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7,8-epoxyisocholiolide lactone
- Family: Plantae - Asteraceae
- Kingdom: Plantae
-
Class: Terpenoid
- Subclass: Sesquiterpene Lactone
| Canonical Smiles | O=C1OC(C[C@@]21[C@@]1(C)O[C@H]1C[C@]1([C@]32CC[C@]1(C(=O)O3)C)C)c1cocc1 |
|---|---|
| InChI | InChI=1S/C20H22O6/c1-16-5-6-20(26-14(16)21)17(16,2)9-13-18(3,25-13)19(20)8-12(24-15(19)22)11-4-7-23-10-11/h4,7,10,12-13H,5-6,8-9H2,1-3H3/t12?,13-,16-,17+,18-,19+,20-/m0/s1 |
| InChIKey | LHVHLTYUKQOIQB-NGIKCFRHSA-N |
| Formula | C20H22O6 |
| HBA | 6 |
| HBD | 0 |
| MW | 358.39 |
| Rotatable Bonds | 1 |
| TPSA | 78.27 |
| LogP | 2.92 |
| Number Rings | 6 |
| Number Aromatic Rings | 1 |
| Heavy Atom Count | 26 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.7 |
| Exact Mass | 358.14 |
| Number of Lipinski Rule Violations | 0 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Microglossa pyrifolia | Asteraceae | Plantae | 1898725 |
Showing of synonyms
7,8-epoxyisocholiolide lactone
No compound-protein relationship available.
SMILES: O1C2C1CC(C(C(=O)O3)CC4)C34C25C(=O)OC(C5)c6ccoc6
Level: 1
Mol. Weight: 358.39 g/mol
SMILES: O1C2C1CC(C(C(=O)O3)CC4)C34C25C(=O)OCC5
Level: 0
Mol. Weight: 358.39 g/mol
SMILES: c1ccoc1
Level: 0
Mol. Weight: 358.39 g/mol
Anti-leishmanial
Absorption
- Caco-2 (logPapp)
- -5.16
- Human Oral Bioavailability 20%
- Bioavailable
- Human Intestinal Absorption
- Absorbed
- Madin-Darby Canine Kidney
- -4.92
- Human Oral Bioavailability 50%
- Bioavailable
- P-Glycoprotein Inhibitor
- Non-Inhibitor
- P-Glycoprotein Substrate
- Non-Substrate
- Skin Permeability
- -2.04
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Penetrable
- Fraction Unbound (Human)
- 0.46
- Plasma Protein Binding
- 35.38
- Steady State Volume of Distribution
- -
Metabolism
- Breast Cancer Resistance Protein
- Non-Inhibitor
- CYP 1A2 Inhibitor
- 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
- 12.37
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Safe
- Avian
- Safe
- Bee
- Toxic
- Bioconcentration Factor
- 0.67
- Biodegradation
- Safe
- Carcinogenesis
- Safe
- Crustacean
- Safe
- Liver Injury I (DILI)
- Safe
- Eye Corrosion
- Safe
- Eye Irritation
- Toxic
- Maximum Tolerated Dose
- -0.29
- Liver Injury II
- Safe
- hERG Blockers
- Safe
- Daphnia Maga
- 5.96
- 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
- -7.57
- Rat (Acute)
- 4.28
- Rat (Chronic Oral)
- 1.68
- Fathead Minnow
- 3.85
- Respiratory Disease
- Toxic
- Skin Sensitisation
- Toxic
- SR-ARE
- Safe
- SR-ATAD5
- Toxic
- SR-HSE
- Safe
- SR-MMP
- Safe
- SR-p53
- Safe
General Properties
- Boiling Point
- 414.28
- Hydration Free Energy
- -5.12
- Log(D) at pH=7.4
- 2.22
- Log(P)
- 1.74
- Log S
- -4.16
- Log(Vapor Pressure)
- -7.62
- Melting Point
- 221.29
- pKa Acid
- 5.33
- pKa Basic
- 4.99
| Protein Name | UniProt ID | Entry Name | Species | #Pharmacophore Points | Probability (0.7 ≤ Tversky Score ≤ 1.0) |
|---|---|---|---|---|---|
| Tetracycline repressor protein class D | P0ACT4 | TETR4_ECOLX | Escherichia coli | 3 | 0.7832 |
| Tetracycline repressor protein class D | P0ACT4 | TETR4_ECOLX | Escherichia coli | 3 | 0.7832 |
| Lethal(3)malignant brain tumor-like protein 1 | Q9Y468 | LMBL1_HUMAN | Homo sapiens | 3 | 0.7518 |
| Lethal(3)malignant brain tumor-like protein 1 | Q9Y468 | LMBL1_HUMAN | Homo sapiens | 3 | 0.7518 |
| Carbonic anhydrase 2 | P00918 | CAH2_HUMAN | Homo sapiens | 2 | 0.7279 |
| Carbonic anhydrase 2 | P00918 | CAH2_HUMAN | Homo sapiens | 2 | 0.7279 |
| Retinoic acid receptor RXR | Q8T5C6 | RXR_BIOGL | Biomphalaria glabrata | 3 | 0.7193 |
| Retinoic acid receptor RXR | Q8T5C6 | RXR_BIOGL | Biomphalaria glabrata | 3 | 0.7193 |
| Coagulation factor X | P00742 | FA10_HUMAN | Homo sapiens | 2 | 0.7005 |
| Coagulation factor X | P00742 | FA10_HUMAN | Homo sapiens | 2 | 0.7005 |