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1alpha-acetoxy-5beta,8alpha-dihydroxyeudesm-4(15)-en-6beta,11betaH-12,6-olide
- Family: Plantae - Asteraceae
- Kingdom: Plantae
-
Class: Terpenoid
- Subclass: Sesquiterpene Lactone
| Canonical Smiles | CC(=O)O[C@H]1CCC(=C)[C@@]2([C@@]1(C)C[C@H](O)[C@@H]1[C@@H]2OC(=O)[C@H]1C)O |
|---|---|
| InChI | InChI=1S/C17H24O6/c1-8-5-6-12(22-10(3)18)16(4)7-11(19)13-9(2)15(20)23-14(13)17(8,16)21/h9,11-14,19,21H,1,5-7H2,2-4H3/t9-,11-,12-,13+,14-,16-,17+/m0/s1 |
| InChIKey | YNNAMINCIGZEMU-OXFJAODRSA-N |
| Formula | C17H24O6 |
| HBA | 6 |
| HBD | 2 |
| MW | 324.37 |
| Rotatable Bonds | 1 |
| TPSA | 93.06 |
| LogP | 0.95 |
| Number Rings | 3 |
| Number Aromatic Rings | 0 |
| Heavy Atom Count | 23 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.76 |
| Exact Mass | 324.16 |
| Number of Lipinski Rule Violations | 0 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Artemisia hugueti | Asteraceae | Plantae | 4219 |
Showing of synonyms
1alpha-acetoxy-5beta,8alpha-dihydroxyeudesm-4(15)-en-6beta,11betaH-12,6-olide
- Marco JA, Sanz-Cervera JF, et al. (1994). Sesquiterpene lactones from North African Artemisia species.. Phytochemistry,1994,37(2),477-485. [View]
Pubchem:
101673686
Zinc:
ZINC000238778931
No compound-protein relationship available.
SMILES: C=C1CCCC(CC2)C1C(C23)OC(=O)C3
Level: 0
Mol. Weight: 324.37 g/mol
No bioactivities available.
Absorption
- Caco-2 (logPapp)
- -4.63
- Human Oral Bioavailability 20%
- Bioavailable
- Human Intestinal Absorption
- Absorbed
- Madin-Darby Canine Kidney
- -4.7
- Human Oral Bioavailability 50%
- Bioavailable
- P-Glycoprotein Inhibitor
- Non-Inhibitor
- P-Glycoprotein Substrate
- Non-Substrate
- Skin Permeability
- -2.1
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Penetrable
- Fraction Unbound (Human)
- 0.42
- Plasma Protein Binding
- 48.86
- 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
- Non-Inhibitor
- CYP 3A4 Substrate
- Non-Substrate
- OATP1B1
- Non-Inhibitor
- OATP1B3
- Non-Inhibitor
Excretion
- Clearance
- 6.04
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Safe
- Avian
- Safe
- Bee
- Toxic
- Bioconcentration Factor
- -0.58
- Biodegradation
- Safe
- Carcinogenesis
- Safe
- Crustacean
- Safe
- Liver Injury I (DILI)
- Safe
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- 0.05
- Liver Injury II
- Toxic
- hERG Blockers
- Safe
- Daphnia Maga
- 4.91
- Micronucleos
- Toxic
- NR-AhR
- Safe
- NR-AR
- Safe
- 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
- -1.91
- Rat (Acute)
- 3.79
- Rat (Chronic Oral)
- 1.75
- Fathead Minnow
- 3.92
- Respiratory Disease
- Safe
- Skin Sensitisation
- Safe
- SR-ARE
- Safe
- SR-ATAD5
- Safe
- SR-HSE
- Safe
- SR-MMP
- Safe
- SR-p53
- Toxic
General Properties
- Boiling Point
- 352.74
- Hydration Free Energy
- -9.18
- Log(D) at pH=7.4
- 0.57
- Log(P)
- 0.92
- Log S
- -2.24
- Log(Vapor Pressure)
- -7.38
- Melting Point
- 167.07
- pKa Acid
- 7.77
- pKa Basic
- 4.3
No predicted protein targets found for this compound.