Compound information
- Natural Products
- NACP79797
- Molecular Formula
- C18H30O3
- Molecular Weight
- 294.21949482 g/mol
- Structure
-
- IUPAC Name
- 9-oxooctadeca-2,4-dienoic acid
- InChI
- InChI=1S/C18H30O3/c1-2-3-4-5-6-8-11-14-17(19)15-12-9-7-10-13-16-18(20)21/h7,10,13,16H,2-6,8-9,11-12,14-15H2,1H3,(H,20,21)
- InChI Key
- MECYDNMVWUSMSU-UHFFFAOYSA-N
- SMILES
- O=C(O)C=CC=CCCCC(=O)CCCCCCCCC
- CAS
- SuperClass
- Lipids and lipid-like molecules
- Class
- Fatty Acyls
- SubClass
- Lineolic acids and derivatives
- Source
- CNP0087376
Warheads
- Acrylate
-
- Carbonyl
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 21 | Ring Count | 0 |
| Heteroatom Count | 3 | Rotatable Bond Count | 14 |
| Hydrogen Bond Acceptor Count | 2 | Hydrogen Bond Donor Count | 1 |
| Topological Polar Surface Area | 54.37 Å2 | LogP | 5.194 |
| LogS | -4.839 | LogD | 3.416 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.706 | Pgp substrate | 0.003 |
| HIA | 0.958 | F20 % | 0.664 |
| F30 % | 0.019 | Caco-2 | -4.431 |
| MDCK | -4.481 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.998 | PPB | 36.576 |
| VD | 0.744 | Fu | 1.709 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.363 | CYP1A2 substrate | 0.277 |
| CYP2A6 substrate | 0.263 | CYP2B6 substrate | 0.454 |
| CYP2C19 inhibitor | 0.096 | CYP2C19 substrate | 0.384 |
| CYP2C8 substrate | 0.481 | CYP2C9 inhibitor | 0.231 |
| CYP2C9 substrate | 0.025 | CYP2D6 inhibitor | 0.463 |
| CYP2D6 substrate | 0.13 | CYP2E1 substrate | 0.178 |
| CYP3A4 inhibitor | 0.024 | CYP3A4 substrate | 0.015 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.593 | CL | 1.689 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.295 | Hepatotoxicity | 0.408 |
| Mutagenicity | 0.0 | Rat Oral Acute Toxicity | 0.004 |
| FDAMDD | 0.634 | Skin Sensitization | 0.989 |
| Carcinogenicity | 0.082 | Eye Corrosion | 0.011 |
| Eye Irritation | 0.932 | Respiratory Toxicity | 0.421 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.293 | IGC50 | 4.92 |
| LC50FM | 5.145 | LC50DM | 5.292 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.178 | NR-AR-LBD | 0.362 |
| NR-AhR | 0.004 | NR-Aromatase | 0.068 |
| NR-ER | 0.347 | NR-ER-LBD | 0.332 |
| NR-PPAR-gamma | 0.876 | SR-ARE | 0.779 |
| SR-ATAD5 | 0.302 | SR-HSE | 0.574 |
| SR-MMP | 0.145 | SR-p53 | 0.168 |
Similar covalent drugs
No similar covalent drugs found for this compound.