Select a section from the left sidebar
8alpha-[2'-hydroxymethyl-2'-butenoyloxy]-sonchucarpolide
- Family: Plantae - Asteraceae
- Kingdom: Plantae
-
Class: Terpenoid
- Subclass: Sesquiterpene Lactone
Canonical Smiles | O=C[C@@H]1CC[C@H]([C@]2([C@H]1[C@H]1OC(=O)C(=C)[C@@H]1[C@H](C2)OC(=O)/C(=C\C)/CO)C)O |
---|---|
InChI | InChI=1S/C20H26O7/c1-4-11(8-21)19(25)26-13-7-20(3)14(23)6-5-12(9-22)16(20)17-15(13)10(2)18(24)27-17/h4,9,12-17,21,23H,2,5-8H2,1,3H3/b11-4-/t12-,13-,14+,15+,16+,17-,20-/m0/s1 |
InChIKey | JAMSYNVVOFKKIY-FRAXHVOESA-N |
Formula | C20H26O7 |
HBA | 7 |
HBD | 2 |
MW | 378.42 |
Rotatable Bonds | 4 |
TPSA | 110.13 |
LogP | 0.93 |
Number Rings | 3 |
Number Aromatic Rings | 0 |
Heavy Atom Count | 27 |
Formal Charge | 0 |
Fraction CSP3 | 0.65 |
Exact Mass | 378.17 |
Number of Lipinski Rule Violations | 0 |
# | Species | Family | Kingdom | NCBI Taxonomy ID |
---|---|---|---|---|
1 | Centaurea maroccana | Asteraceae | Plantae | 41503 |
Showing of synonyms
8alpha-[2'-hydroxymethyl-2'-butenoyloxy]-sonchucarpolide
- Bicha S, Chalard P, et al. (2013). Maroccanin: a new gamma-lactone and other constituents from Centaurea maroccana ball. (Asteraceae). Records of Natural Products,2013,7(2),114-118. [View]
Pubchem:
162986196
Zinc:
ZINC000523041522
No compound-protein relationship available.
SMILES: C=C1C(=O)OC(C12)C3C(CC2)CCCC3
Level: 0
Mol. Weight: 378.42 g/mol
No bioactivities available.
Absorption
- Caco-2 (logPapp)
- -4.73
- Human Oral Bioavailability 20%
- Non-Bioavailable
- Human Intestinal Absorption
- Absorbed
- Madin-Darby Canine Kidney
- -4.720
- Human Oral Bioavailability 50%
- Bioavailable
- P-Glycoprotein Inhibitor
- Non-Inhibitor
- P-Glycoprotein Substrate
- Non-Substrate
- Skin Permeability
- -2.54
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Penetrable
- Fraction Unbound (Human)
- 0.460
- Plasma Protein Binding
- 49.13
- 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
- Inhibitor
- CYP 3A4 Substrate
- Non-Substrate
- OATP1B1
- Non-Inhibitor
- OATP1B3
- Non-Inhibitor
Excretion
- Clearance
- 7.010
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Toxic
- Avian
- Safe
- Bee
- Toxic
- Bioconcentration Factor
- -1.460
- Biodegradation
- Safe
- Carcinogenesis
- Toxic
- Crustacean
- Safe
- Liver Injury I (DILI)
- Safe
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- 0.050
- Liver Injury II
- Safe
- hERG Blockers
- Safe
- Daphnia Maga
- 5.710
- Micronucleos
- Toxic
- NR-AhR
- Safe
- NR-AR
- Safe
- NR-AR-LBD
- Toxic
- NR-Aromatase
- Safe
- NR-ER
- Safe
- NR-ER-LBD
- Safe
- NR-GR
- Toxic
- NR-PPAR-gamma
- Safe
- NR-TR
- Toxic
- T. Pyriformis
- -6.630
- Rat (Acute)
- 4.670
- Rat (Chronic Oral)
- 1.770
- Fathead Minnow
- 3.960
- 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
- 406.730
- Hydration Free Energy
- -8.190
- Log(D) at pH=7.4
- 1.190
- Log(P)
- 0.25
- Log S
- -2.89
- Log(Vapor Pressure)
- -8.39
- Melting Point
- 160.46
- pKa Acid
- 6.27
- pKa Basic
- 4.86
No predicted protein targets found for this compound.