Compound information
- Natural Products
- NACP36826
- Molecular Formula
- C18H30O4
- Molecular Weight
- 310.21440944 g/mol
- Structure
-
- IUPAC Name
- 14-hydroxy-9-oxo-octadeca-10,12-dienoic acid
- InChI
- InChI=1S/C18H30O4/c1-2-3-11-16(19)13-9-10-14-17(20)12-7-5-4-6-8-15-18(21)22/h9-10,13-14,16,19H,2-8,11-12,15H2,1H3,(H,21,22)
- InChI Key
- GDCBVHSUEZTUIW-UHFFFAOYSA-N
- SMILES
- O=C(O)CCCCCCCC(=O)C=CC=CC(O)CCCC
- CAS
- 1012326-76-9
- SuperClass
- Lipids and lipid-like molecules
- Class
- Fatty Acyls
- SubClass
- Lineolic acids and derivatives
- Source
- CNP0220076
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 | 3.576 |
| LogS | -3.196 | LogD | 2.272 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.988 | Pgp substrate | 0.028 |
| HIA | 0.956 | F20 % | 0.985 |
| F30 % | 0.004 | Caco-2 | -5.075 |
| MDCK | -4.696 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.978 | PPB | 77.25 |
| VD | 0.402 | Fu | 1.223 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.437 | CYP1A2 substrate | 0.294 |
| CYP2A6 substrate | 0.364 | CYP2B6 substrate | 0.502 |
| CYP2C19 inhibitor | 0.033 | CYP2C19 substrate | 0.285 |
| CYP2C8 substrate | 0.486 | CYP2C9 inhibitor | 0.165 |
| CYP2C9 substrate | 0.018 | CYP2D6 inhibitor | 0.209 |
| CYP2D6 substrate | 0.096 | CYP2E1 substrate | 0.182 |
| CYP3A4 inhibitor | 0.053 | CYP3A4 substrate | 0.016 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.852 | CL | 4.831 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.416 | Hepatotoxicity | 0.755 |
| Mutagenicity | 0.001 | Rat Oral Acute Toxicity | 0.039 |
| FDAMDD | 0.674 | Skin Sensitization | 0.996 |
| Carcinogenicity | 0.524 | Eye Corrosion | 0.001 |
| Eye Irritation | 0.843 | Respiratory Toxicity | 0.31 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.589 | IGC50 | 3.669 |
| LC50FM | 4.949 | LC50DM | 5.559 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.206 | NR-AR-LBD | 0.371 |
| NR-AhR | 0.003 | NR-Aromatase | 0.324 |
| NR-ER | 0.207 | NR-ER-LBD | 0.371 |
| NR-PPAR-gamma | 0.906 | SR-ARE | 0.923 |
| SR-ATAD5 | 0.383 | SR-HSE | 0.739 |
| SR-MMP | 0.031 | SR-p53 | 0.69 |
Similar covalent drugs
No similar covalent drugs found for this compound.