Compound information
- Natural Products
- NACP67991
- Molecular Formula
- C20H30O5
- Molecular Weight
- 350.20932406 g/mol
- Structure
-
- IUPAC Name
- 5,6-dihydroxy-15-oxo-icosa-7,9,11,13-tetraenoic acid
- InChI
- InChI=1S/C20H30O5/c1-2-3-8-12-17(21)13-9-6-4-5-7-10-14-18(22)19(23)15-11-16-20(24)25/h4-7,9-10,13-14,18-19,22-23H,2-3,8,11-12,15-16H2,1H3,(H,24,25)
- InChI Key
- KMQGFEBCBYXSPZ-UHFFFAOYSA-N
- SMILES
- O=C(O)CCCC(O)C(O)C=CC=CC=CC=CC(=O)CCCCC
- CAS
- SuperClass
- Lipids and lipid-like molecules
- Class
- Fatty Acyls
- SubClass
- Eicosanoids
- Source
- CNP0001665
Warheads
- Michael Acceptor
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 25 | Ring Count | 0 |
| Heteroatom Count | 5 | Rotatable Bond Count | 14 |
| Hydrogen Bond Acceptor Count | 4 | Hydrogen Bond Donor Count | 3 |
| Topological Polar Surface Area | 94.83 Å2 | LogP | 2.766 |
| LogS | -2.991 | LogD | 1.433 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.988 | Pgp substrate | 0.682 |
| HIA | 0.936 | F20 % | 0.991 |
| F30 % | 0.017 | Caco-2 | -5.203 |
| MDCK | -5.363 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.955 | PPB | 69.522 |
| VD | 0.578 | Fu | 0.683 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.243 | CYP1A2 substrate | 0.333 |
| CYP2A6 substrate | 0.392 | CYP2B6 substrate | 0.42 |
| CYP2C19 inhibitor | 0.121 | CYP2C19 substrate | 0.468 |
| CYP2C8 substrate | 0.589 | CYP2C9 inhibitor | 0.537 |
| CYP2C9 substrate | 0.042 | CYP2D6 inhibitor | 0.069 |
| CYP2D6 substrate | 0.172 | CYP2E1 substrate | 0.292 |
| CYP3A4 inhibitor | 0.018 | CYP3A4 substrate | 0.033 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.678 | CL | 2.091 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.381 | Hepatotoxicity | 0.392 |
| Mutagenicity | 0.001 | Rat Oral Acute Toxicity | 0.221 |
| FDAMDD | 0.956 | Skin Sensitization | 0.968 |
| Carcinogenicity | 0.843 | Eye Corrosion | 0.001 |
| Eye Irritation | 0.677 | Respiratory Toxicity | 0.675 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.829 | IGC50 | 4.248 |
| LC50FM | 6.048 | LC50DM | 6.131 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.162 | NR-AR-LBD | 0.893 |
| NR-AhR | 0.002 | NR-Aromatase | 0.579 |
| NR-ER | 0.149 | NR-ER-LBD | 0.532 |
| NR-PPAR-gamma | 0.971 | SR-ARE | 0.98 |
| SR-ATAD5 | 0.617 | SR-HSE | 0.95 |
| SR-MMP | 0.04 | SR-p53 | 0.953 |
Similar covalent drugs
No similar covalent drugs found for this compound.