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Taccalonolide B
- Family: Plantae - Dioscoreaceae
- Kingdom: Plantae
- Class: Terpenoid
| Canonical Smiles | CC(=O)OC1C(OC(=O)C)C2[C@H](C3[C@@]1(C)C1C(C)C=C4[C@]([C@@H]1C3O)(C)[C@](C)(O)C(=O)O4)[C@@H](O)C(=O)C1[C@]2(C)C(OC(=O)C)[C@H]2O[C@H]2C1 |
|---|---|
| InChI | InChI=1S/C34H44O13/c1-11-9-17-33(7,34(8,42)30(41)47-17)22-19(11)32(6)20(25(22)40)18-21(27(43-12(2)35)29(32)45-14(4)37)31(5)15(23(38)24(18)39)10-16-26(46-16)28(31)44-13(3)36/h9,11,15-16,18-22,24-29,39-40,42H,10H2,1-8H3/t11?,15?,16-,18-,19?,20?,21?,22-,24+,25?,26-,27?,28?,29?,31-,32+,33-,34+/m0/s1 |
| InChIKey | FFQOXBQSZPYHSA-XLXPCSQKSA-N |
| Formula | C34H44O13 |
| HBA | 13 |
| HBD | 3 |
| MW | 660.71 |
| Rotatable Bonds | 3 |
| TPSA | 195.49 |
| LogP | 0.84 |
| Number Rings | 7 |
| Number Aromatic Rings | 0 |
| Heavy Atom Count | 47 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.79 |
| Exact Mass | 660.28 |
| Number of Lipinski Rule Violations | 2 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Tacca leontopetaloides | Dioscoreaceae | Plantae | 72648 |
Showing of synonyms
Taccalonolide B
NSC627262
NSC-627262
- Abdel-Aziz AME (1988). Molluscicidal activity of the Sudanese plant Tacca leontopetaloides. PhD Thesis, University of Wales Institute of Science and Technology (UWIST), 1988. [View]
Pubchem:
11969838
Gnps:
CCMSLIB00006424672
No compound-protein relationship available.
SMILES: C12C(O2)CC3C(C1)C(=O)CC4C5C(CCC34)C6C(C5)C7C(=CC6)OC(=O)C7
Level: 0
Mol. Weight: 660.71 g/mol
Clinical potential for cancer treatment
Absorption
- Caco-2 (logPapp)
- -5.28
- Human Oral Bioavailability 20%
- Non-Bioavailable
- Human Intestinal Absorption
- Absorbed
- Madin-Darby Canine Kidney
- -4.65
- Human Oral Bioavailability 50%
- Bioavailable
- P-Glycoprotein Inhibitor
- Inhibitor
- P-Glycoprotein Substrate
- Substrate
- Skin Permeability
- 51.83
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Non-Penetrable
- Fraction Unbound (Human)
- 0.17
- Plasma Protein Binding
- 60.98
- 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
- Non-Inhibitor
- CYP 3A4 Substrate
- Substrate
- OATP1B1
- Inhibitor
- OATP1B3
- Inhibitor
Excretion
- Clearance
- 7.09
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Safe
- Avian
- Safe
- Bee
- Toxic
- Bioconcentration Factor
- 0.08
- Biodegradation
- Safe
- Carcinogenesis
- Safe
- Crustacean
- Safe
- Liver Injury I (DILI)
- Safe
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- 0.88
- Liver Injury II
- Safe
- hERG Blockers
- Safe
- Daphnia Maga
- 6.72
- Micronucleos
- Toxic
- NR-AhR
- Safe
- NR-AR
- Toxic
- 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
- -98386.89
- Rat (Acute)
- 5.41
- Rat (Chronic Oral)
- 2.69
- Fathead Minnow
- 137.86
- Respiratory Disease
- Toxic
- Skin Sensitisation
- Safe
- SR-ARE
- Safe
- SR-ATAD5
- Safe
- SR-HSE
- Safe
- SR-MMP
- Safe
- SR-p53
- Safe
General Properties
- Boiling Point
- 6723.76
- Hydration Free Energy
- -2.92
- Log(D) at pH=7.4
- 1.35
- Log(P)
- 0.94
- Log S
- -4.23
- Log(Vapor Pressure)
- -227.01
- Melting Point
- 245.49
- pKa Acid
- 3.97
- pKa Basic
- 0.81