Compound information
- Natural Products
- NACP100233
- Molecular Formula
- C26H38O9
- Molecular Weight
- 494.251582796 g/mol
- Structure
-
- IUPAC Name
- [3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl] 10-hydroxy-5,9-dimethyl-13-methylene-14-oxo-tetracyclo[10.2.2.01,10.04,9]hexadecane-5-carboxylate
- InChI
- InChI=1S/C26H38O9/c1-13-14-5-9-25(20(13)31)10-6-16-23(2,7-4-8-24(16,3)26(25,33)11-14)22(32)35-21-19(30)18(29)17(28)15(12-27)34-21/h14-19,21,27-30,33H,1,4-12H2,2-3H3
- InChI Key
- PAYYDQXFLAPCFM-UHFFFAOYSA-N
- SMILES
- O=C(OC1OC(CO)C(O)C(O)C1O)C2(C)CCCC3(C)C2CCC45C(=O)C(=C)C(CC4)CC53O
- CAS
- SuperClass
- Lipids and lipid-like molecules
- Class
- Prenol lipids
- SubClass
- Terpene glycosides
- Source
- CNP0232918
Warheads
- Michael Acceptor
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 35 | Ring Count | 6 |
| Heteroatom Count | 9 | Rotatable Bond Count | 3 |
| Hydrogen Bond Acceptor Count | 9 | Hydrogen Bond Donor Count | 5 |
| Topological Polar Surface Area | 153.75 Å2 | LogP | -0.026 |
| LogS | -3.283 | LogD | 1.201 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 1.0 | Pgp substrate | 0.175 |
| HIA | 0.036 | F20 % | 0.853 |
| F30 % | 0.111 | Caco-2 | -5.772 |
| MDCK | -5.909 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.015 | PPB | 54.715 |
| VD | 0.774 | Fu | 0.392 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.0 | CYP1A2 substrate | 0.313 |
| CYP2A6 substrate | 0.371 | CYP2B6 substrate | 0.428 |
| CYP2C19 inhibitor | 0.022 | CYP2C19 substrate | 0.406 |
| CYP2C8 substrate | 0.265 | CYP2C9 inhibitor | 0.001 |
| CYP2C9 substrate | 0.128 | CYP2D6 inhibitor | 0.004 |
| CYP2D6 substrate | 0.228 | CYP2E1 substrate | 0.322 |
| CYP3A4 inhibitor | 0.045 | CYP3A4 substrate | 0.994 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.118 | CL | 1.211 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.0 | Hepatotoxicity | 0.071 |
| Mutagenicity | 0.22 | Rat Oral Acute Toxicity | 0.829 |
| FDAMDD | 0.987 | Skin Sensitization | 0.024 |
| Carcinogenicity | 0.1 | Eye Corrosion | 0.004 |
| Eye Irritation | 0.0 | Respiratory Toxicity | 0.112 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.225 | IGC50 | 2.542 |
| LC50FM | 3.737 | LC50DM | 5.294 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.408 | NR-AR-LBD | 0.439 |
| NR-AhR | 0.004 | NR-Aromatase | 0.881 |
| NR-ER | 0.248 | NR-ER-LBD | 0.809 |
| NR-PPAR-gamma | 0.693 | SR-ARE | 0.483 |
| SR-ATAD5 | 0.615 | SR-HSE | 0.838 |
| SR-MMP | 0.463 | SR-p53 | 0.481 |
Similar covalent inhibitors
No similar covalent inhibitors found for this compound.
Similar covalent drugs
No similar covalent drugs found for this compound.