Compound information
- Natural Products
- NACP70712
- Molecular Formula
- C18H28O3
- Molecular Weight
- 292.203844756 g/mol
- Structure
-
- IUPAC Name
- 12-oxooctadeca-9,13,15-trienoic acid
- InChI
- InChI=1S/C18H28O3/c1-2-3-4-11-14-17(19)15-12-9-7-5-6-8-10-13-16-18(20)21/h3-4,9,11-12,14H,2,5-8,10,13,15-16H2,1H3,(H,20,21)
- InChI Key
- KWTFJBXQTYIPIU-UHFFFAOYSA-N
- SMILES
- O=C(O)CCCCCCCC=CCC(=O)C=CC=CCC
- CAS
- 94451-45-3
- SuperClass
- Lipids and lipid-like molecules
- Class
- Fatty Acyls
- SubClass
- Lineolic acids and derivatives
- Source
- CNP0222355
Warheads
- Michael Acceptor
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 21 | Ring Count | 0 |
| Heteroatom Count | 3 | Rotatable Bond Count | 13 |
| Hydrogen Bond Acceptor Count | 2 | Hydrogen Bond Donor Count | 1 |
| Topological Polar Surface Area | 54.37 Å2 | LogP | 5.0 |
| LogS | -4.244 | LogD | 3.146 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.524 | Pgp substrate | 0.001 |
| HIA | 0.974 | F20 % | 0.99 |
| F30 % | 0.242 | Caco-2 | -4.807 |
| MDCK | -4.61 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.975 | PPB | 68.457 |
| VD | 0.512 | Fu | 1.396 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.756 | CYP1A2 substrate | 0.323 |
| CYP2A6 substrate | 0.335 | CYP2B6 substrate | 0.438 |
| CYP2C19 inhibitor | 0.055 | CYP2C19 substrate | 0.315 |
| CYP2C8 substrate | 0.463 | CYP2C9 inhibitor | 0.502 |
| CYP2C9 substrate | 0.018 | CYP2D6 inhibitor | 0.104 |
| CYP2D6 substrate | 0.118 | CYP2E1 substrate | 0.234 |
| CYP3A4 inhibitor | 0.092 | CYP3A4 substrate | 0.02 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.877 | CL | 2.045 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.727 | Hepatotoxicity | 0.971 |
| Mutagenicity | 0.093 | Rat Oral Acute Toxicity | 0.016 |
| FDAMDD | 0.384 | Skin Sensitization | 0.992 |
| Carcinogenicity | 0.938 | Eye Corrosion | 0.971 |
| Eye Irritation | 0.957 | Respiratory Toxicity | 0.368 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.823 | IGC50 | 4.064 |
| LC50FM | 5.293 | LC50DM | 5.979 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.217 | NR-AR-LBD | 0.406 |
| NR-AhR | 0.005 | NR-Aromatase | 0.09 |
| NR-ER | 0.236 | NR-ER-LBD | 0.353 |
| NR-PPAR-gamma | 0.91 | SR-ARE | 0.925 |
| SR-ATAD5 | 0.398 | SR-HSE | 0.776 |
| SR-MMP | 0.036 | SR-p53 | 0.642 |
Similar covalent inhibitors
Similar covalent drugs
No similar covalent drugs found for this compound.