Compound information
- Natural Products
- NACP81963
- Molecular Formula
- C20H30O4
- Molecular Weight
- 334.21440944 g/mol
- Structure
-
- IUPAC Name
- 12-hydroxy-5-oxo-icosa-6,8,10,14-tetraenoic acid
- InChI
- InChI=1S/C20H30O4/c1-2-3-4-5-6-9-13-18(21)14-10-7-8-11-15-19(22)16-12-17-20(23)24/h6-11,14-15,18,21H,2-5,12-13,16-17H2,1H3,(H,23,24)
- InChI Key
- MLZJFLKEKVDNAZ-UHFFFAOYSA-N
- SMILES
- O=C(O)CCCC(=O)C=CC=CC=CC(O)CC=CCCCCC
- CAS
- SuperClass
- Lipids and lipid-like molecules
- Class
- Fatty Acyls
- SubClass
- Eicosanoids
- Source
- CNP0083823
Warheads
- Michael Acceptor
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 24 | Ring Count | 0 |
| Heteroatom Count | 4 | Rotatable Bond Count | 14 |
| Hydrogen Bond Acceptor Count | 3 | Hydrogen Bond Donor Count | 2 |
| Topological Polar Surface Area | 74.6 Å2 | LogP | 4.127 |
| LogS | -3.252 | LogD | 2.322 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.989 | Pgp substrate | 0.06 |
| HIA | 0.887 | F20 % | 0.991 |
| F30 % | 0.021 | Caco-2 | -5.043 |
| MDCK | -4.68 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.977 | PPB | 76.209 |
| VD | 0.583 | Fu | 0.774 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.231 | CYP1A2 substrate | 0.323 |
| CYP2A6 substrate | 0.322 | CYP2B6 substrate | 0.425 |
| CYP2C19 inhibitor | 0.068 | CYP2C19 substrate | 0.333 |
| CYP2C8 substrate | 0.562 | CYP2C9 inhibitor | 0.632 |
| CYP2C9 substrate | 0.029 | CYP2D6 inhibitor | 0.099 |
| CYP2D6 substrate | 0.143 | CYP2E1 substrate | 0.223 |
| CYP3A4 inhibitor | 0.058 | CYP3A4 substrate | 0.02 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.815 | CL | 5.054 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.585 | Hepatotoxicity | 0.723 |
| Mutagenicity | 0.002 | Rat Oral Acute Toxicity | 0.104 |
| FDAMDD | 0.903 | Skin Sensitization | 0.986 |
| Carcinogenicity | 0.842 | Eye Corrosion | 0.002 |
| Eye Irritation | 0.876 | Respiratory Toxicity | 0.774 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.755 | IGC50 | 4.009 |
| LC50FM | 5.724 | LC50DM | 5.929 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.209 | NR-AR-LBD | 0.769 |
| NR-AhR | 0.003 | NR-Aromatase | 0.276 |
| NR-ER | 0.178 | NR-ER-LBD | 0.416 |
| NR-PPAR-gamma | 0.943 | SR-ARE | 0.968 |
| SR-ATAD5 | 0.533 | SR-HSE | 0.917 |
| SR-MMP | 0.039 | SR-p53 | 0.875 |
Similar covalent inhibitors
Similar covalent drugs
No similar covalent drugs found for this compound.