Compound information
- Natural Products
- NACP124067
- Molecular Formula
- C20H30O4
- Molecular Weight
- 334.21440944 g/mol
- Structure
-
- IUPAC Name
- 5-hydroxy-12-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/h6-11,14-15,19,22H,2-5,12-13,16-17H2,1H3,(H,23,24)
- InChI Key
- SJVWVCVZWMJXOK-UHFFFAOYSA-N
- SMILES
- O=C(O)CCCC(O)C=CC=CC=CC(=O)CC=CCCCCC
- CAS
- 136696-10-1
- SuperClass
- Lipids and lipid-like molecules
- Class
- Fatty Acyls
- SubClass
- Eicosanoids
- Source
- CNP0073974
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 | 4.101 |
| LogS | -3.394 | LogD | 2.318 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.992 | Pgp substrate | 0.008 |
| HIA | 0.964 | F20 % | 0.989 |
| F30 % | 0.042 | Caco-2 | -5.036 |
| MDCK | -4.706 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.984 | PPB | 76.545 |
| VD | 0.597 | Fu | 0.896 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.283 | CYP1A2 substrate | 0.315 |
| CYP2A6 substrate | 0.307 | CYP2B6 substrate | 0.403 |
| CYP2C19 inhibitor | 0.068 | CYP2C19 substrate | 0.342 |
| CYP2C8 substrate | 0.518 | CYP2C9 inhibitor | 0.549 |
| CYP2C9 substrate | 0.02 | CYP2D6 inhibitor | 0.057 |
| CYP2D6 substrate | 0.136 | CYP2E1 substrate | 0.231 |
| CYP3A4 inhibitor | 0.049 | CYP3A4 substrate | 0.018 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.853 | CL | 4.96 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.684 | Hepatotoxicity | 0.802 |
| Mutagenicity | 0.024 | Rat Oral Acute Toxicity | 0.156 |
| FDAMDD | 0.9 | Skin Sensitization | 0.969 |
| Carcinogenicity | 0.926 | Eye Corrosion | 0.006 |
| Eye Irritation | 0.892 | Respiratory Toxicity | 0.833 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.809 | IGC50 | 4.23 |
| LC50FM | 5.701 | LC50DM | 6.012 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.218 | NR-AR-LBD | 0.769 |
| NR-AhR | 0.003 | NR-Aromatase | 0.388 |
| NR-ER | 0.184 | NR-ER-LBD | 0.411 |
| NR-PPAR-gamma | 0.943 | SR-ARE | 0.967 |
| SR-ATAD5 | 0.549 | SR-HSE | 0.918 |
| SR-MMP | 0.042 | SR-p53 | 0.873 |
Similar covalent inhibitors
Similar covalent drugs
No similar covalent drugs found for this compound.