Compound information
- Natural Products
- NACP57787
- Molecular Formula
- C20H32O3
- Molecular Weight
- 320.235144884 g/mol
- Structure
-
- IUPAC Name
- 13-(3-pentyloxiran-2-yl)trideca-5,8,11-trienoic acid
- InChI
- InChI=1S/C20H32O3/c1-2-3-12-15-18-19(23-18)16-13-10-8-6-4-5-7-9-11-14-17-20(21)22/h4,6-7,9-10,13,18-19H,2-3,5,8,11-12,14-17H2,1H3,(H,21,22)
- InChI Key
- JBSCUHKPLGKXKH-UHFFFAOYSA-N
- SMILES
- O=C(O)CCCC=CCC=CCC=CCC1OC1CCCCC
- CAS
- 197508-62-6
- SuperClass
- Lipids and lipid-like molecules
- Class
- Fatty Acyls
- SubClass
- Fatty acids and conjugates
- Source
- CNP0346775
Warheads
- Epoxide
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 23 | Ring Count | 1 |
| Heteroatom Count | 3 | Rotatable Bond Count | 14 |
| Hydrogen Bond Acceptor Count | 2 | Hydrogen Bond Donor Count | 1 |
| Topological Polar Surface Area | 49.83 Å2 | LogP | 5.992 |
| LogS | -5.954 | LogD | 4.016 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.996 | Pgp substrate | 0.0 |
| HIA | 0.948 | F20 % | 0.988 |
| F30 % | 0.848 | Caco-2 | -4.625 |
| MDCK | -4.676 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.181 | PPB | 97.304 |
| VD | 1.065 | Fu | 1.669 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.013 | CYP1A2 substrate | 0.288 |
| CYP2A6 substrate | 0.337 | CYP2B6 substrate | 0.405 |
| CYP2C19 inhibitor | 0.017 | CYP2C19 substrate | 0.209 |
| CYP2C8 substrate | 0.488 | CYP2C9 inhibitor | 0.435 |
| CYP2C9 substrate | 0.158 | CYP2D6 inhibitor | 0.038 |
| CYP2D6 substrate | 0.161 | CYP2E1 substrate | 0.35 |
| CYP3A4 inhibitor | 0.173 | CYP3A4 substrate | 0.016 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.841 | CL | 6.245 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.904 | Hepatotoxicity | 0.099 |
| Mutagenicity | 0.038 | Rat Oral Acute Toxicity | 0.017 |
| FDAMDD | 0.169 | Skin Sensitization | 0.994 |
| Carcinogenicity | 0.531 | Eye Corrosion | 0.964 |
| Eye Irritation | 0.913 | Respiratory Toxicity | 0.11 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 1.667 | IGC50 | 3.814 |
| LC50FM | 5.085 | LC50DM | 6.119 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.33 | NR-AR-LBD | 0.196 |
| NR-AhR | 0.006 | NR-Aromatase | 0.06 |
| NR-ER | 0.324 | NR-ER-LBD | 0.449 |
| NR-PPAR-gamma | 0.77 | SR-ARE | 0.054 |
| SR-ATAD5 | 0.298 | SR-HSE | 0.363 |
| SR-MMP | 0.665 | SR-p53 | 0.516 |
Similar covalent drugs
No similar covalent drugs found for this compound.