Compound information
- Natural Products
- NACP113944
- Molecular Formula
- C27H30O12
- Molecular Weight
- 546.1737264 g/mol
- Structure
-
- IUPAC Name
- 3,4,5-trihydroxy-6-[4-[7-(4-hydroxy-3-methoxy-phenyl)-3,5-dioxo-hept-1-enyl]-2-methoxy-phenoxy]tetrahydropyran-2-carboxylic acid
- InChI
- InChI=1S/C27H30O12/c1-36-20-11-14(5-9-18(20)30)3-7-16(28)13-17(29)8-4-15-6-10-19(21(12-15)37-2)38-27-24(33)22(31)23(32)25(39-27)26(34)35/h4-6,8-12,22-25,27,30-33H,3,7,13H2,1-2H3,(H,34,35)
- InChI Key
- QYWZQEYZIUHGJW-UHFFFAOYSA-N
- SMILES
- O=C(O)C1OC(OC2=CC=C(C=CC(=O)CC(=O)CCC3=CC=C(O)C(OC)=C3)C=C2OC)C(O)C(O)C1O
- CAS
- SuperClass
- Phenylpropanoids and polyketides
- Class
- Diarylheptanoids
- SubClass
- Linear diarylheptanoids
- Source
- CNP0008048
Warheads
- Carbonyl
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 39 | Ring Count | 3 |
| Heteroatom Count | 12 | Rotatable Bond Count | 12 |
| Hydrogen Bond Acceptor Count | 11 | Hydrogen Bond Donor Count | 5 |
| Topological Polar Surface Area | 189.28 Å2 | LogP | 1.043 |
| LogS | -4.298 | LogD | 0.642 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.997 | Pgp substrate | 0.25 |
| HIA | 0.24 | F20 % | 0.975 |
| F30 % | 0.245 | Caco-2 | -6.076 |
| MDCK | -6.044 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.022 | PPB | 54.453 |
| VD | 0.288 | Fu | 1.212 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.001 | CYP1A2 substrate | 0.383 |
| CYP2A6 substrate | 0.374 | CYP2B6 substrate | 0.545 |
| CYP2C19 inhibitor | 0.051 | CYP2C19 substrate | 0.305 |
| CYP2C8 substrate | 0.587 | CYP2C9 inhibitor | 0.05 |
| CYP2C9 substrate | 0.021 | CYP2D6 inhibitor | 0.004 |
| CYP2D6 substrate | 0.091 | CYP2E1 substrate | 0.199 |
| CYP3A4 inhibitor | 0.051 | CYP3A4 substrate | 0.02 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.948 | CL | 9.641 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.002 | Hepatotoxicity | 0.005 |
| Mutagenicity | 0.001 | Rat Oral Acute Toxicity | 0.054 |
| FDAMDD | 0.047 | Skin Sensitization | 0.839 |
| Carcinogenicity | 0.076 | Eye Corrosion | 0.0 |
| Eye Irritation | 0.009 | Respiratory Toxicity | 0.063 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.389 | IGC50 | 3.342 |
| LC50FM | 4.623 | LC50DM | 4.352 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.637 | NR-AR-LBD | 0.572 |
| NR-AhR | 0.01 | NR-Aromatase | 0.459 |
| NR-ER | 0.411 | NR-ER-LBD | 0.562 |
| NR-PPAR-gamma | 0.889 | SR-ARE | 0.357 |
| SR-ATAD5 | 0.713 | SR-HSE | 0.564 |
| SR-MMP | 0.028 | SR-p53 | 0.736 |
Similar covalent drugs
No similar covalent drugs found for this compound.