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Epilupinine
- Family: Plantae - Leguminosae/Fabaceae
- Kingdom: Plantae
-
Class: Alkaloid
- Subclass: Quinolizidine Alkaloid
| Canonical Smiles | OC[C@H]1CCCN2[C@@H]1CCCC2 |
|---|---|
| InChI | InChI=1S/C10H19NO/c12-8-9-4-3-7-11-6-2-1-5-10(9)11/h9-10,12H,1-8H2/t9-,10-/m1/s1 |
| InChIKey | HDVAWXXJVMJBAR-NXEZZACHSA-N |
| Formula | C10H19NO |
| HBA | 2 |
| HBD | 1 |
| MW | 169.27 |
| Rotatable Bonds | 1 |
| TPSA | 23.47 |
| LogP | 1.24 |
| Number Rings | 2 |
| Number Aromatic Rings | 0 |
| Heavy Atom Count | 12 |
| Formal Charge | 0 |
| Fraction CSP3 | 1.0 |
| Exact Mass | 169.15 |
| Number of Lipinski Rule Violations | 0 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Lupinus atlanticus | Leguminosae/Fabaceae | Plantae | 53218 |
| 2 | Lupinus digitatus | Leguminosae/Fabaceae | Plantae | 53225 |
| 3 | Lupinus palaestinus | Leguminosae/Fabaceae | Plantae | 61117 |
| 4 | Lupinus pilosus | Leguminosae/Fabaceae | Plantae | 53237 |
| 5 | Lupinus tassilicus | Leguminosae/Fabaceae | Plantae | 925616 |
Showing of synonyms
Epilupinine
1-Epilupinine
486-71-5
(+)-Epilupinine
[(1S,9aR)-2,3,4,6,7,8,9,9a-octahydro-1H-quinolizin-1-yl]methanol
Epi-Lupinine
2H-Quinolizine-1-methanol, octahydro-, (1S-cis)-
Octahydro-2H-quinolizin-1-ylmethanol #
Rac-(1S,9aR)-Octahydro-2H-quinolizin-1-ylmethanol
(1S-cis)-Octahydro-2H-quinolizine-1-methanol
SCHEMBL2633852
DTXSID901318170
[(1S,9aR)-octahydro-2H-quinolizin-1-yl]methanol
- Ainouche A, Greinwald R, et al. (1996). Seed Alkaloid Composition of Lupinus tassilicus Maire (Fabaceae: Genisteae) and Comparison with its Related Rough Seeded Lupin Species. Biochemical Systematics and Ecology, 1996, 24(5), 405-414. [View]
CPRiL:
51646
SMILES: C1CCCN(C12)CCCC2
Level: 0
Mol. Weight: 169.27 g/mol
No bioactivities available.
Absorption
- Caco-2 (logPapp)
- -5.17
- Human Oral Bioavailability 20%
- Bioavailable
- Human Intestinal Absorption
- Absorbed
- Madin-Darby Canine Kidney
- -4.130
- Human Oral Bioavailability 50%
- Bioavailable
- P-Glycoprotein Inhibitor
- Non-Inhibitor
- P-Glycoprotein Substrate
- Non-Substrate
- Skin Permeability
- -2.64
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Penetrable
- Fraction Unbound (Human)
- 0.120
- Plasma Protein Binding
- 29.89
- Steady State Volume of Distribution
- -
Metabolism
- Breast Cancer Resistance Protein
- Non-Inhibitor
- CYP 1A2 Inhibitor
- 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
- Non-Substrate
- OATP1B1
- Non-Inhibitor
- OATP1B3
- Non-Inhibitor
Excretion
- Clearance
- 11.540
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Safe
- Avian
- Safe
- Bee
- Toxic
- Bioconcentration Factor
- -0.830
- Biodegradation
- Safe
- Carcinogenesis
- Safe
- Crustacean
- Safe
- Liver Injury I (DILI)
- Safe
- Eye Corrosion
- Safe
- Eye Irritation
- Toxic
- Maximum Tolerated Dose
- 0.850
- Liver Injury II
- Toxic
- hERG Blockers
- Safe
- Daphnia Maga
- 2.370
- Micronucleos
- Safe
- 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
- 2.040
- Rat (Acute)
- 2.070
- Rat (Chronic Oral)
- 1.790
- Fathead Minnow
- 3.090
- Respiratory Disease
- Safe
- Skin Sensitisation
- Toxic
- SR-ARE
- Safe
- SR-ATAD5
- Safe
- SR-HSE
- Safe
- SR-MMP
- Safe
- SR-p53
- Safe
General Properties
- Boiling Point
- 264.030
- Hydration Free Energy
- -6.270
- Log(D) at pH=7.4
- 0.010
- Log(P)
- 0.74
- Log S
- -0.07
- Log(Vapor Pressure)
- -2.76
- Melting Point
- 56.69
- pKa Acid
- 11.51
- pKa Basic
- 10.85