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11-epi-23-hydroxytoonacilide
- Family: Plantae - Meliaceae
- Kingdom: Plantae
-
Class: Terpenoid
- Subclass: Triterpenoid
| Canonical Smiles | COC(=O)C[C@H]1C(C)(C)C(=O)C=C[C@]1(C)[C@H]1[C@@H](OC(=O)C)[C@H](OC(=O)C)[C@@]2([C@]3(C1(C)C)O[C@@H]3C[C@H]2C1=CC(OC1=O)O)C |
|---|---|
| InChI | InChI=1S/C32H42O11/c1-15(33)40-24-25(30(7)11-10-20(35)28(3,4)19(30)14-22(36)39-9)29(5,6)32-21(43-32)13-18(17-12-23(37)42-27(17)38)31(32,8)26(24)41-16(2)34/h10-12,18-19,21,23-26,37H,13-14H2,1-9H3/t18-,19-,21+,23?,24+,25-,26-,30-,31+,32-/m0/s1 |
| InChIKey | NHRWTBRVTHWMBZ-JGWTUQJHSA-N |
| Formula | C32H42O11 |
| HBA | 11 |
| HBD | 1 |
| MW | 602.68 |
| Rotatable Bonds | 6 |
| TPSA | 155.03 |
| LogP | 2.82 |
| Number Rings | 5 |
| Number Aromatic Rings | 0 |
| Heavy Atom Count | 43 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.72 |
| Exact Mass | 602.27 |
| Number of Lipinski Rule Violations | 2 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Turraea parvifolia | Meliaceae | Plantae | 201020 |
Showing of synonyms
11-epi-23-hydroxytoonacilide
Pubchem:
101243072
No compound-protein relationship available.
SMILES: O=C1OCC=C1C(CC(C234)O4)C2CCC(C3)C(CC5)C=CC5=O
Level: 2
Mol. Weight: 602.68 g/mol
SMILES: C123C(O3)CCC1CCC(C2)C(CC4)C=CC4=O
Level: 1
Mol. Weight: 602.68 g/mol
SMILES: C1CCCC2C(CC(C123)O3)C4=CCOC4=O
Level: 1
Mol. Weight: 602.68 g/mol
SMILES: C123C(O3)CCC1CCCC2
Level: 0
Mol. Weight: 602.68 g/mol
SMILES: O=C1C=CCCC1
Level: 0
Mol. Weight: 602.68 g/mol
SMILES: O=C1C=CCO1
Level: 0
Mol. Weight: 602.68 g/mol
No bioactivities available.
Absorption
- Caco-2 (logPapp)
- -5.15
- Human Oral Bioavailability 20%
- Non-Bioavailable
- Human Intestinal Absorption
- Absorbed
- Madin-Darby Canine Kidney
- -4.830
- Human Oral Bioavailability 50%
- Non-Bioavailable
- P-Glycoprotein Inhibitor
- Inhibitor
- P-Glycoprotein Substrate
- Substrate
- Skin Permeability
- 1.47
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Penetrable
- Fraction Unbound (Human)
- 0.340
- Plasma Protein Binding
- 65.67
- 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
- 10.980
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Safe
- Avian
- Safe
- Bee
- Toxic
- Bioconcentration Factor
- 0.670
- Biodegradation
- Safe
- Carcinogenesis
- Safe
- Crustacean
- Safe
- Liver Injury I (DILI)
- Safe
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- 1.040
- Liver Injury II
- Toxic
- hERG Blockers
- Safe
- Daphnia Maga
- 7.910
- 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
- -8500.620
- Rat (Acute)
- 4.730
- Rat (Chronic Oral)
- 2.420
- Fathead Minnow
- 24.850
- 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
- 365.820
- Hydration Free Energy
- -2.920
- Log(D) at pH=7.4
- 2.320
- Log(P)
- 2.36
- Log S
- -5.31
- Log(Vapor Pressure)
- -12.51
- Melting Point
- 186.45
- pKa Acid
- 5.81
- pKa Basic
- 1.77
| Protein Name | UniProt ID | Entry Name | Species | #Pharmacophore Points | Probability (0.7 ≤ Tversky Score ≤ 1.0) |
|---|---|---|---|---|---|
| Type IV / VI secretion system DotU domain-containing protein | Q9KN50 | Q9KN50_VIBCH | Vibrio cholerae serotype O1 | 3 | 0.9537 |
| Type IV / VI secretion system DotU domain-containing protein | Q9KN50 | Q9KN50_VIBCH | Vibrio cholerae serotype O1 | 3 | 0.9537 |
| Liver carboxylesterase 1 | P23141 | EST1_HUMAN | Homo sapiens | 3 | 0.8815 |
| Liver carboxylesterase 1 | P23141 | EST1_HUMAN | Homo sapiens | 3 | 0.8815 |
| N-alpha-acetyltransferase 50 | Q9GZZ1 | NAA50_HUMAN | Homo sapiens | 3 | 0.7208 |
| N-alpha-acetyltransferase 50 | Q9GZZ1 | NAA50_HUMAN | Homo sapiens | 3 | 0.7208 |