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3,4-dioxo-guaia-1alpha,5alphaH-11(13)-en-6beta,12-olide
- Family: Plantae - Asteraceae
- Kingdom: Plantae
-
Class: Terpenoid
- Subclass: Sesquiterpene Lactone
| Canonical Smiles | C=C1C(=O)O[C@@H]2C1CC[C@@H]([C@H]1[C@@]2(C)C(=O)C(=O)C1)C |
|---|---|
| InChI | InChI=1S/C15H18O4/c1-7-4-5-9-8(2)14(18)19-13(9)15(3)10(7)6-11(16)12(15)17/h7,9-10,13H,2,4-6H2,1,3H3/t7-,9?,10-,13+,15-/m0/s1 |
| InChIKey | RCOALPWBATXWSR-QERGJOMPSA-N |
| Formula | C15H18O4 |
| HBA | 4 |
| HBD | 0 |
| MW | 262.3 |
| Rotatable Bonds | 0 |
| TPSA | 60.44 |
| LogP | 1.68 |
| Number Rings | 3 |
| Number Aromatic Rings | 0 |
| Heavy Atom Count | 19 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.67 |
| Exact Mass | 262.12 |
| Number of Lipinski Rule Violations | 0 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Ambrosia maritima | Asteraceae | Plantae | 1028380 |
Showing of synonyms
3,4-dioxo-guaia-1alpha,5alphaH-11(13)-en-6beta,12-olide
- Salam NAA, Mahmoud ZF, et al. (1984). Sesquiterpene lactones from Ambrosia maritima (Damssissa).. Phytochemistry,1984,23(12),2851-2853. [View]
Pubchem:
163031835
No compound-protein relationship available.
SMILES: O=C(O1)C(=C)C(C1C23)CCCC3CC(=O)C2=O
Level: 0
Mol. Weight: 262.3 g/mol
No bioactivities available.
Absorption
- Caco-2 (logPapp)
- -4.57
- Human Oral Bioavailability 20%
- Bioavailable
- Human Intestinal Absorption
- Absorbed
- Madin-Darby Canine Kidney
- -4.62
- Human Oral Bioavailability 50%
- Bioavailable
- P-Glycoprotein Inhibitor
- Non-Inhibitor
- P-Glycoprotein Substrate
- Non-Substrate
- Skin Permeability
- -2.07
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Penetrable
- Fraction Unbound (Human)
- 0.67
- Plasma Protein Binding
- 47.2
- Steady State Volume of Distribution
- -
Metabolism
- Breast Cancer Resistance Protein
- Non-Inhibitor
- CYP 1A2 Inhibitor
- Non-Inhibitor
- CYP 1A2 Substrate
- 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
- 10.8
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Safe
- Avian
- Safe
- Bee
- Toxic
- Bioconcentration Factor
- -0.36
- Biodegradation
- Safe
- Carcinogenesis
- Safe
- Crustacean
- Toxic
- Liver Injury I (DILI)
- Safe
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- 0.43
- Liver Injury II
- Toxic
- hERG Blockers
- Safe
- Daphnia Maga
- 4.5
- Micronucleos
- Toxic
- NR-AhR
- Safe
- NR-AR
- Safe
- NR-AR-LBD
- Toxic
- NR-Aromatase
- Safe
- NR-ER
- Safe
- NR-ER-LBD
- Safe
- NR-GR
- Safe
- NR-PPAR-gamma
- Safe
- NR-TR
- Safe
- T. Pyriformis
- 1.66
- Rat (Acute)
- 2.48
- Rat (Chronic Oral)
- 1.7
- Fathead Minnow
- 3.92
- Respiratory Disease
- Safe
- Skin Sensitisation
- Toxic
- SR-ARE
- Safe
- SR-ATAD5
- Safe
- SR-HSE
- Safe
- SR-MMP
- Safe
- SR-p53
- Toxic
General Properties
- Boiling Point
- 325.4
- Hydration Free Energy
- -6.68
- Log(D) at pH=7.4
- 1.66
- Log(P)
- 1.01
- Log S
- -2.66
- Log(Vapor Pressure)
- -5.71
- Melting Point
- 184.5
- pKa Acid
- 7.63
- pKa Basic
- 4.01