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15-hydroxy-1(10),4-germacra-1(10),4-dien-(l 2,6);(14,8)-diolide
- Family: Plantae - Asteraceae
- Kingdom: Plantae
-
Class: Terpenoid
- Subclass: Sesquiterpene Lactone
| Canonical Smiles | OC/C/1=C\[C@H]2OC(=O)[C@H]([C@@H]2[C@@H]2C/C(=C\CC1)/C(=O)O2)C |
|---|---|
| InChI | InChI=1S/C15H18O5/c1-8-13-11(19-14(8)17)5-9(7-16)3-2-4-10-6-12(13)20-15(10)18/h4-5,8,11-13,16H,2-3,6-7H2,1H3/b9-5-,10-4+/t8-,11+,12-,13-/m0/s1 |
| InChIKey | GXAWQUJQJQTXEU-FVYOVXPRSA-N |
| Formula | C15H18O5 |
| HBA | 5 |
| HBD | 1 |
| MW | 278.3 |
| Rotatable Bonds | 1 |
| TPSA | 72.83 |
| LogP | 1.12 |
| Number Rings | 3 |
| Number Aromatic Rings | 0 |
| Heavy Atom Count | 20 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.6 |
| Exact Mass | 278.12 |
| Number of Lipinski Rule Violations | 0 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Urospermum picroides | Asteraceae | Plantae | 268113 |
Showing of synonyms
15-hydroxy-1(10),4-germacra-1(10),4-dien-(l 2,6);(14,8)-diolide
- Balboul BAAA, Ahmed AA, et al. (1997). Sesquiterpene lactones and glycosides from Urospermum picroides. Phytochemistry,1997,45(2),369-373. [View]
Pubchem:
101701132
No compound-protein relationship available.
SMILES: C12=CCCC=CC3C(CC(=O)O3)C(C2)OC1=O
Level: 0
Mol. Weight: 278.3 g/mol
No bioactivities available.
Absorption
- Caco-2 (logPapp)
- -4.87
- Human Oral Bioavailability 20%
- Non-Bioavailable
- Human Intestinal Absorption
- Absorbed
- Madin-Darby Canine Kidney
- -4.6
- Human Oral Bioavailability 50%
- Non-Bioavailable
- P-Glycoprotein Inhibitor
- Non-Inhibitor
- P-Glycoprotein Substrate
- Non-Substrate
- Skin Permeability
- -2.29
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Penetrable
- Fraction Unbound (Human)
- 0.52
- Plasma Protein Binding
- 37.41
- 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
- Substrate
- OATP1B1
- Non-Inhibitor
- OATP1B3
- Non-Inhibitor
Excretion
- Clearance
- 7.54
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Toxic
- Avian
- Safe
- Bee
- Toxic
- Bioconcentration Factor
- -0.61
- Biodegradation
- Toxic
- Carcinogenesis
- Toxic
- Crustacean
- Safe
- Liver Injury I (DILI)
- Safe
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- -0.79
- Liver Injury II
- Toxic
- hERG Blockers
- Safe
- Daphnia Maga
- 3.57
- 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
- 0.03
- Rat (Acute)
- 2.41
- Rat (Chronic Oral)
- 1.85
- Fathead Minnow
- 3.92
- 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
- 371.46
- Hydration Free Energy
- -7.47
- Log(D) at pH=7.4
- 0.4
- Log(P)
- -0.14
- Log S
- -2.24
- Log(Vapor Pressure)
- -6.94
- Melting Point
- 157.18
- pKa Acid
- 9.24
- pKa Basic
- 6.06