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Lumisantonin
- Family: Plantae - Asteraceae
- Kingdom: Plantae
-
Class: Terpenoid
- Subclass: Sesquiterpene Lactone
| Canonical Smiles | CC1C(=O)OC2C1CCC1(C32C=CC(=O)C13C)C |
|---|---|
| InChI | InChI=1S/C15H18O3/c1-8-9-4-6-13(2)14(3)10(16)5-7-15(13,14)11(9)18-12(8)17/h5,7-9,11H,4,6H2,1-3H3 |
| InChIKey | DAGAGXCQQYCLAE-UHFFFAOYSA-N |
| Formula | C15H18O3 |
| HBA | 3 |
| HBD | 0 |
| MW | 246.31 |
| Rotatable Bonds | 0 |
| TPSA | 43.37 |
| LogP | 2.11 |
| Number Rings | 4 |
| Number Aromatic Rings | 0 |
| Heavy Atom Count | 18 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.73 |
| Exact Mass | 246.13 |
| Number of Lipinski Rule Violations | 0 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Artemisia herba-alba | Asteraceae | Plantae | 72329 |
Showing of synonyms
Lumisantonin
467-41-4
NSC 125345
5,9,10-trimethyl-3-oxatetracyclo[7.4.0.01,10.02,6]tridec-12-ene-4,11-dione
3H-Cyclopenta(2,3)cyclopropa(1,2-g)benzofuran-3,7(6H)-dione, 3a,3b,4,5,5a,8a-hexahydro-3a,3b,6-trimethyl-, (3aR-(3aalpha,3bbeta,5abeta,6beta,8aalpha,8bR*))-
5,9,10-trimethyl-3-oxatetracyclo(7.4.0.01,10.02,6)tridec-12-ene-4,11-dione
Dagagxcqqyclae-uhfffaoysa-n
MLS002919811
NSC125345
3,5a,5b-trimethyl-3a,5a,5b,8b-tetrahydro-4h-cyclopenta[2',3']cyclopropa[1',2':5,6]benzo[1,2-b]furan-2,6(3h,5h)-dione
DTXSID70963638
NSC-125345
SMR001797411
- Ahmed AA, Abou-El-Ela M, et al. (1990). Eudesmanolides and other constituents from Artemisia herba-alba.. Phytochemistry,1990,29(11),3661-3663. [View]
No compound-protein relationship available.
SMILES: C1=CC(=O)C(C123)C2CCC4C3OC(=O)C4
Level: 0
Mol. Weight: 246.31 g/mol
No bioactivities available.
Absorption
- Caco-2 (logPapp)
- -4.63
- Human Oral Bioavailability 20%
- Bioavailable
- Human Intestinal Absorption
- Absorbed
- Madin-Darby Canine Kidney
- -4.46
- Human Oral Bioavailability 50%
- Bioavailable
- P-Glycoprotein Inhibitor
- Non-Inhibitor
- P-Glycoprotein Substrate
- Non-Substrate
- Skin Permeability
- -1.92
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Penetrable
- Fraction Unbound (Human)
- 0.67
- Plasma Protein Binding
- 21.27
- 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
- Substrate
- OATP1B1
- Non-Inhibitor
- OATP1B3
- Non-Inhibitor
Excretion
- Clearance
- 13.55
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Safe
- Avian
- Safe
- Bee
- Toxic
- Bioconcentration Factor
- 0.6
- Biodegradation
- Safe
- Carcinogenesis
- Safe
- Crustacean
- Toxic
- Liver Injury I (DILI)
- Safe
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- 0.03
- Liver Injury II
- Toxic
- hERG Blockers
- Safe
- Daphnia Maga
- 4.57
- Micronucleos
- Safe
- NR-AhR
- Safe
- NR-AR
- Safe
- NR-AR-LBD
- Safe
- NR-Aromatase
- Safe
- NR-ER
- Safe
- NR-ER-LBD
- Safe
- NR-GR
- Safe
- NR-PPAR-gamma
- Safe
- NR-TR
- Safe
- T. Pyriformis
- 2.58
- Rat (Acute)
- 2.17
- Rat (Chronic Oral)
- 1.55
- Fathead Minnow
- 4.04
- 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
- 317.07
- Hydration Free Energy
- -5.61
- Log(D) at pH=7.4
- 1.83
- Log(P)
- 1.52
- Log S
- -2.62
- Log(Vapor Pressure)
- -3.99
- Melting Point
- 134.41
- pKa Acid
- 9.11
- pKa Basic
- 6.21
No predicted protein targets found for this compound.