Compound information
- Natural Products
- NACP100536
- Molecular Formula
- C27H36O8
- Molecular Weight
- 488.241018112 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] 2-methylbut-2-enoate
- InChI
- InChI=1S/C27H36O8/c1-8-13(2)23(31)34-22-15(4)26(33)18(20-24(6,7)27(20,22)35-16(5)29)10-17(12-28)11-25(32)19(26)9-14(3)21(25)30/h8-10,15,18-20,22,28,32-33H,11-12H2,1-7H3
- InChI Key
- PCASZNXKLGTEGB-UHFFFAOYSA-N
- SMILES
- O=C(OC1C(C)C2(O)C(C=C(CO)CC3(O)C(=O)C(=CC32)C)C4C1(OC(=O)C)C4(C)C)C(=CC)C
- CAS
- SuperClass
- Lipids and lipid-like molecules
- Class
- Prenol lipids
- SubClass
- Diterpenoids
- Source
- CNP0348593
Warheads
- Acrylate
-
- Michael Acceptor
-
- Cyclopropane
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 35 | Ring Count | 4 |
| Heteroatom Count | 8 | Rotatable Bond Count | 4 |
| Hydrogen Bond Acceptor Count | 8 | Hydrogen Bond Donor Count | 3 |
| Topological Polar Surface Area | 130.36 Å2 | LogP | 2.634 |
| LogS | -3.092 | LogD | 2.373 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.999 | Pgp substrate | 0.672 |
| HIA | 0.687 | F20 % | 0.848 |
| F30 % | 0.786 | Caco-2 | -4.779 |
| MDCK | -5.809 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.999 | PPB | 39.83 |
| VD | 0.98 | Fu | 0.727 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.0 | CYP1A2 substrate | 0.279 |
| CYP2A6 substrate | 0.27 | CYP2B6 substrate | 0.248 |
| CYP2C19 inhibitor | 0.093 | CYP2C19 substrate | 0.375 |
| CYP2C8 substrate | 0.331 | CYP2C9 inhibitor | 0.004 |
| CYP2C9 substrate | 0.048 | CYP2D6 inhibitor | 0.158 |
| CYP2D6 substrate | 0.084 | CYP2E1 substrate | 0.215 |
| CYP3A4 inhibitor | 0.575 | CYP3A4 substrate | 0.999 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.555 | CL | 2.631 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.0 | Hepatotoxicity | 0.229 |
| Mutagenicity | 0.004 | Rat Oral Acute Toxicity | 0.658 |
| FDAMDD | 0.999 | Skin Sensitization | 0.0 |
| Carcinogenicity | 0.009 | Eye Corrosion | 0.003 |
| Eye Irritation | 0.005 | Respiratory Toxicity | 0.97 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 1.724 | IGC50 | 3.696 |
| LC50FM | 5.877 | LC50DM | 6.06 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.335 | NR-AR-LBD | 0.372 |
| NR-AhR | 0.002 | NR-Aromatase | 0.511 |
| NR-ER | 0.253 | NR-ER-LBD | 0.583 |
| NR-PPAR-gamma | 0.394 | SR-ARE | 0.47 |
| SR-ATAD5 | 0.389 | SR-HSE | 0.266 |
| SR-MMP | 0.969 | SR-p53 | 0.154 |
Similar covalent inhibitors
No similar covalent inhibitors found for this compound.
Similar covalent drugs
No similar covalent drugs found for this compound.