Compound information
- Natural Products
- ZC39255
- Molecular Formula
- C15H18O8
- Molecular Weight
- 326.100167536 g/mol
- Structure
-
- IUPAC Name
- [(2R,3R,4S)-2,3,4-trihydroxy-5-oxo-pentyl] (E)-3-(4-hydroxy-3-methoxy-phenyl)prop-2-enoate
- InChI
- InChI=1S/C15H18O8/c1-22-13-6-9(2-4-10(13)17)3-5-14(20)23-8-12(19)15(21)11(18)7-16/h2-7,11-12,15,17-19,21H,8H2,1H3/b5-3+/t11-,12-,15+/m1/s1
- InChI Key
- DIDHICFPPOWXNV-GEOZWBPWSA-N
- SMILES
- COc1cc(/C=C/C(=O)OC[C@@H](O)[C@@H](O)[C@H](O)C=O)ccc1O
- Source
- ZINC000096341696
Warheads
- Aldehydic carbonyl
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 23 | Ring Count | 1 |
| Heteroatom Count | 8 | Rotatable Bond Count | 8 |
| Hydrogen Bond Acceptor Count | 8 | Hydrogen Bond Donor Count | 4 |
| Topological Polar Surface Area | 133.52 Å2 | LogP | 0.024 |
| LogS | -2.106 | LogD | -0.743 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.001 | Pgp substrate | 0.077 |
| HIA | 0.957 | F20 % | 0.992 |
| F30 % | 0.395 | Caco-2 | -4.983 |
| MDCK | -5.772 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.007 | PPB | 73.638 |
| VD | 0.894 | Fu | 0.445 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.365 | CYP1A2 substrate | 0.485 |
| CYP2A6 substrate | 0.526 | CYP2B6 substrate | 0.477 |
| CYP2C19 inhibitor | 0.024 | CYP2C19 substrate | 0.637 |
| CYP2C8 substrate | 0.641 | CYP2C9 inhibitor | 0.022 |
| CYP2C9 substrate | 1.0 | CYP2D6 inhibitor | 0.028 |
| CYP2D6 substrate | 0.893 | CYP2E1 substrate | 0.337 |
| CYP3A4 inhibitor | 0.029 | CYP3A4 substrate | 0.568 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.911 | CL | 7.63 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.003 | Hepatotoxicity | 0.626 |
| Mutagenicity | 0.006 | Rat Oral Acute Toxicity | 0.002 |
| FDAMDD | 0.219 | Skin Sensitization | 0.042 |
| Carcinogenicity | 0.008 | Eye Corrosion | 0.003 |
| Eye Irritation | 0.649 | Respiratory Toxicity | 0.021 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.537 | IGC50 | 3.584 |
| LC50FM | 3.723 | LC50DM | 4.538 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.447 | NR-AR-LBD | 0.536 |
| NR-AhR | 0.003 | NR-Aromatase | 0.188 |
| NR-ER | 0.67 | NR-ER-LBD | 0.469 |
| NR-PPAR-gamma | 0.801 | SR-ARE | 0.211 |
| SR-ATAD5 | 0.791 | SR-HSE | 0.12 |
| SR-MMP | 0.119 | SR-p53 | 0.681 |
Similar covalent drugs
No similar covalent drugs found for this compound.