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6beta,10beta-dihydroxy-8beta-methoxyeremophilenolide
- Family: Plantae - Asteraceae
- Kingdom: Plantae
-
Class: Terpenoid
- Subclass: Sesquiterpene Lactone
| Canonical Smiles | CO[C@]12OC(=O)C(=C2[C@H]([C@]2([C@](C1)(O)CCC[C@@H]2C)C)O)C |
|---|---|
| InChI | InChI=1S/C16H24O5/c1-9-6-5-7-15(19)8-16(20-4)11(10(2)13(18)21-16)12(17)14(9,15)3/h9,12,17,19H,5-8H2,1-4H3/t9-,12+,14-,15-,16-/m0/s1 |
| InChIKey | PWHROBOFPPCUTQ-KTBXZTKVSA-N |
| Formula | C16H24O5 |
| HBA | 5 |
| HBD | 2 |
| MW | 296.36 |
| Rotatable Bonds | 1 |
| TPSA | 75.99 |
| LogP | 1.52 |
| Number Rings | 3 |
| Number Aromatic Rings | 0 |
| Heavy Atom Count | 21 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.81 |
| Exact Mass | 296.16 |
| Number of Lipinski Rule Violations | 0 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Hertia cheirifolia | Asteraceae | Plantae | 430993 |
Showing of synonyms
6beta,10beta-dihydroxy-8beta-methoxyeremophilenolide
- Aclinou P, Benkouider A, et al. (1991). Eremophilenolides from Hertia cheirifolia. Phytochemistry,1991,30(6),2083-2084. [View]
No compound-protein relationship available.
SMILES: C1C(=O)OC(C=12)CC3C(C2)CCCC3
Level: 0
Mol. Weight: 296.36 g/mol
No bioactivities available.
Absorption
- Caco-2 (logPapp)
- -4.59
- Human Oral Bioavailability 20%
- Bioavailable
- Human Intestinal Absorption
- Absorbed
- Madin-Darby Canine Kidney
- -4.53
- Human Oral Bioavailability 50%
- Bioavailable
- P-Glycoprotein Inhibitor
- Non-Inhibitor
- P-Glycoprotein Substrate
- Non-Substrate
- Skin Permeability
- -2.91
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Penetrable
- Fraction Unbound (Human)
- 0.33
- Plasma Protein Binding
- 42.49
- 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
- 6.63
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Toxic
- Avian
- Safe
- Bee
- Toxic
- Bioconcentration Factor
- -0.34
- Biodegradation
- Safe
- Carcinogenesis
- Safe
- Crustacean
- Safe
- Liver Injury I (DILI)
- Safe
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- -1.04
- Liver Injury II
- Toxic
- hERG Blockers
- Safe
- Daphnia Maga
- 4.74
- Micronucleos
- Safe
- 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
- -3.78
- Rat (Acute)
- 2.94
- Rat (Chronic Oral)
- 1.6
- Fathead Minnow
- 3.92
- Respiratory Disease
- Safe
- Skin Sensitisation
- Safe
- SR-ARE
- Safe
- SR-ATAD5
- Toxic
- SR-HSE
- Safe
- SR-MMP
- Safe
- SR-p53
- Toxic
General Properties
- Boiling Point
- 332.71
- Hydration Free Energy
- -8.21
- Log(D) at pH=7.4
- 1.32
- Log(P)
- 1.59
- Log S
- -2.12
- Log(Vapor Pressure)
- -5.79
- Melting Point
- 178.87
- pKa Acid
- 7.1
- pKa Basic
- 5.49
| Protein Name | UniProt ID | Entry Name | Species | #Pharmacophore Points | Probability (0.7 ≤ Tversky Score ≤ 1.0) |
|---|---|---|---|---|---|
| Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial | Q0QF01 | SDHA_PIG | Sus scrofa | 3 | 0.8338 |
| Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial | Q0QF01 | SDHA_PIG | Sus scrofa | 3 | 0.8338 |
| Strictosidine-O-beta-D-glucosidase | Q8GU20 | SG1_RAUSE | Rauvolfia serpentina | 4 | 0.7154 |
| Strictosidine-O-beta-D-glucosidase | Q8GU20 | SG1_RAUSE | Rauvolfia serpentina | 4 | 0.7154 |