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3-alpha-acetyl-14-alpha-hydroxytaraxan-19,28-olide
- Family: Plantae - Euphorbiaceae
- Kingdom: Plantae
-
Class: Terpenoid
- Subclass: Triterpene
| Canonical Smiles | CC(=O)O[C@@H]1CC[C@]2(C(C1(C)C)CC[C@@]1([C@@H]2CC[C@]2([C@@]1(O)CC[C@]13[C@@H]2[C@@H](OC3=O)C(C)(C)CC1)C)C)C |
|---|---|
| InChI | InChI=1S/C32H50O5/c1-19(33)36-22-11-12-28(6)20(27(22,4)5)9-13-29(7)21(28)10-14-30(8)23-24-26(2,3)15-16-31(23,25(34)37-24)17-18-32(29,30)35/h20-24,35H,9-18H2,1-8H3/t20?,21-,22-,23-,24-,28+,29-,30-,31+,32-/m1/s1 |
| InChIKey | DFGIFRRJZAYENT-KIKBHBTDSA-N |
| Formula | C32H50O5 |
| HBA | 5 |
| HBD | 1 |
| MW | 514.75 |
| Rotatable Bonds | 1 |
| TPSA | 72.83 |
| LogP | 6.45 |
| Number Rings | 6 |
| Number Aromatic Rings | 0 |
| Heavy Atom Count | 37 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.94 |
| Exact Mass | 514.37 |
| Number of Lipinski Rule Violations | 2 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Neoboutonia macrocalyx | Euphorbiaceae | Plantae | 1260343 |
Showing of synonyms
3-alpha-acetyl-14-alpha-hydroxytaraxan-19,28-olide
- Maffo T, Wafo P, et al. (2015). Terpenoids from the stem bark of Neoboutonia macrocalyx (Euphorbiaceae). Phytochemistry Letters, 2015, 12, 328-331. [View]
No compound-protein relationship available.
SMILES: C1CCC(OC2=O)C(C123)C4C(CC3)C5C(CC4)C6C(CC5)CCCC6
Level: 0
Mol. Weight: 514.75 g/mol
No bioactivities available.
Absorption
- Caco-2 (logPapp)
- -4.95
- Human Oral Bioavailability 20%
- Bioavailable
- Human Intestinal Absorption
- Absorbed
- Madin-Darby Canine Kidney
- -4.78
- Human Oral Bioavailability 50%
- Bioavailable
- P-Glycoprotein Inhibitor
- Non-Inhibitor
- P-Glycoprotein Substrate
- Non-Substrate
- Skin Permeability
- -1.43
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Penetrable
- Fraction Unbound (Human)
- 1.34
- Plasma Protein Binding
- 88.98
- 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
- Non-Inhibitor
- OATP1B3
- Non-Inhibitor
Excretion
- Clearance
- 6.49
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Safe
- Avian
- Safe
- Bee
- Toxic
- Bioconcentration Factor
- -0.62
- Biodegradation
- Safe
- Carcinogenesis
- Safe
- Crustacean
- Safe
- Liver Injury I (DILI)
- Safe
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- -0.03
- Liver Injury II
- Toxic
- hERG Blockers
- Toxic
- Daphnia Maga
- 6.48
- Micronucleos
- Safe
- 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
- -644.87
- Rat (Acute)
- 1.81
- Rat (Chronic Oral)
- 1.69
- Fathead Minnow
- 3.83
- Respiratory Disease
- Safe
- Skin Sensitisation
- Toxic
- SR-ARE
- Safe
- SR-ATAD5
- Safe
- SR-HSE
- Safe
- SR-MMP
- Safe
- SR-p53
- Safe
General Properties
- Boiling Point
- 495.15
- Hydration Free Energy
- -3.03
- Log(D) at pH=7.4
- 5.59
- Log(P)
- 6.39
- Log S
- -6.43
- Log(Vapor Pressure)
- -8.35
- Melting Point
- 243.83
- pKa Acid
- 9.87
- pKa Basic
- 7.47
| 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 | 2 | 0.7471 |