |
| CYP2C19 inhibitor | 0.188 | CYP2C19 substrate | 0.773 |
| CYP2C8 substrate | 0.802 | CYP2C9 inhibitor | 0.583 |
| CYP2C9 substrate | 0.013 | CYP2D6 inhibitor | 0.017 |
| CYP2D6 substrate | 0.387 | CYP2E1 substrate | 0.118 |
| CYP3A4 inhibitor | 0.076 | CYP3A4 substrate | 0.085 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.975 | CL | 16.732 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.055 | Hepatotoxicity | 0.021 |
| Mutagenicity | 0.007 | Rat Oral Acute Toxicity | 0.329 |
| FDAMDD | 0.668 | Skin Sensitization | 0.986 |
| Carcinogenicity | 0.477 | Eye Corrosion | 0.001 |
| Eye Irritation | 0.414 | Respiratory Toxicity | 0.335 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.893 | IGC50 | 5.403 |
| LC50FM | 5.514 | LC50DM | 4.078 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.385 | NR-AR-LBD | 0.866 |
| NR-AhR | 0.451 | NR-Aromatase | 0.294 |
| NR-ER | 0.883 | NR-ER-LBD | 0.818 |
| NR-PPAR-gamma | 0.901 | SR-ARE | 0.183 |
| SR-ATAD5 | 0.8 | SR-HSE | 0.813 |
| SR-MMP | 0.895 | SR-p53 | 0.698 |
Similar covalent drugs
No similar covalent drugs found for this compound.