Inhibitor information
- Natural Products
- NACP100152
- Molecular Formula
- C19H32O9
- Molecular Weight
- 404.204632604 g/mol
- Structure
-
- IUPAC Name
- 4-[1,2-dihydroxy-2,6,6-trimethyl-4-[3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-cyclohexyl]but-3-en-2-one
- InChI
- InChI=1S/C19H32O9/c1-10(21)5-6-19(26)17(2,3)7-11(8-18(19,4)25)27-16-15(24)14(23)13(22)12(9-20)28-16/h5-6,11-16,20,22-26H,7-9H2,1-4H3
- InChI Key
- PASRVRCWYGWSDQ-UHFFFAOYSA-N
- SMILES
- O=C(C=CC1(O)C(O)(C)CC(OC2OC(CO)C(O)C(O)C2O)CC1(C)C)C
- CAS
- 371113-06-3
- SuperClass
- Lipids and lipid-like molecules
- Class
- Prenol lipids
- SubClass
- Terpene glycosides
- Source
- CNP0142780
Warheads
- Michael Acceptor
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 28 | Ring Count | 2 |
| Heteroatom Count | 9 | Rotatable Bond Count | 5 |
| Hydrogen Bond Acceptor Count | 9 | Hydrogen Bond Donor Count | 6 |
| Topological Polar Surface Area | 156.91 | LogP | -1.302 |
| LogS | -0.289 | LogD | -0.54 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.999 | Pgp substrate | 0.239 |
| HIA | 0.0 | F20 % | 0.915 |
| F30 % | 0.08 | Caco-2 | -5.853 |
| MDCK | -5.875 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.988 | PPB | 18.561 |
| VD | 1.095 | Fu | 0.165 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.0 | CYP1A2 substrate | 0.369 |
| CYP2A6 substrate | 0.302 | CYP2B6 substrate | 0.372 |
| CYP2C19 inhibitor | 0.023 | CYP2C19 substrate | 0.256 |
| CYP2C8 substrate | 0.381 | CYP2C9 inhibitor | 0.004 |
| CYP2C9 substrate | 0.031 | CYP2D6 inhibitor | 0.006 |
| CYP2D6 substrate | 0.147 | CYP2E1 substrate | 0.556 |
| CYP3A4 inhibitor | 0.014 | CYP3A4 substrate | 0.472 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.266 | CL | 1.653 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.01 | Hepatotoxicity | 0.026 |
| Mutagenicity | 0.797 | Rat Oral Acute Toxicity | 0.034 |
| FDAMDD | 0.061 | Skin Sensitization | 0.001 |
| Carcinogenicity | 0.01 | Eye Corrosion | 0.001 |
| Eye Irritation | 0.006 | Respiratory Toxicity | 0.1 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.071 | IGC50 | 1.023 |
| LC50FM | 1.845 | LC50DM | 4.561 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.377 | NR-AR-LBD | 0.397 |
| NR-AhR | 0.003 | NR-Aromatase | 0.398 |
| NR-ER | 0.252 | NR-ER-LBD | 0.596 |
| NR-PPAR-gamma | 0.263 | SR-ARE | 0.019 |
| SR-ATAD5 | 0.431 | SR-HSE | 0.107 |
| SR-MMP | 0.153 | SR-p53 | 0.075 |