Select a section from the left sidebar
Swietenialide A
- Family: Plantae - Meliaceae
- Kingdom: Plantae
-
Class: Terpenoid
- Subclass: Limonoid
| Canonical Smiles | COC(=O)CC1[C@@]2(C)CC3(C1(C)C14OC5(OC4(C4C3([C@H]2OC(=O)/C(=C\C)/C)O[C@](O4)(C)OC)C(O5)([C@](CC1O)(C)[C@H](c1ccoc1)OC(=O)C)CC(=O)OC)C)O |
|---|---|
| InChI | InChI=1S/C40H52O17/c1-12-20(2)28(45)52-29-31(4)19-36(46)33(6,23(31)15-25(43)47-9)39-24(42)16-32(5,27(51-21(3)41)22-13-14-50-18-22)37(17-26(44)48-10)40(39,57-35(8,54-37)56-39)30-38(29,36)55-34(7,49-11)53-30/h12-14,18,23-24,27,29-30,42,46H,15-17,19H2,1-11H3/b20-12-/t23?,24?,27-,29-,30?,31+,32-,33?,34+,35?,36?,37?,38?,39?,40?/m0/s1 |
| InChIKey | GSACHNDPLCWILD-NGNNBNKJSA-N |
| Formula | C40H52O17 |
| HBA | 17 |
| HBD | 2 |
| MW | 804.84 |
| Rotatable Bonds | 10 |
| TPSA | 214.18 |
| LogP | 2.89 |
| Number Rings | 8 |
| Number Aromatic Rings | 1 |
| Heavy Atom Count | 57 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.75 |
| Exact Mass | 804.32 |
| Number of Lipinski Rule Violations | 2 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Swietenia mahogani | Meliaceae | Plantae | 459165 |
Showing of synonyms
Swietenialide A
- 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:
101758879
No compound-protein relationship available.
SMILES: c1occc1CC(C2OC(O3)O4)CCC4(C235)C6C7C8(C5OCO8)CC(C6)C7
Level: 1
Mol. Weight: 804.84 g/mol
SMILES: O1COC2C1(CC(C3)C4)C4C3C5(C267)CCCC6OC(O7)O5
Level: 0
Mol. Weight: 804.84 g/mol
SMILES: c1ccoc1
Level: 0
Mol. Weight: 804.84 g/mol
Antifeedant
Absorption
- Caco-2 (logPapp)
- -5.48
- Human Oral Bioavailability 20%
- Non-Bioavailable
- Human Intestinal Absorption
- Absorbed
- Madin-Darby Canine Kidney
- 45.480
- Human Oral Bioavailability 50%
- Non-Bioavailable
- P-Glycoprotein Inhibitor
- Inhibitor
- P-Glycoprotein Substrate
- Substrate
- Skin Permeability
- 6638.25
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Non-Penetrable
- Fraction Unbound (Human)
- 0.320
- Plasma Protein Binding
- 64.58
- 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
- Inhibitor
- OATP1B3
- Inhibitor
Excretion
- Clearance
- 6.000
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Safe
- Avian
- Safe
- Bee
- Toxic
- Bioconcentration Factor
- -158.280
- Biodegradation
- Safe
- Carcinogenesis
- Safe
- Crustacean
- Safe
- Liver Injury I (DILI)
- Safe
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- 0.330
- Liver Injury II
- Safe
- hERG Blockers
- Safe
- Daphnia Maga
- 6.740
- 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
- -12049862.520
- Rat (Acute)
- 4.930
- Rat (Chronic Oral)
- 3.360
- Fathead Minnow
- 15216.770
- Respiratory Disease
- Safe
- Skin Sensitisation
- Safe
- SR-ARE
- Safe
- SR-ATAD5
- Safe
- SR-HSE
- Safe
- SR-MMP
- Toxic
- SR-p53
- Safe
General Properties
- Boiling Point
- 1351233.390
- Hydration Free Energy
- -2.920
- Log(D) at pH=7.4
- 2.800
- Log(P)
- 3.48
- Log S
- -4.86
- Log(Vapor Pressure)
- -44455.15
- Melting Point
- 200.44
- pKa Acid
- -277.65
- pKa Basic
- -0.93
No predicted protein targets found for this compound.