Select a section from the left sidebar
Swietenialide C
- Family: Plantae - Meliaceae
- Kingdom: Plantae
-
Class: Terpenoid
- Subclass: Limonoid
| Canonical Smiles | COC(=O)C[C@H]1C2(C)C[C@]3([C@]1(C)[C@@]14OC5(O[C@@]4([C@H]4[C@]3([C@H]2OC(=O)C2(C)OC2C)O[C@](O4)(C)OC)[C@@](O5)([C@](C[C@H]1O)(C)[C@H](c1ccoc1)OC(=O)C)CC(=O)OC)C)O |
|---|---|
| InChI | InChI=1S/C40H52O18/c1-19-32(5,53-19)29(45)52-27-30(3)18-36(46)33(6,22(30)14-24(43)47-9)39-23(42)15-31(4,26(51-20(2)41)21-12-13-50-17-21)37(16-25(44)48-10)40(39,58-35(8,55-37)57-39)28-38(27,36)56-34(7,49-11)54-28/h12-13,17,19,22-23,26-28,42,46H,14-16,18H2,1-11H3/t19?,22-,23+,26-,27-,28+,30?,31-,32?,33+,34+,35?,36+,37-,38-,39-,40-/m0/s1 |
| InChIKey | MWWCHTJWDVKJJX-DJFVJRHKSA-N |
| Formula | C40H52O18 |
| HBA | 18 |
| HBD | 2 |
| MW | 820.84 |
| Rotatable Bonds | 10 |
| TPSA | 226.71 |
| LogP | 2.1 |
| Number Rings | 9 |
| Number Aromatic Rings | 1 |
| Heavy Atom Count | 58 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.8 |
| Exact Mass | 820.32 |
| Number of Lipinski Rule Violations | 2 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Swietenia mahogani | Meliaceae | Plantae | 459165 |
Showing of synonyms
Swietenialide C
- 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:
101758881
No compound-protein relationship available.
SMILES: O1CC1C(=O)OC(C(C2)C3)C4(C5OCO4)C2C3C6(C578)CCC(C7OC(O8)O6)Cc9ccoc9
Level: 2
Mol. Weight: 820.84 g/mol
SMILES: O1CC1C(=O)OC(C(C2)C3)C4(C5OCO4)C2C3C6(C578)CCCC7OC(O8)O6
Level: 1
Mol. Weight: 820.84 g/mol
SMILES: c1occc1CC(C2OC(O3)O4)CCC4(C235)C6C7C8(C5OCO8)CC(C6)C7
Level: 1
Mol. Weight: 820.84 g/mol
SMILES: O1COC2C1(CC(C3)C4)C4C3C5(C267)CCCC6OC(O7)O5
Level: 0
Mol. Weight: 820.84 g/mol
SMILES: c1ccoc1
Level: 0
Mol. Weight: 820.84 g/mol
SMILES: C1CO1
Level: 0
Mol. Weight: 820.84 g/mol
Antifeedant
Absorption
- Caco-2 (logPapp)
- -5.4
- Human Oral Bioavailability 20%
- Non-Bioavailable
- Human Intestinal Absorption
- Absorbed
- Madin-Darby Canine Kidney
- 71.870
- Human Oral Bioavailability 50%
- Non-Bioavailable
- P-Glycoprotein Inhibitor
- Inhibitor
- P-Glycoprotein Substrate
- Substrate
- Skin Permeability
- 10094.44
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Penetrable
- Fraction Unbound (Human)
- 0.030
- Plasma Protein Binding
- 67.72
- 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
- 7.280
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Safe
- Avian
- Safe
- Bee
- Toxic
- Bioconcentration Factor
- -238.050
- Biodegradation
- Safe
- Carcinogenesis
- Safe
- Crustacean
- Safe
- Liver Injury I (DILI)
- Safe
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- 0.370
- Liver Injury II
- Safe
- hERG Blockers
- Toxic
- Daphnia Maga
- 6.160
- 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
- -18324113.870
- Rat (Acute)
- 6.070
- Rat (Chronic Oral)
- 3.380
- Fathead Minnow
- 23133.940
- 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
- 2056956.580
- Hydration Free Energy
- -2.920
- Log(D) at pH=7.4
- 2.190
- Log(P)
- 2.63
- Log S
- -4.76
- Log(Vapor Pressure)
- -67671.31
- Melting Point
- 172.87
- pKa Acid
- -446.63
- pKa Basic
- -3.52