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(‒)-brunneusine
- Family: Plantae - Loranthaceae
- Kingdom: Plantae
- Class: Phenolic
| Canonical Smiles | O[C@H](C[C@H]1C[C@@H](O)CC(=O)O1)CCc1ccc(cc1)O |
|---|---|
| InChI | InChI=1S/C15H20O5/c16-11-4-1-10(2-5-11)3-6-12(17)7-14-8-13(18)9-15(19)20-14/h1-2,4-5,12-14,16-18H,3,6-9H2/t12-,13+,14-/m0/s1 |
| InChIKey | PCPATKFCHCOOPC-MJBXVCDLSA-N |
| Formula | C15H20O5 |
| HBA | 5 |
| HBD | 3 |
| MW | 280.32 |
| Rotatable Bonds | 5 |
| TPSA | 86.99 |
| LogP | 1.14 |
| Number Rings | 2 |
| Number Aromatic Rings | 1 |
| Heavy Atom Count | 20 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.53 |
| Exact Mass | 280.13 |
| Number of Lipinski Rule Violations | 0 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Agelanthus brunneus | Loranthaceae | Plantae | 48922 |
Showing of synonyms
(‒)-brunneusine
- Thomas Wieland MK, Pantaleon A, et al. (2021). (‒)-Brunneusine, a new phenolic compound with antibacterial properties in aqueous medium from the leaves of Agelanthus brunneus (Engl.) Tiegh (LORANTHACEAE). Naturforsch C J Biosci, 2021,77(3-4),157-165. [View]
No compound-protein relationship available.
SMILES: c1ccccc1CCCCC(O2)CCCC2=O
Level: 1
Mol. Weight: 280.32 g/mol
SMILES: O=C1CCCCO1
Level: 0
Mol. Weight: 280.32 g/mol
SMILES: c1ccccc1
Level: 0
Mol. Weight: 280.32 g/mol
Antibacterial
Absorption
- Caco-2 (logPapp)
- -5.19
- Human Oral Bioavailability 20%
- Bioavailable
- Human Intestinal Absorption
- Absorbed
- Madin-Darby Canine Kidney
- -4.74
- Human Oral Bioavailability 50%
- Bioavailable
- P-Glycoprotein Inhibitor
- Non-Inhibitor
- P-Glycoprotein Substrate
- Non-Substrate
- Skin Permeability
- -2.69
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Non-Penetrable
- Fraction Unbound (Human)
- 0.52
- Plasma Protein Binding
- 45.25
- 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
- Non-Substrate
- CYP 3A4 Inhibitor
- Non-Inhibitor
- CYP 3A4 Substrate
- Non-Substrate
- OATP1B1
- Non-Inhibitor
- OATP1B3
- Non-Inhibitor
Excretion
- Clearance
- 9.89
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Safe
- Avian
- Safe
- Bee
- Toxic
- Bioconcentration Factor
- -0.79
- Biodegradation
- Toxic
- Carcinogenesis
- Safe
- Crustacean
- Safe
- Liver Injury I (DILI)
- Safe
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- -2.75
- Liver Injury II
- Toxic
- hERG Blockers
- Safe
- Daphnia Maga
- 4.5
- 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
- -3.49
- Rat (Acute)
- 2.33
- Rat (Chronic Oral)
- 2.03
- Fathead Minnow
- 3.99
- Respiratory Disease
- Toxic
- Skin Sensitisation
- Safe
- SR-ARE
- Safe
- SR-ATAD5
- Safe
- SR-HSE
- Safe
- SR-MMP
- Safe
- SR-p53
- Toxic
General Properties
- Boiling Point
- 381.41
- Hydration Free Energy
- -12.38
- Log(D) at pH=7.4
- 0.37
- Log(P)
- -0.01
- Log S
- -1.69
- Log(Vapor Pressure)
- -7.42
- Melting Point
- 156.21
- pKa Acid
- 7.98
- pKa Basic
- 6.09
| Protein Name | UniProt ID | Entry Name | Species | #Pharmacophore Points | Probability (0.7 ≤ Tversky Score ≤ 1.0) |
|---|---|---|---|---|---|
| Tryptophan synthase alpha chain | P00929 | TRPA_SALTY | Salmonella typhimurium | 2 | 0.6772 |
| Purine nucleoside phosphorylase DeoD-type | P0ABP8 | DEOD_ECOLI | Escherichia coli | 3 | 0.6595 |
| Seminal ribonuclease | P00669 | RNS_BOVIN | Bos taurus | 3 | 0.6484 |
| Adenosine deaminase | P03958 | ADA_MOUSE | Mus musculus | 3 | 0.5733 |
| Pyruvate kinase PKM | P11974 | KPYM_RABIT | Oryctolagus cuniculus | 2 | 0.5617 |
| Cell division control protein 42 homolog | P60953 | CDC42_HUMAN | Homo sapiens | 3 | 0.5559 |
| Poly [ADP-ribose] polymerase 1 | P26446 | PARP1_CHICK | Gallus gallus | 2 | 0.5483 |
| Type II methyltransferase M.HhaI | P05102 | MTH1_HAEPH | Haemophilus parahaemolyticus | 2 | 0.5068 |
| Transforming protein RhoA | P61586 | RHOA_HUMAN | Homo sapiens | 3 | 0.5055 |