Loliolide
Based on 1 Customer Validation
Loliolide (Loliolid) is a β-carotene metabolite. Loliolide reduces caspase 3, 8, 9 expression, enhances PI3K, AKT, SIRT1, inhibits ROS, apoptosis, and blocks NF-κB p65 nuclear translocation. Loliolide protects mitochondria, reduces oxidative stress, and increases cell viability in neuroblastoma cells. Loliolide can be used for the research of UV-induced skin damage and Parkinson’s disease.
Nur für Forschungszwecke. Wir verkaufen nicht an Patienten.
- Reinheit: 99.92%
- CAS. Nr.: 5989-02-6
- Formel: C11H16O3
- Molecular Weight:196.24
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Speicherung:
4°C, protect from light
* In solvent : -80°C, 6 months; -20°C, 1 month (protect from light)
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Biologische Aktivität
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Chemical Information
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Lösungsmittel & Löslichkeit
- Reinheit & Dokumentation
- Verweise
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Help & FAQs
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Biologische Aktivität
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SIRT1 |
MMP-9 |
Caspase 3 |
Caspase 8 |
Caspase 9 |
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Cell Line
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Type | Value | Description | References |
|---|---|---|---|---|
| A549 | IC50 |
>10 μM
Compound: 19
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Antiproliferative activity against human A549 cells assessed as reduction in cell viability after 72 hrs by SRB assay
Antiproliferative activity against human A549 cells assessed as reduction in cell viability after 72 hrs by SRB assay
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[PMID: 32946697] |
| HepG2 | IC50 |
>20 μg/mL
Compound: loliolide
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Growth inhibition of HepG2 cells
Growth inhibition of HepG2 cells
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[PMID: 17547458] |
| HT-29 | IC50 |
>10 μM
Compound: S11
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Cytotoxicity against human HT-29 cells assessed as reduction in cell viability after 72 hrs by CellTiter 96 aqueous one solution assay
Cytotoxicity against human HT-29 cells assessed as reduction in cell viability after 72 hrs by CellTiter 96 aqueous one solution assay
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[PMID: 30057155] |
| HT-29 | IC50 |
>10 μM
Compound: S11
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Inhibition of mitochondrial membrane potential in human HT-29 cells after 3 hrs by JC-1 staining based fluorescence assay
Inhibition of mitochondrial membrane potential in human HT-29 cells after 3 hrs by JC-1 staining based fluorescence assay
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[PMID: 30057155] |
| KB | IC50 |
>10 μM
Compound: 19
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Antiproliferative activity against human KB cells assessed as reduction in cell viability after 72 hrs by SRB assay
Antiproliferative activity against human KB cells assessed as reduction in cell viability after 72 hrs by SRB assay
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[PMID: 32946697] |
| MCF7 | IC50 |
>10 μM
Compound: 19
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Antiproliferative activity against human MCF7 cells assessed as reduction in cell viability after 72 hrs by SRB assay
Antiproliferative activity against human MCF7 cells assessed as reduction in cell viability after 72 hrs by SRB assay
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[PMID: 32946697] |
| MDA-MB-231 | IC50 |
>10 μM
Compound: 19
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Antiproliferative activity against human MDA-MB-231 cells assessed as reduction in cell viability after 72 hrs by SRB assay
Antiproliferative activity against human MDA-MB-231 cells assessed as reduction in cell viability after 72 hrs by SRB assay
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[PMID: 32946697] |
| MDA-MB-231 | IC50 |
>10 μM
Compound: S11
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Cytotoxicity against human MDA-MB-231 cells assessed as reduction in cell viability after 72 hrs by CellTiter 96 aqueous one solution assay
Cytotoxicity against human MDA-MB-231 cells assessed as reduction in cell viability after 72 hrs by CellTiter 96 aqueous one solution assay
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[PMID: 30057155] |
| MDA-MB-435 | IC50 |
>10 μM
Compound: S11
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Cytotoxicity against human MDA-MB-435 cells assessed as reduction in cell viability after 72 hrs by CellTiter 96 aqueous one solution assay
Cytotoxicity against human MDA-MB-435 cells assessed as reduction in cell viability after 72 hrs by CellTiter 96 aqueous one solution assay
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[PMID: 30057155] |
