Compound information
- Natural Products
- NACP100522
- Molecular Formula
- C20H26O4
- Molecular Weight
- 330.183109312 g/mol
- Structure
-
- IUPAC Name
- 10-hydroxy-13-isopropyl-9,12-dimethyl-4-methylene-7-oxapentacyclo[7.6.0.01,12.03,8.06,8]pentadecane-5,11-dione
- InChI
- InChI=1S/C20H26O4/c1-9(2)11-6-7-19-8-12-10(3)13(21)16-20(12,24-16)18(19,5)15(23)14(22)17(11,19)4/h9,11-12,15-16,23H,3,6-8H2,1-2,4-5H3
- InChI Key
- PBZBBNIYZKWVGM-UHFFFAOYSA-N
- SMILES
- O=C1C(=C)C2CC34CCC(C(C)C)C4(C(=O)C(O)C3(C)C52OC15)C
- CAS
- 97294-61-6
- SuperClass
- Lipids and lipid-like molecules
- Class
- Prenol lipids
- SubClass
- Sesquiterpenoids
- Source
- CNP0107909
Warheads
- Michael Acceptor
-
- Epoxide
-
- Carbonyl
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 24 | Ring Count | 5 |
| Heteroatom Count | 4 | Rotatable Bond Count | 1 |
| Hydrogen Bond Acceptor Count | 4 | Hydrogen Bond Donor Count | 1 |
| Topological Polar Surface Area | 66.9 Å2 | LogP | 1.716 |
| LogS | -3.929 | LogD | 2.053 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.999 | Pgp substrate | 0.037 |
| HIA | 0.963 | F20 % | 0.973 |
| F30 % | 0.945 | Caco-2 | -4.804 |
| MDCK | -4.844 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.998 | PPB | 48.836 |
| VD | 1.303 | Fu | 0.483 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.005 | CYP1A2 substrate | 0.266 |
| CYP2A6 substrate | 0.334 | CYP2B6 substrate | 0.327 |
| CYP2C19 inhibitor | 0.182 | CYP2C19 substrate | 0.612 |
| CYP2C8 substrate | 0.419 | CYP2C9 inhibitor | 0.042 |
| CYP2C9 substrate | 0.069 | CYP2D6 inhibitor | 0.012 |
| CYP2D6 substrate | 0.108 | CYP2E1 substrate | 0.181 |
| CYP3A4 inhibitor | 0.527 | CYP3A4 substrate | 1.0 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.142 | CL | 12.353 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.922 | Hepatotoxicity | 0.069 |
| Mutagenicity | 0.0 | Rat Oral Acute Toxicity | 0.991 |
| FDAMDD | 1.0 | Skin Sensitization | 0.001 |
| Carcinogenicity | 0.021 | Eye Corrosion | 0.001 |
| Eye Irritation | 0.222 | Respiratory Toxicity | 0.522 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 1.098 | IGC50 | 4.214 |
| LC50FM | 6.434 | LC50DM | 5.603 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.368 | NR-AR-LBD | 0.427 |
| NR-AhR | 0.014 | NR-Aromatase | 0.825 |
| NR-ER | 0.385 | NR-ER-LBD | 0.756 |
| NR-PPAR-gamma | 0.681 | SR-ARE | 0.717 |
| SR-ATAD5 | 0.49 | SR-HSE | 0.889 |
| SR-MMP | 0.896 | SR-p53 | 0.342 |
Similar covalent inhibitors
No similar covalent inhibitors found for this compound.
Similar covalent drugs
No similar covalent drugs found for this compound.