Compound information
- Natural Products
- NACP101894
- Molecular Formula
- C36H56O8
- Molecular Weight
- 616.397518752 g/mol
- Structure
-
- IUPAC Name
- [13-acetoxy-1,6-dihydroxy-8-(hydroxymethyl)-4,12,12,15-tetramethyl-5-oxo-14-tetracyclo[8.5.0.02,6.011,13]pentadeca-3,8-dienyl] tetradecanoate
- InChI
- InChI=1S/C36H56O8/c1-7-8-9-10-11-12-13-14-15-16-17-18-29(39)43-32-24(3)35(42)27(30-33(5,6)36(30,32)44-25(4)38)20-26(22-37)21-34(41)28(35)19-23(2)31(34)40/h19-20,24,27-28,30,32,37,41-42H,7-18,21-22H2,1-6H3
- InChI Key
- PHEDXBVPIONUQT-UHFFFAOYSA-N
- SMILES
- O=C(OC12C(OC(=O)CCCCCCCCCCCCC)C(C)C3(O)C(C=C(CO)CC4(O)C(=O)C(=CC43)C)C1C2(C)C)C
- CAS
- 16561-29-8
- SuperClass
- Lipids and lipid-like molecules
- Class
- Prenol lipids
- SubClass
- Diterpenoids
- Source
- CNP0307450
Warheads
- Michael Acceptor
-
- Cyclopropane
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 44 | Ring Count | 4 |
| Heteroatom Count | 8 | Rotatable Bond Count | 15 |
| Hydrogen Bond Acceptor Count | 8 | Hydrogen Bond Donor Count | 3 |
| Topological Polar Surface Area | 130.36 Å2 | LogP | 7.222 |
| LogS | -5.825 | LogD | 4.428 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 1.0 | Pgp substrate | 0.544 |
| HIA | 0.244 | F20 % | 0.809 |
| F30 % | 0.272 | Caco-2 | -4.797 |
| MDCK | -5.894 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.998 | PPB | 71.005 |
| VD | 1.136 | Fu | 2.425 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.0 | CYP1A2 substrate | 0.23 |
| CYP2A6 substrate | 0.25 | CYP2B6 substrate | 0.124 |
| CYP2C19 inhibitor | 0.145 | CYP2C19 substrate | 0.389 |
| CYP2C8 substrate | 0.256 | CYP2C9 inhibitor | 0.095 |
| CYP2C9 substrate | 0.024 | CYP2D6 inhibitor | 0.337 |
| CYP2D6 substrate | 0.07 | CYP2E1 substrate | 0.194 |
| CYP3A4 inhibitor | 0.988 | CYP3A4 substrate | 0.964 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.108 | CL | 2.74 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.013 | Hepatotoxicity | 0.271 |
| Mutagenicity | 0.002 | Rat Oral Acute Toxicity | 0.791 |
| FDAMDD | 0.999 | Skin Sensitization | 0.0 |
| Carcinogenicity | 0.001 | Eye Corrosion | 0.001 |
| Eye Irritation | 0.002 | Respiratory Toxicity | 0.881 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 1.212 | IGC50 | 4.761 |
| LC50FM | 6.614 | LC50DM | 7.119 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.226 | NR-AR-LBD | 0.261 |
| NR-AhR | 0.002 | NR-Aromatase | 0.145 |
| NR-ER | 0.24 | NR-ER-LBD | 0.626 |
| NR-PPAR-gamma | 0.521 | SR-ARE | 0.106 |
| SR-ATAD5 | 0.272 | SR-HSE | 0.482 |
| SR-MMP | 0.981 | SR-p53 | 0.121 |
Similar covalent inhibitors
No similar covalent inhibitors found for this compound.
Similar covalent drugs
No similar covalent drugs found for this compound.