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Swietenialide E
- Family: Plantae - Meliaceae
- Kingdom: Plantae
-
Class: Terpenoid
- Subclass: Limonoid
| Canonical Smiles | COC(=O)C[C@H]1[C@@]2(C)CC3[C@]1(C)[C@@]14OC(O3)(O[C@@]4([C@@H]([C@H]([C@H]2OC(=O)C2(C)OC2C)OC(=O)C)OC(=O)C)[C@]([C@](C[C@H]1O)(C)[C@@H](c1ccoc1)OC(=O)C)(O)CC(=O)OC)C |
|---|---|
| InChI | InChI=1S/C41H54O19/c1-19-37(8,57-19)33(48)56-31-29(53-20(2)42)32(55-22(4)44)41-39(49,17-28(47)51-11)35(6,30(54-21(3)43)23-12-13-52-18-23)15-25(45)40(41)36(7)24(14-27(46)50-10)34(31,5)16-26(36)58-38(9,59-40)60-41/h12-13,18-19,24-26,29-32,45,49H,14-17H2,1-11H3/t19?,24-,25+,26?,29-,30+,31+,32+,34+,35-,36+,37?,38?,39-,40-,41-/m0/s1 |
| InChIKey | OSZKLCHRZDFWDF-YUASBYGJSA-N |
| Formula | C41H54O19 |
| HBA | 19 |
| HBD | 2 |
| MW | 850.86 |
| Rotatable Bonds | 11 |
| TPSA | 251.62 |
| LogP | 2.11 |
| Number Rings | 7 |
| Number Aromatic Rings | 1 |
| Heavy Atom Count | 60 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.76 |
| Exact Mass | 850.33 |
| Number of Lipinski Rule Violations | 2 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Swietenia mahogani | Meliaceae | Plantae | 459165 |
Showing of synonyms
Swietenialide E
- Saad MMG, Iwagawa T, et al. (2003). Swietenialides, novel ring D opened phragmalin limonoid orthoesters from Swietenia mahogani JACQ.. Tetrahedron,2003,59(40),8027-8033. [View]
Pubchem:
101758883
No compound-protein relationship available.
SMILES: O1C(O2)OC(C3)C4CC3C(OC(=O)C5CO5)CCC2(C146)CC(CC6)Cc7ccoc7
Level: 2
Mol. Weight: 850.86 g/mol
SMILES: O1C(O2)OC(C3)C4CC3C(OC(=O)C5CO5)CCC2(C146)CCCC6
Level: 1
Mol. Weight: 850.86 g/mol
SMILES: c1occc1CC(CC2)CC3(C245)CCCC6CC4C(C6)OC(O5)O3
Level: 1
Mol. Weight: 850.86 g/mol
SMILES: C1CCCC2(C134)CCCC5CC3C(C5)OC(O4)O2
Level: 0
Mol. Weight: 850.86 g/mol
SMILES: c1ccoc1
Level: 0
Mol. Weight: 850.86 g/mol
SMILES: C1CO1
Level: 0
Mol. Weight: 850.86 g/mol
Antifeedant
Absorption
- Caco-2 (logPapp)
- -5.44
- Human Oral Bioavailability 20%
- Non-Bioavailable
- Human Intestinal Absorption
- Absorbed
- Madin-Darby Canine Kidney
- 94.130
- Human Oral Bioavailability 50%
- Non-Bioavailable
- P-Glycoprotein Inhibitor
- Inhibitor
- P-Glycoprotein Substrate
- Substrate
- Skin Permeability
- 13019.72
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Penetrable
- Fraction Unbound (Human)
- 0.020
- Plasma Protein Binding
- 64.27
- 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
- Inhibitor
- CYP 2D6 Substrate
- Non-Substrate
- CYP 3A4 Inhibitor
- Inhibitor
- CYP 3A4 Substrate
- Substrate
- OATP1B1
- Inhibitor
- OATP1B3
- Inhibitor
Excretion
- Clearance
- 8.510
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Safe
- Avian
- Toxic
- Bee
- Toxic
- Bioconcentration Factor
- -306.040
- Biodegradation
- Safe
- Carcinogenesis
- Safe
- Crustacean
- Safe
- Liver Injury I (DILI)
- Safe
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- 0.740
- Liver Injury II
- Safe
- hERG Blockers
- Toxic
- Daphnia Maga
- 5.570
- Micronucleos
- Toxic
- NR-AhR
- Safe
- NR-AR
- Safe
- NR-AR-LBD
- Safe
- NR-Aromatase
- Safe
- NR-ER
- Safe
- NR-ER-LBD
- Safe
- NR-GR
- Toxic
- NR-PPAR-gamma
- Safe
- NR-TR
- Safe
- T. Pyriformis
- -23635665.770
- Rat (Acute)
- 5.730
- Rat (Chronic Oral)
- 3.600
- Fathead Minnow
- 29839.220
- Respiratory Disease
- Safe
- Skin Sensitisation
- Safe
- SR-ARE
- Safe
- SR-ATAD5
- Safe
- SR-HSE
- Safe
- SR-MMP
- Safe
- SR-p53
- Safe
General Properties
- Boiling Point
- 2653503.330
- Hydration Free Energy
- -2.920
- Log(D) at pH=7.4
- 1.360
- Log(P)
- 2.8
- Log S
- -4.36
- Log(Vapor Pressure)
- -87320.59
- Melting Point
- 184.03
- pKa Acid
- -584.99
- pKa Basic
- -4.53
| Protein Name | UniProt ID | Entry Name | Species | #Pharmacophore Points | Probability (0.7 ≤ Tversky Score ≤ 1.0) |
|---|---|---|---|---|---|
| Lactoylglutathione lyase | Q9CPU0 | LGUL_MOUSE | Mus musculus | 2 | 0.7200 |
| Lactoylglutathione lyase | Q9CPU0 | LGUL_MOUSE | Mus musculus | 2 | 0.7200 |
| NAD-capped RNA hydrolase NudC | P32664 | NUDC_ECOLI | Escherichia coli | 3 | 0.7051 |
| NAD-capped RNA hydrolase NudC | P32664 | NUDC_ECOLI | Escherichia coli | 3 | 0.7051 |