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8alpha,4'-(hydroxytiglinate)-8-desacyloxysubluteolide
- Family: Plantae - Asteraceae
- Kingdom: Plantae
-
Class: Terpenoid
- Subclass: Sesquiterpene Lactone
Canonical Smiles | OC/C=C(/C(=O)O[C@H]1CC(=C)[C@H]2[C@@H]([C@@H]3[C@@H]1C(=C)C(=O)O3)[C@@]1([C@H](C2)O)OC1)\C |
---|---|
InChI | InChI=1S/C20H24O7/c1-9(4-5-21)18(23)26-13-6-10(2)12-7-14(22)20(8-25-20)16(12)17-15(13)11(3)19(24)27-17/h4,12-17,21-22H,2-3,5-8H2,1H3/b9-4+/t12-,13-,14-,15+,16-,17-,20+/m0/s1 |
InChIKey | LWDKIUHKLIZGEF-LRJNHNEYSA-N |
Formula | C20H24O7 |
HBA | 7 |
HBD | 2 |
MW | 376.41 |
Rotatable Bonds | 3 |
TPSA | 105.59 |
LogP | 0.66 |
Number Rings | 4 |
Number Aromatic Rings | 0 |
Heavy Atom Count | 27 |
Formal Charge | 0 |
Fraction CSP3 | 0.6 |
Exact Mass | 376.15 |
Number of Lipinski Rule Violations | 0 |
# | Species | Family | Kingdom | NCBI Taxonomy ID |
---|---|---|---|---|
1 | Centaurea scoparia | Asteraceae | Plantae | 2072395 |
Showing of synonyms
8alpha,4'-(hydroxytiglinate)-8-desacyloxysubluteolide
- Helal AM, Nakamura N, et al. (1997). Guaianolides from Centaurea scoparia. Phytochemistry,1997,45(3),551-554. [View]
Pubchem:
101705414
Zinc:
ZINC000238731328
No compound-protein relationship available.
SMILES: O1CC12C3C4C(C(=C)C(=O)O4)CCC(=C)C3CC2
Level: 0
Mol. Weight: 376.41 g/mol
No bioactivities available.
Absorption
- Caco-2 (logPapp)
- -5.29
- 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
- -2.93
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Penetrable
- Fraction Unbound (Human)
- 0.300
- Plasma Protein Binding
- 30.51
- 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
- Substrate
- OATP1B1
- Non-Inhibitor
- OATP1B3
- Non-Inhibitor
Excretion
- Clearance
- 14.140
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Toxic
- Avian
- Safe
- Bee
- Toxic
- Bioconcentration Factor
- -0.080
- Biodegradation
- Safe
- Carcinogenesis
- Safe
- Crustacean
- Safe
- Liver Injury I (DILI)
- Safe
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- -0.850
- Liver Injury II
- Safe
- hERG Blockers
- Safe
- Daphnia Maga
- 4.700
- 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
- Safe
- T. Pyriformis
- -8.690
- Rat (Acute)
- 5.080
- Rat (Chronic Oral)
- 2.130
- Fathead Minnow
- 3.960
- Respiratory Disease
- Toxic
- Skin Sensitisation
- Safe
- SR-ARE
- Toxic
- SR-ATAD5
- Safe
- SR-HSE
- Safe
- SR-MMP
- Safe
- SR-p53
- Toxic
General Properties
- Boiling Point
- 431.950
- Hydration Free Energy
- -7.010
- Log(D) at pH=7.4
- 0.370
- Log(P)
- 0.45
- Log S
- -2.51
- Log(Vapor Pressure)
- -8.23
- Melting Point
- 154.95
- pKa Acid
- 5.72
- pKa Basic
- 3.46