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Khayanolide C
- Family: Plantae - Meliaceae
- Kingdom: Plantae
-
Class: Terpenoid
- Subclass: Limonoid
| Canonical Smiles | COC(=O)[C@H]([C@H]1[C@@]2(C)C[C@]3([C@]1(C)[C@H]1CC[C@@]4(C(=CC(=O)O[C@H]4c4cocc4)[C@]1([C@@H]3C(=O)[C@H]2O)O)C)O)O |
|---|---|
| InChI | InChI=1S/C27H32O10/c1-23-7-5-13-25(3)18(17(30)22(32)35-4)24(2)11-26(25,33)19(16(29)20(24)31)27(13,34)14(23)9-15(28)37-21(23)12-6-8-36-10-12/h6,8-10,13,17-21,30-31,33-34H,5,7,11H2,1-4H3/t13-,17+,18+,19-,20-,21+,23-,24-,25-,26+,27-/m1/s1 |
| InChIKey | BXSPWNHDIUKNAJ-VUYQWQMLSA-N |
| Formula | C27H32O10 |
| HBA | 10 |
| HBD | 4 |
| MW | 516.54 |
| Rotatable Bonds | 3 |
| TPSA | 163.73 |
| LogP | 0.82 |
| Number Rings | 6 |
| Number Aromatic Rings | 1 |
| Heavy Atom Count | 37 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.67 |
| Exact Mass | 516.2 |
| Number of Lipinski Rule Violations | 1 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Khaya senegalensis | Meliaceae | Plantae | 587579 |
| 2 | Khaya senegalensis | Meliaceae | Plantae | 587579 |
Showing of synonyms
Khayanolide C
- Nakatani M, Abdelgaleil SA, et al. (2001). Antifeedant rings B and D opened limonoids from Khaya senegalensis. Journal of Natural Products,2001,64(10),1261-1265. [View] [PubMed]
- Abdelgaleil SAM, Okamura H, et al. (2001). Khayanolides, rearranged phragmalin limonoid antifeedants from Khaya senegalensis. Tetrahedron,2001,57(1),119-126. [View]
No compound-protein relationship available.
SMILES: c1occc1C(OC(=O)C2)C(CC3)C=2C(C3C4C56)C5C(=O)CC(C6)C4
Level: 1
Mol. Weight: 516.54 g/mol
SMILES: C1C(C2)CC(=O)C3C(C4C2C13)C=5C(CC4)COC(=O)C5
Level: 0
Mol. Weight: 516.54 g/mol
SMILES: c1ccoc1
Level: 0
Mol. Weight: 516.54 g/mol
Antifeedant
Antiviral
Absorption
- Caco-2 (logPapp)
- -5.79
- Human Oral Bioavailability 20%
- Non-Bioavailable
- Human Intestinal Absorption
- Absorbed
- Madin-Darby Canine Kidney
- -5.050
- Human Oral Bioavailability 50%
- Bioavailable
- P-Glycoprotein Inhibitor
- Inhibitor
- P-Glycoprotein Substrate
- Substrate
- Skin Permeability
- -1.37
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Non-Penetrable
- Fraction Unbound (Human)
- 0.600
- Plasma Protein Binding
- 79.45
- 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
- 6.740
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Safe
- Avian
- Safe
- Bee
- Toxic
- Bioconcentration Factor
- -2.860
- Biodegradation
- Safe
- Carcinogenesis
- Safe
- Crustacean
- Safe
- Liver Injury I (DILI)
- Safe
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- -0.030
- Liver Injury II
- Toxic
- hERG Blockers
- Toxic
- Daphnia Maga
- 7.220
- 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
- -999.960
- Rat (Acute)
- 4.260
- Rat (Chronic Oral)
- 3.230
- Fathead Minnow
- 2.700
- Respiratory Disease
- Toxic
- Skin Sensitisation
- Safe
- SR-ARE
- Safe
- SR-ATAD5
- Toxic
- SR-HSE
- Safe
- SR-MMP
- Toxic
- SR-p53
- Safe
General Properties
- Boiling Point
- 457.090
- Hydration Free Energy
- -2.890
- Log(D) at pH=7.4
- 1.650
- Log(P)
- 0.68
- Log S
- -2.94
- Log(Vapor Pressure)
- -10.94
- Melting Point
- 253.51
- pKa Acid
- 4.92
- pKa Basic
- 4.0
No predicted protein targets found for this compound.