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1-O-methylclausenolide
- Family: Plantae - Rutaceae
- Kingdom: Plantae
-
Class: Terpenoid
- Subclass: Triterpene
| Canonical Smiles | CO[C@@]1(C)OC([C@H]2[C@@]1(C)C1[C@@H](O)C[C@@]3([C@]4([C@@]1(C(=O)C2)C)O[C@@H]4C(=O)O[C@H]3c1cocc1)C)(C)C |
|---|---|
| InChI | InChI=1S/C26H34O8/c1-21(2)15-10-16(28)24(5)17(23(15,4)25(6,30-7)34-21)14(27)11-22(3)18(13-8-9-31-12-13)32-20(29)19-26(22,24)33-19/h8-9,12,14-15,17-19,27H,10-11H2,1-7H3/t14-,15-,17?,18-,19+,22-,23-,24+,25-,26+/m0/s1 |
| InChIKey | NPUPZNLNMKHAFL-JTGZOMQBSA-N |
| Formula | C26H34O8 |
| HBA | 8 |
| HBD | 1 |
| MW | 474.55 |
| Rotatable Bonds | 2 |
| TPSA | 107.73 |
| LogP | 3.18 |
| Number Rings | 6 |
| Number Aromatic Rings | 1 |
| Heavy Atom Count | 34 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.77 |
| Exact Mass | 474.23 |
| Number of Lipinski Rule Violations | 0 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Clausena anisata | Rutaceae | Plantae | 159034 |
Showing of synonyms
1-O-methylclausenolide
- Tatsimo SJN, Tamokou JDD, et al. (2015). LC-MS guided isolation of antibacterial and cytotoxic constituents from Clausena anisata. Med Chem Res, 2015, 24, 1468–1479. [View]
Pubchem:
163043525
No compound-protein relationship available.
SMILES: c1occc1C(OC(=O)C(C234)O4)C3CCC5C6C(COC6)CC(=O)C25
Level: 1
Mol. Weight: 474.55 g/mol
SMILES: C123C(O3)C(=O)OCC2CCC4C5C(COC5)CC(=O)C14
Level: 0
Mol. Weight: 474.55 g/mol
SMILES: c1ccoc1
Level: 0
Mol. Weight: 474.55 g/mol
Cancer cell growth inhibitory
Absorption
- Caco-2 (logPapp)
- -5.14
- Human Oral Bioavailability 20%
- Bioavailable
- Human Intestinal Absorption
- Absorbed
- Madin-Darby Canine Kidney
- -4.770
- Human Oral Bioavailability 50%
- Bioavailable
- P-Glycoprotein Inhibitor
- Inhibitor
- P-Glycoprotein Substrate
- Non-Substrate
- Skin Permeability
- -2.25
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Non-Penetrable
- Fraction Unbound (Human)
- 0.410
- Plasma Protein Binding
- 52.21
- Steady State Volume of Distribution
- -
Metabolism
- Breast Cancer Resistance Protein
- Non-Inhibitor
- CYP 1A2 Inhibitor
- Non-Inhibitor
- CYP 1A2 Substrate
- 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
- Non-Inhibitor
Excretion
- Clearance
- 12.640
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Safe
- Avian
- Safe
- Bee
- Toxic
- Bioconcentration Factor
- 0.710
- Biodegradation
- Safe
- Carcinogenesis
- Safe
- Crustacean
- Toxic
- Liver Injury I (DILI)
- Safe
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- -0.310
- Liver Injury II
- Safe
- hERG Blockers
- Safe
- Daphnia Maga
- 6.700
- 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
- -216.300
- Rat (Acute)
- 5.150
- Rat (Chronic Oral)
- 1.760
- Fathead Minnow
- 3.980
- Respiratory Disease
- Toxic
- Skin Sensitisation
- Safe
- SR-ARE
- Safe
- SR-ATAD5
- Toxic
- SR-HSE
- Safe
- SR-MMP
- Safe
- SR-p53
- Safe
General Properties
- Boiling Point
- 470.490
- Hydration Free Energy
- -2.940
- Log(D) at pH=7.4
- 2.210
- Log(P)
- 2.86
- Log S
- -4.39
- Log(Vapor Pressure)
- -8.61
- Melting Point
- 218.65
- pKa Acid
- 3.83
- pKa Basic
- 3.42
| Protein Name | UniProt ID | Entry Name | Species | #Pharmacophore Points | Probability (0.7 ≤ Tversky Score ≤ 1.0) |
|---|---|---|---|---|---|
| Lactoylglutathione lyase | Q9CPU0 | LGUL_MOUSE | Mus musculus | 2 | 0.7155 |
| Rhodopsin | P02699 | OPSD_BOVIN | Bos taurus | 2 | 0.7054 |
| Abscisic acid receptor PYL3 | Q9SSM7 | PYL3_ARATH | Arabidopsis thaliana | 2 | 0.7021 |
| Mitochondrial poly(A) polymerase | F1NBW0 | F1NBW0_CHICK | Gallus gallus | 2 | 0.7001 |