Compound information
- Natural Products
- NACP100438
- Molecular Formula
- C20H28O7
- Molecular Weight
- 380.183503236 g/mol
- Structure
-
- IUPAC Name
- (4,6-dihydroxy-6,10-dimethyl-3-methylene-2,7-dioxo-3a,4,5,10,11,11a-hexahydrocyclodeca[b]furan-5-yl) 3-methylbutanoate
- InChI
- InChI=1S/C20H28O7/c1-10(2)8-15(22)27-18-17(23)16-12(4)19(24)26-13(16)9-11(3)6-7-14(21)20(18,5)25/h6-7,10-11,13,16-18,23,25H,4,8-9H2,1-3,5H3
- InChI Key
- PBRMNFXOHFGVPZ-UHFFFAOYSA-N
- SMILES
- O=C1OC2CC(C=CC(=O)C(O)(C)C(OC(=O)CC(C)C)C(O)C2C1=C)C
- CAS
- 165171-06-2
- SuperClass
- Lipids and lipid-like molecules
- Class
- Prenol lipids
- SubClass
- Terpene lactones
- Source
- CNP0164108
Warheads
- Acrylate
-
- Michael Acceptor
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 27 | Ring Count | 2 |
| Heteroatom Count | 7 | Rotatable Bond Count | 3 |
| Hydrogen Bond Acceptor Count | 7 | Hydrogen Bond Donor Count | 2 |
| Topological Polar Surface Area | 110.13 Å2 | LogP | 1.632 |
| LogS | -2.591 | LogD | 1.899 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.998 | Pgp substrate | 0.017 |
| HIA | 0.95 | F20 % | 0.915 |
| F30 % | 0.673 | Caco-2 | -4.833 |
| MDCK | -4.965 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.498 | PPB | 74.407 |
| VD | 1.268 | Fu | 1.168 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.0 | CYP1A2 substrate | 0.251 |
| CYP2A6 substrate | 0.189 | CYP2B6 substrate | 0.336 |
| CYP2C19 inhibitor | 0.214 | CYP2C19 substrate | 0.151 |
| CYP2C8 substrate | 0.356 | CYP2C9 inhibitor | 0.003 |
| CYP2C9 substrate | 0.083 | CYP2D6 inhibitor | 0.06 |
| CYP2D6 substrate | 0.078 | CYP2E1 substrate | 0.212 |
| CYP3A4 inhibitor | 0.664 | CYP3A4 substrate | 0.462 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.634 | CL | 12.017 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.003 | Hepatotoxicity | 0.996 |
| Mutagenicity | 0.505 | Rat Oral Acute Toxicity | 0.171 |
| FDAMDD | 0.213 | Skin Sensitization | 0.045 |
| Carcinogenicity | 0.862 | Eye Corrosion | 0.009 |
| Eye Irritation | 0.007 | Respiratory Toxicity | 0.214 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 1.323 | IGC50 | 3.668 |
| LC50FM | 5.383 | LC50DM | 6.586 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.442 | NR-AR-LBD | 0.373 |
| NR-AhR | 0.005 | NR-Aromatase | 0.903 |
| NR-ER | 0.211 | NR-ER-LBD | 0.627 |
| NR-PPAR-gamma | 0.699 | SR-ARE | 0.733 |
| SR-ATAD5 | 0.568 | SR-HSE | 0.831 |
| SR-MMP | 0.869 | SR-p53 | 0.728 |
Similar covalent inhibitors
No similar covalent inhibitors found for this compound.
Similar covalent drugs
No similar covalent drugs found for this compound.