Compound information
- Natural Products
- NACP136832
- Molecular Formula
- C18H30O4
- Molecular Weight
- 310.21440944 g/mol
- Structure
-
- IUPAC Name
- 12-hydroxy-7-oxo-octadeca-8,10-dienoic acid
- InChI
- InChI=1S/C18H30O4/c1-2-3-4-6-11-16(19)13-9-10-14-17(20)12-7-5-8-15-18(21)22/h9-10,13-14,16,19H,2-8,11-12,15H2,1H3,(H,21,22)
- InChI Key
- UXYFUYRKYUHZOH-UHFFFAOYSA-N
- SMILES
- O=C(O)CCCCCC(=O)C=CC=CC(O)CCCCCC
- CAS
- SuperClass
- Lipids and lipid-like molecules
- Class
- Fatty Acyls
- SubClass
- Lineolic acids and derivatives
- Source
- CNP0150234
Warheads
- Michael Acceptor
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 22 | 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 | 3.571 |
| LogS | -3.18 | LogD | 2.269 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.983 | Pgp substrate | 0.031 |
| HIA | 0.952 | F20 % | 0.972 |
| F30 % | 0.003 | Caco-2 | -5.081 |
| MDCK | -4.701 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.967 | PPB | 77.861 |
| VD | 0.401 | Fu | 1.223 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.475 | CYP1A2 substrate | 0.294 |
| CYP2A6 substrate | 0.372 | CYP2B6 substrate | 0.498 |
| CYP2C19 inhibitor | 0.035 | CYP2C19 substrate | 0.284 |
| CYP2C8 substrate | 0.488 | CYP2C9 inhibitor | 0.192 |
| CYP2C9 substrate | 0.019 | CYP2D6 inhibitor | 0.238 |
| CYP2D6 substrate | 0.093 | CYP2E1 substrate | 0.176 |
| CYP3A4 inhibitor | 0.053 | CYP3A4 substrate | 0.017 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.849 | CL | 4.776 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.413 | Hepatotoxicity | 0.763 |
| Mutagenicity | 0.001 | Rat Oral Acute Toxicity | 0.04 |
| FDAMDD | 0.68 | Skin Sensitization | 0.997 |
| Carcinogenicity | 0.525 | Eye Corrosion | 0.001 |
| Eye Irritation | 0.841 | Respiratory Toxicity | 0.309 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.596 | IGC50 | 3.674 |
| LC50FM | 4.952 | LC50DM | 5.565 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.206 | NR-AR-LBD | 0.372 |
| NR-AhR | 0.003 | NR-Aromatase | 0.344 |
| NR-ER | 0.207 | NR-ER-LBD | 0.372 |
| NR-PPAR-gamma | 0.905 | SR-ARE | 0.924 |
| SR-ATAD5 | 0.384 | SR-HSE | 0.741 |
| SR-MMP | 0.031 | SR-p53 | 0.699 |
Similar covalent inhibitors
Similar covalent drugs
No similar covalent drugs found for this compound.