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4'-acetyl 8alpha-O-(3',4'-dihydroxy-methylenebutanoyloxy)-sonchoucarpolide
- Family: Plantae - Asteraceae
- Kingdom: Plantae
-
Class: Terpenoid
- Subclass: Sesquiterpene
| Canonical Smiles | O=C[C@@H]1CC[C@H]([C@]2(C1[C@H]1OC(=O)C(=C)C1[C@H](C2)OC(=O)C(=C)C(COC(=O)C)O)C)O |
|---|---|
| InChI | InChI=1S/C22H28O9/c1-10(14(25)9-29-12(3)24)20(27)30-15-7-22(4)16(26)6-5-13(8-23)18(22)19-17(15)11(2)21(28)31-19/h8,13-19,25-26H,1-2,5-7,9H2,3-4H3/t13-,14?,15-,16+,17?,18?,19-,22-/m0/s1 |
| InChIKey | OTNZRRSVYLOHOL-QFACLKNZSA-N |
| Formula | C22H28O9 |
| HBA | 9 |
| HBD | 2 |
| MW | 436.46 |
| Rotatable Bonds | 6 |
| TPSA | 136.43 |
| LogP | 0.47 |
| Number Rings | 3 |
| Number Aromatic Rings | 0 |
| Heavy Atom Count | 31 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.64 |
| Exact Mass | 436.17 |
| Number of Lipinski Rule Violations | 0 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Centaurea papposa | Asteraceae | Plantae | 1006337 |
Showing of synonyms
4'-acetyl 8alpha-O-(3',4'-dihydroxy-methylenebutanoyloxy)-sonchoucarpolide
No compound-protein relationship available.
SMILES: C=C1C(=O)OC(C12)C3C(CC2)CCCC3
Level: 0
Mol. Weight: 436.46 g/mol
No bioactivities available.
Absorption
- Caco-2 (logPapp)
- -4.89
- Human Oral Bioavailability 20%
- Non-Bioavailable
- Human Intestinal Absorption
- Absorbed
- Madin-Darby Canine Kidney
- -4.750
- Human Oral Bioavailability 50%
- Bioavailable
- P-Glycoprotein Inhibitor
- Non-Inhibitor
- P-Glycoprotein Substrate
- Non-Substrate
- Skin Permeability
- -2.43
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Penetrable
- Fraction Unbound (Human)
- 0.480
- Plasma Protein Binding
- 40.12
- 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
- Non-Substrate
- OATP1B1
- Non-Inhibitor
- OATP1B3
- Non-Inhibitor
Excretion
- Clearance
- 7.950
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Toxic
- Avian
- Safe
- Bee
- Toxic
- Bioconcentration Factor
- -1.190
- Biodegradation
- Safe
- Carcinogenesis
- Toxic
- Crustacean
- Safe
- Liver Injury I (DILI)
- Safe
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- 0.590
- Liver Injury II
- Safe
- hERG Blockers
- Safe
- Daphnia Maga
- 6.680
- Micronucleos
- Toxic
- NR-AhR
- Safe
- NR-AR
- Safe
- NR-AR-LBD
- Toxic
- NR-Aromatase
- Safe
- NR-ER
- Safe
- NR-ER-LBD
- Safe
- NR-GR
- Toxic
- NR-PPAR-gamma
- Safe
- NR-TR
- Safe
- T. Pyriformis
- -31.790
- Rat (Acute)
- 5.060
- Rat (Chronic Oral)
- 1.810
- Fathead Minnow
- 3.970
- Respiratory Disease
- Safe
- Skin Sensitisation
- Safe
- SR-ARE
- Toxic
- SR-ATAD5
- Toxic
- SR-HSE
- Safe
- SR-MMP
- Safe
- SR-p53
- Toxic
General Properties
- Boiling Point
- 411.040
- Hydration Free Energy
- -4.530
- Log(D) at pH=7.4
- 0.870
- Log(P)
- -0.32
- Log S
- -2.94
- Log(Vapor Pressure)
- -9.07
- Melting Point
- 156.05
- pKa Acid
- 6.07
- pKa Basic
- 3.77