| OVCAR-3 | IC50 |
>10 μM
Compound: S11
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Cytotoxicity against human OVCAR3 cells assessed as reduction in cell viability after 72 hrs by CellTiter 96 aqueous one solution assay
Cytotoxicity against human OVCAR3 cells assessed as reduction in cell viability after 72 hrs by CellTiter 96 aqueous one solution assay
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[PMID: 30057155] |
| RAW264.7 | CC50 |
>100 μM
Compound: 11
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Cytotoxicity against mouse RAW264.7 cells assessed as reduction in cell viability measured after 24 hrs by MTT assay
Cytotoxicity against mouse RAW264.7 cells assessed as reduction in cell viability measured after 24 hrs by MTT assay
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[PMID: 33667099] |
| RAW264.7 | IC50 |
>0.4 μM
Compound: loliolide
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Antiinflammatory activity against mouse RAW264.7 cells assessed as inhibition of LPS-induced nitric oxide release after 24 hrs
Antiinflammatory activity against mouse RAW264.7 cells assessed as inhibition of LPS-induced nitric oxide release after 24 hrs
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[PMID: 20192236] |
| RAW264.7 | IC50 |
>50 μM
Compound: 11
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Inhibition of LPS-induced IL-1beta production in mouse RAW264.7 cells after 24 hrs by ELISA
Inhibition of LPS-induced IL-1beta production in mouse RAW264.7 cells after 24 hrs by ELISA
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[PMID: 24963714] |
| RAW264.7 | IC50 |
>50 μM
Compound: 11
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Inhibition of LPS-induced NO production in mouse RAW264.7 cells after 24 hrs by Griess reagent based assay
Inhibition of LPS-induced NO production in mouse RAW264.7 cells after 24 hrs by Griess reagent based assay
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[PMID: 24963714] |
| RAW264.7 | IC50 |
56.7 μM
Compound: 11
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Inhibition of LPS induced NO production in mouse RAW264.7 cells measured after 24 hrs by Griess reagent based assay
Inhibition of LPS induced NO production in mouse RAW264.7 cells measured after 24 hrs by Griess reagent based assay
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[PMID: 33667099] |
| WI-38 | IC50 |
>20 μg/mL
Compound: loliolide
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Growth inhibition of WI38 cells
Growth inhibition of WI38 cells
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[PMID: 17547458] |
| WI-38 VA13 | IC50 |
>20 μg/mL
Compound: loliolide
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Growth inhibition of VA13 cells
Growth inhibition of VA13 cells
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[PMID: 17547458] |
Loliolide (25-100 μM; 24 h) is non-toxic to HaCaT human keratinocytes at concentrations up to 100 μM and dose-dependently recovers UVB-reduced HaCaT cell viability[1].
Loliolide (25-100 μM; 24 h) dose-dependently inhibits UVB-induced reactive oxygen species generation and DNA damage in HaCaT cells[1].
Loliolide (50-100 μM; 24 h) reduces UVB-induced apoptosis in HaCaT cells[1].
Loliolide (25-100 μM; 24 h) dose-dependently inhibits UVB-induced activation of caspase 3, 8, and 9 to reduce apoptosis in HaCaT cells[1].
Loliolide (25-200 μM; 24 h) dose-dependently inhibits UVB-induced MMP-1, MMP-2, MMP-3, and MMP-9 expression and restores UVB-reduced SIRT1 expression in HaCaT cells[1].
Loliolide (100 μM; 8-24 h) significantly accelerates scratch wound closure via increased cell migration in HaCaT cells[1].
Loliolide (25-100 μM; 24-72 h) dose-dependently increases proliferation in HaCaT cells[1].
Loliolide (25-100 μM; 24 h) dose-dependently upregulates migration factors, growth factor KGF, and wound-healing cytokines, while downregulating inflammation-related genes in scratched HaCaT cells[1].
Loliolide (25-100 μM; 24 h) dose-dependently activates the PI3K/AKT EGFR signaling pathway in scratched HaCaT human keratinocytes, with maximum activity at 100 μM[1].
Loliolide (1-100 μM; 24 h) exhibits no cytotoxicity and inhibits 6-hydroxydopamin (6-OHDA)-induced cytotoxicity in SH-SY5Y cells[2].
Loliolide (50-100 μM; 6 h) reduces 6-OHDA-induced ROS production and Caspase-3 activity, stimulates catalase activity, prevents 6-OHDA-induced mitochondrial membrane depolarization in SH-SY5Y cells[2].
Loliolide (50-100 μM; 24 h) prevents 6-OHDA-induced nuclear fragmentation and condensation in SH-SY5Y cells[2].
Loliolide (50-100 μM; 6 h) inhibits 6-OHDA-induced NF-κB p65 translocation from the cytoplasm to the nucleus in SH-SY5Y cells[2].
Loliolide (50-100 μM; 24 h) is non-cytotoxic to RAW 264.7 cells and does not induce NO production in RAW 264.7 cells[2].
Loliolide (50-100 μM; 24 h) reduces LPS-induced NO production and reduces LPS (HY-D1056)-induced production of TNF-α and IL-6 in RAW 264.7 cells[2].
