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Rubescin F
- Family: Plantae - Meliaceae
- Kingdom: Plantae
-
Class: Terpenoid
- Subclass: Limonoid
| Canonical Smiles | O[C@@H]1C[C@H]([C@]2([C@]31O[C@H]1[C@]3(C)[C@@]3([C@H](C2)O3)[C@@]2([C@H]3[C@H]1OC[C@]3(C)C=CC2=O)C)C)c1cocc1 |
|---|---|
| InChI | InChI=1S/C26H30O6/c1-21-7-5-15(27)23(3)19(21)18(30-12-21)20-24(4)25(32-20)16(28)9-14(13-6-8-29-11-13)22(25,2)10-17-26(23,24)31-17/h5-8,11,14,16-20,28H,9-10,12H2,1-4H3/t14-,16+,17-,18+,19-,20+,21-,22-,23-,24-,25-,26+/m0/s1 |
| InChIKey | YXVRDPUOQCHPKP-UYOVBTQSSA-N |
| Formula | C26H30O6 |
| HBA | 6 |
| HBD | 1 |
| MW | 438.52 |
| Rotatable Bonds | 1 |
| TPSA | 81.43 |
| LogP | 3.0 |
| Number Rings | 8 |
| Number Aromatic Rings | 1 |
| Heavy Atom Count | 32 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.73 |
| Exact Mass | 438.2 |
| Number of Lipinski Rule Violations | 0 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Trichilia rubescens | Meliaceae | Plantae | 1672008 |
| 2 | Trichilia rubescens | Meliaceae | Plantae | 1672008 |
Showing of synonyms
Rubescin F
- Tsamo AT, Pagna JIM, et al. (2019). Rubescins F-H, new vilasinin-type limonoids from the leaves of Trichilia rubescens (Meliaceae).. Zeitschrift fur Naturforschung. C, Journal of biosciences,2019, 74(7-8), 175-182. [View] [PubMed]
- Sass G, Tsamo AT, et al. (2019). Vismione B Interferes with Trypanosoma cruzi Infection of Vero Cells and Human Stem Cell-Derived Cardiomyocytes.. The American journal of tropical medicine and hygiene,2019, 101(6), 1359-1368. [View] [PubMed]
No compound-protein relationship available.
SMILES: c1occc1C2CCC3(C2CC(C456)O6)C4C(O3)C7C8C(CO7)C=CC(=O)C58
Level: 1
Mol. Weight: 438.52 g/mol
SMILES: C123C(O3)CC4C5(CCC4)C1C(O5)C6C7C(CO6)C=CC(=O)C27
Level: 0
Mol. Weight: 438.52 g/mol
SMILES: c1ccoc1
Level: 0
Mol. Weight: 438.52 g/mol
No bioactivities available.
Absorption
- Caco-2 (logPapp)
- -5.19
- Human Oral Bioavailability 20%
- Bioavailable
- Human Intestinal Absorption
- Absorbed
- Madin-Darby Canine Kidney
- -4.68
- Human Oral Bioavailability 50%
- Bioavailable
- P-Glycoprotein Inhibitor
- Non-Inhibitor
- P-Glycoprotein Substrate
- Non-Substrate
- Skin Permeability
- -2.06
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Penetrable
- Fraction Unbound (Human)
- 0.48
- Plasma Protein Binding
- 53.74
- 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
- Inhibitor
- CYP 3A4 Substrate
- Substrate
- OATP1B1
- Non-Inhibitor
- OATP1B3
- Non-Inhibitor
Excretion
- Clearance
- 15.74
- Organic Cation Transporter 2
- Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Safe
- Avian
- Safe
- Bee
- Toxic
- Bioconcentration Factor
- 0.12
- Biodegradation
- Safe
- Carcinogenesis
- Safe
- Crustacean
- Safe
- Liver Injury I (DILI)
- Safe
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- -0.42
- Liver Injury II
- Safe
- hERG Blockers
- Toxic
- Daphnia Maga
- 7.07
- 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
- Toxic
- T. Pyriformis
- -144.89
- Rat (Acute)
- 4.83
- Rat (Chronic Oral)
- 1.86
- Fathead Minnow
- 3.86
- Respiratory Disease
- Toxic
- Skin Sensitisation
- Safe
- SR-ARE
- Toxic
- SR-ATAD5
- Safe
- SR-HSE
- Safe
- SR-MMP
- Safe
- SR-p53
- Safe
General Properties
- Boiling Point
- 473.16
- Hydration Free Energy
- -2.81
- Log(D) at pH=7.4
- 2.92
- Log(P)
- 2.31
- Log S
- -4.46
- Log(Vapor Pressure)
- -9.02
- Melting Point
- 220.25
- pKa Acid
- 4.48
- pKa Basic
- 3.91
| Protein Name | UniProt ID | Entry Name | Species | #Pharmacophore Points | Probability (0.7 ≤ Tversky Score ≤ 1.0) |
|---|---|---|---|---|---|
| Gastrotropin | P51161 | FABP6_HUMAN | Homo sapiens | 3 | 0.7494 |
| Endothiapepsin | P11838 | CARP_CRYPA | Cryphonectria parasitica | 3 | 0.7464 |
| Large structural protein | Q91L20 | Q91L20_9MONO | Human metapneumovirus | 3 | 0.7291 |
| NADPH-dependent oxidoreductase 2-alkenal reductase | Q39172 | AER_ARATH | Arabidopsis thaliana | 2 | 0.7151 |
| Carbonic anhydrase 4 | Q64444 | CAH4_MOUSE | Mus musculus | 2 | 0.7047 |