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Protostrychnine
- Family: Plantae - Loganiaceae
- Kingdom: Plantae
- Class: Alkaloid
| Canonical Smiles | OC/C=C\1/CN2CC[C@@]34[C@@H]2C[C@@H]1[C@H]1[C@H](O)CC(=O)N([C@H]31)c1c4cccc1 |
|---|---|
| InChI | InChI=1S/C21H24N2O3/c24-8-5-12-11-22-7-6-21-14-3-1-2-4-15(14)23-18(26)10-16(25)19(20(21)23)13(12)9-17(21)22/h1-5,13,16-17,19-20,24-25H,6-11H2/b12-5-/t13-,16+,17-,19-,20-,21+/m0/s1 |
| InChIKey | UBCAPJGELHAUQV-WNUJMAAFSA-N |
| Formula | C21H24N2O3 |
| HBA | 4 |
| HBD | 2 |
| MW | 352.43 |
| Rotatable Bonds | 1 |
| TPSA | 64.01 |
| LogP | 1.05 |
| Number Rings | 6 |
| Number Aromatic Rings | 1 |
| Heavy Atom Count | 26 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.57 |
| Exact Mass | 352.18 |
| Number of Lipinski Rule Violations | 0 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Strychnos icaja | Loganiaceae | Plantae | 1040889 |
Showing of synonyms
Protostrychnine
CHEBI:132663
(3aR,11R,11aR,11bS,12R,13aS,14E)-11-hydroxy-14-(2-hydroxyethylidene)-2,3,10,11,11a,12,13,13a-octahydro-9H,11bH-1,12-ethanopyrido[1,2,3-lm]pyrrolo[2,3-d]carbazol-9-one
(1R,11R,12R,13R,14E,19S,21S)-11-hydroxy-14-(2-hydroxyethylidene)-8,16-diazahexacyclo(11.5.2.11,8.02,7.016,19.012,21)henicosa-2,4,6-trien-9-one
(1R,11R,12R,13R,14E,19S,21S)-11-hydroxy-14-(2-hydroxyethylidene)-8,16-diazahexacyclo[11.5.2.11,8.02,7.016,19.012,21]henicosa-2,4,6-trien-9-one
(3aR,11R,11aR,11bS,12R,13aS,14E)-11-hydroxy-14-(2-hydroxyethylidene)-2,3,10,11,11a,12,13,13a-octahydro-9H,11bH-1,12-ethanopyrido(1,2,3-lm)pyrrolo(2,3-d)carbazol-9-one
71610-48-5
Pubchem:
124079393
Cas:
71610-48-5
Gnps:
CCMSLIB00004680040
Zinc:
ZINC000036378892
Chebi:
132663
Nmrshiftdb2:
70000716
Metabolights:
MTBLC132663
No compound-protein relationship available.
SMILES: C1CN(C2C3)CC(=C)C3C(CCC4=O)C5N4c(c6C125)cccc6
Level: 0
Mol. Weight: 352.43 g/mol
Anti-plasmodial
Absorption
- Caco-2 (logPapp)
- -4.93
- Human Oral Bioavailability 20%
- Bioavailable
- Human Intestinal Absorption
- Absorbed
- Madin-Darby Canine Kidney
- -5.02
- Human Oral Bioavailability 50%
- Bioavailable
- P-Glycoprotein Inhibitor
- Non-Inhibitor
- P-Glycoprotein Substrate
- Substrate
- Skin Permeability
- -1.76
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Penetrable
- Fraction Unbound (Human)
- 0.45
- Plasma Protein Binding
- 50.87
- Steady State Volume of Distribution
- -
Metabolism
- Breast Cancer Resistance Protein
- Non-Inhibitor
- CYP 1A2 Inhibitor
- Non-Inhibitor
- CYP 1A2 Substrate
- Non-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
- Substrate
- CYP 3A4 Inhibitor
- Non-Inhibitor
- CYP 3A4 Substrate
- Substrate
- OATP1B1
- Non-Inhibitor
- OATP1B3
- Non-Inhibitor
Excretion
- Clearance
- 8.21
- Organic Cation Transporter 2
- Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Safe
- Avian
- Safe
- Bee
- Toxic
- Bioconcentration Factor
- -1.44
- Biodegradation
- Safe
- Carcinogenesis
- Safe
- Crustacean
- Toxic
- Liver Injury I (DILI)
- Safe
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- -1.12
- Liver Injury II
- Toxic
- hERG Blockers
- Toxic
- Daphnia Maga
- 6.86
- 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
- -15.03
- Rat (Acute)
- 3.88
- Rat (Chronic Oral)
- 2.11
- Fathead Minnow
- 4.05
- Respiratory Disease
- Toxic
- Skin Sensitisation
- Safe
- SR-ARE
- Safe
- SR-ATAD5
- Safe
- SR-HSE
- Safe
- SR-MMP
- Safe
- SR-p53
- Safe
General Properties
- Boiling Point
- 469.41
- Hydration Free Energy
- -5.94
- Log(D) at pH=7.4
- 0.05
- Log(P)
- 0.18
- Log S
- -2.12
- Log(Vapor Pressure)
- -9.94
- Melting Point
- 246.85
- pKa Acid
- 7.62
- pKa Basic
- 6.25
No predicted protein targets found for this compound.