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5,6-dioxo-11-methoxy voacangine
- Family: Plantae - Apocynaceae
- Kingdom: Plantae
-
Class: Alkaloid
- Subclass: Indole Alkaloid
| Canonical Smiles | c1(c(cc2c(c1)c1c([nH]2)[C@]2([C@H]3N(C(=O)C1=O)C[C@H](C2)C[C@@H]3CC)C(=O)OC)OC)OC |
|---|---|
| InChI | InChI=1S/C23H26N2O6/c1-5-12-6-11-9-23(22(28)31-4)19-17(18(26)21(27)25(10-11)20(12)23)13-7-15(29-2)16(30-3)8-14(13)24-19/h7-8,11-12,20,24H,5-6,9-10H2,1-4H3/t11-,12-,20-,23+/m0/s1 |
| InChIKey | PQXBOONHFLXCNI-NBUVOGKTSA-N |
| Formula | C23H26N2O6 |
| HBA | 6 |
| HBD | 1 |
| MW | 426.47 |
| Rotatable Bonds | 4 |
| TPSA | 97.93 |
| LogP | 2.44 |
| Number Rings | 6 |
| Number Aromatic Rings | 2 |
| Heavy Atom Count | 31 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.52 |
| Exact Mass | 426.18 |
| Number of Lipinski Rule Violations | 0 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Tabernaemontana contorta | Apocynaceae | Plantae | 761060 |
Showing of synonyms
5,6-dioxo-11-methoxy voacangine
No compound-protein relationship available.
SMILES: c1cccc2[nH]c(c3c12)C4C5N(C(=O)C3=O)CC(C4)CC5
Level: 0
Mol. Weight: 426.47 g/mol
No bioactivities available.
Absorption
- Caco-2 (logPapp)
- -5.02
- Human Oral Bioavailability 20%
- Bioavailable
- Human Intestinal Absorption
- Absorbed
- Madin-Darby Canine Kidney
- -4.82
- Human Oral Bioavailability 50%
- Non-Bioavailable
- P-Glycoprotein Inhibitor
- Non-Inhibitor
- P-Glycoprotein Substrate
- Substrate
- Skin Permeability
- -1.1
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Non-Penetrable
- Fraction Unbound (Human)
- 0.76
- Plasma Protein Binding
- 62.07
- Steady State Volume of Distribution
- -
Metabolism
- Breast Cancer Resistance Protein
- Non-Inhibitor
- CYP 1A2 Inhibitor
- Inhibitor
- CYP 1A2 Substrate
- Substrate
- CYP 2C19 Inhibitor
- Non-Inhibitor
- CYP 2C19 Substrate
- Non-Substrate
- CYP 2C9 Inhibitor
- Non-Inhibitor
- CYP 2C9 Substrate
- Non-Substrate
- CYP 2D6 Inhibitor
- Non-Inhibitor
- CYP 2D6 Substrate
- Non-Substrate
- CYP 3A4 Inhibitor
- Non-Inhibitor
- CYP 3A4 Substrate
- Substrate
- OATP1B1
- Non-Inhibitor
- OATP1B3
- Non-Inhibitor
Excretion
- Clearance
- 5.96
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Toxic
- Avian
- Safe
- Bee
- Toxic
- Bioconcentration Factor
- -0.21
- Biodegradation
- Safe
- Carcinogenesis
- Safe
- Crustacean
- Toxic
- Liver Injury I (DILI)
- Safe
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- -0.84
- Liver Injury II
- Toxic
- hERG Blockers
- Safe
- Daphnia Maga
- 5.66
- Micronucleos
- Toxic
- NR-AhR
- Safe
- NR-AR
- Safe
- NR-AR-LBD
- Safe
- NR-Aromatase
- Safe
- NR-ER
- Safe
- NR-ER-LBD
- Safe
- NR-GR
- Safe
- NR-PPAR-gamma
- Safe
- NR-TR
- Safe
- T. Pyriformis
- -84.3
- Rat (Acute)
- 2.91
- Rat (Chronic Oral)
- 2.47
- Fathead Minnow
- 4.17
- Respiratory Disease
- Toxic
- Skin Sensitisation
- Safe
- SR-ARE
- Safe
- SR-ATAD5
- Toxic
- SR-HSE
- Safe
- SR-MMP
- Safe
- SR-p53
- Toxic
General Properties
- Boiling Point
- 487.9
- Hydration Free Energy
- -2.62
- Log(D) at pH=7.4
- 2.54
- Log(P)
- 1.89
- Log S
- -4.52
- Log(Vapor Pressure)
- -8.64
- Melting Point
- 289.39
- pKa Acid
- 7.01
- pKa Basic
- 5.11
No predicted protein targets found for this compound.