Compound information
- Natural Products
- NACP132201
- Molecular Formula
- C27H38O13
- Molecular Weight
- 570.231241276 g/mol
- Structure
-
- IUPAC Name
- [5-[4,5-dihydroxy-6-(hydroxymethyl)-2-(4-hydroxyphenoxy)tetrahydropyran-3-yl]oxy-3,4-dihydroxy-tetrahydrofuran-3-yl]methyl 6-hydroxy-2,6-dimethyl-octa-2,7-dienoate
- InChI
- InChI=1S/C27H38O13/c1-4-26(3,34)11-5-6-15(2)23(33)36-13-27(35)14-37-25(22(27)32)40-21-20(31)19(30)18(12-28)39-24(21)38-17-9-7-16(29)8-10-17/h4,6-10,18-22,24-25,28-32,34-35H,1,5,11-14H2,2-3H3
- InChI Key
- UGWLQZKGUNBHIP-UHFFFAOYSA-N
- SMILES
- O=C(OCC1(O)COC(OC2C(O)C(O)C(OC2OC3=CC=C(O)C=C3)CO)C1O)C(=CCCC(O)(C=C)C)C
- CAS
- 257887-75-5
- SuperClass
- Organic oxygen compounds
- Class
- Organooxygen compounds
- SubClass
- Carbohydrates and carbohydrate conjugates
- Source
- CNP0240388
Warheads
- Acrylate
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 40 | Ring Count | 3 |
| Heteroatom Count | 13 | Rotatable Bond Count | 12 |
| Hydrogen Bond Acceptor Count | 13 | Hydrogen Bond Donor Count | 7 |
| Topological Polar Surface Area | 204.83 Å2 | LogP | 0.055 |
| LogS | -1.93 | LogD | 1.799 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.999 | Pgp substrate | 0.386 |
| HIA | 0.0 | F20 % | 0.692 |
| F30 % | 0.008 | Caco-2 | -5.914 |
| MDCK | -5.92 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.018 | PPB | 28.891 |
| VD | 0.788 | Fu | 0.273 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.0 | CYP1A2 substrate | 0.302 |
| CYP2A6 substrate | 0.502 | CYP2B6 substrate | 0.481 |
| CYP2C19 inhibitor | 0.082 | CYP2C19 substrate | 0.199 |
| CYP2C8 substrate | 0.407 | CYP2C9 inhibitor | 0.027 |
| CYP2C9 substrate | 0.203 | CYP2D6 inhibitor | 0.026 |
| CYP2D6 substrate | 0.229 | CYP2E1 substrate | 0.677 |
| CYP3A4 inhibitor | 0.132 | CYP3A4 substrate | 0.208 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.646 | CL | 1.819 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.014 | Hepatotoxicity | 0.008 |
| Mutagenicity | 0.003 | Rat Oral Acute Toxicity | 0.014 |
| FDAMDD | 0.054 | Skin Sensitization | 0.439 |
| Carcinogenicity | 0.0 | Eye Corrosion | 0.0 |
| Eye Irritation | 0.001 | Respiratory Toxicity | 0.005 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.335 | IGC50 | 1.393 |
| LC50FM | 2.875 | LC50DM | 5.052 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.381 | NR-AR-LBD | 0.298 |
| NR-AhR | 0.013 | NR-Aromatase | 0.785 |
| NR-ER | 0.439 | NR-ER-LBD | 0.852 |
| NR-PPAR-gamma | 0.442 | SR-ARE | 0.053 |
| SR-ATAD5 | 0.749 | SR-HSE | 0.79 |
| SR-MMP | 0.461 | SR-p53 | 0.672 |
Similar covalent inhibitors
No similar covalent inhibitors found for this compound.
Similar covalent drugs
No similar covalent drugs found for this compound.