Loliolide (300 μM; 24 h leaf treatment, 5 d mite incubation) reduces the survival rate of Tetranychus urticae and egg deposition in Solanum lycopersicum cv. Micro-Tom leaves [3].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
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Cell Line:HaCaT cells
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Concentration:25; 50; 100 μM
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Incubation Time:24 h
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Result:Showed no effect on HaCaT cell viability at concentrations up to 100 μM under normal culture conditions.
Recovered UVB-reduced cell viability in a dose-dependent manner, with 100 μM producing the strongest statistically significant recovery.
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Cell Line:HaCaT cells
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Concentration:25; 50; 100 μM
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Incubation Time:24 h
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Result:Dose-dependently reduced UVB-induced expression of cleaved caspase 3, 8, and 9 in HaCaT cells.
Dose-dependently increased phosphorylation of PI3K and AKT in scratched HaCaT cells.
Showed the strongest activation at 100 μM, while total PI3K and AKT levels remained unchanged.
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Cell Line:HaCaT cells
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Concentration:25; 50; 100; 200 μM
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Incubation Time:24 h
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Result:Dose-dependently reduced UVB-induced mRNA expression of MMP-1, MMP-2, MMP-3, and MMP-9 in HaCaT cells.
Restored UVB-reduced SIRT1 mRNA expression in HaCaT cells.
Dose-dependently increased mRNA expression of migration factors K6, K16, K17, growth factor KGF, and cytokines IL-1, IL-17, IL-22 in scratched HaCaT cells.
Dose-dependently reduced mRNA expression of inflammation-related genes TNF-α and MMP-1 in scratched HaCaT cells.
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Cell Line:HaCaT cells
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Concentration:25; 50; 100 μM
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Incubation Time:8, 16, 24 h
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Result:Significantly increased HaCaT cell migration and scratch wound closure at 8, 16, and 24 h post-scratching.
Showed statistically significant differences (p<0.01 compared to untreated scratched control) at all time points.
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Cell Line:HaCaT cells
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Concentration:25-100 μM
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Incubation Time:24, 48, 72 h
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Result:Dose-dependently increased HaCaT cell proliferation over 72 h.
Produced statistically significant increases at 72 h for all concentrations, and at 48 h for 100 μM.
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Cell Line:SH-SY5Y cells
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Concentration:1; 5; 10; 50;100 μM
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Incubation Time:24 h
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Result:Did not induce cytotoxicity at any tested concentration.
Showed cell viability remained close to vehicle control levels.\nIncreased cell viability by 23.70% at 50 μM and 41.06% at 100 μM.
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Cell Line:SH-SY5Y cells
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Concentration:50; 100 μM
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Incubation Time:6 h
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Result:Downregulated nuclear NF-κB p65 and upregulated cytosolic levels, with significant inhibition of translocation observed at 100 μM compared to cells treated with 6-OHDA alone.
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Cell Line:RAW 264.7 murine macrophage cells
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Concentration:50; 100 μM
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Incubation Time:24 h
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Result:Reduced TNF-α production by 305% at 50 μM and 238% at 100 μM.
Reduced IL-6 production by 197% at 50 μM and 220% at 100 μM compared to cells stimulated with LPS alone.
Did not significantly affect IL-10 levels.
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Cell Line:HaCaT cells
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Concentration:50; 100 μM
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Incubation Time:24 h
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Result:Reduced UVB-induced apoptosis in HaCaT cells.
Showed stronger activity at 100 μM than 50 μM.
Chemical Information
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CAS. Nr. 5989-02-6
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Appearance Solid
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Molecular Weight 196.24
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Formel C11H16O3
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Color White to off-white
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SMILES
C[C@]12C(C(C)(C[C@@H](C1)O)C)=CC(O2)=O
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Synonyms
Loliolid; Digiprolactone
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Structure Classification
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Initial Source
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Versand
Room temperature in continental US; may vary elsewhere.
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Speicherung
4°C, protect from light
* In solvent : -80°C, 6 months; -20°C, 1 month (protect from light)
Lösungsmittel & Löslichkeit
Methanol : 58.87 mg/mL (299.99 mM; Need ultrasonic and warming)
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (protect from light). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (protect from light). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
Konzentration (Stammlösung) × Volumen (Stammlösung) = Konzentration (Ziellösung) × Volumen (Ziellösung)
Reinheit & Dokumentation
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Data Sheet (285 KB)
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SDS (394 KB)
- English - EN (394 KB)
- Français - FR (394 KB)
- Deutsch - DE (394 KB)
- Norwegian - NO (394 KB)
- Español - ES (394 KB)
- Swedish - SV (394 KB)
- Italian - IT (394 KB)
- Portuguese - PT (394 KB)
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Handling Instructions (2659 KB)
Verweise
[1]. Park SH, et al. Loliolide Presents Antiapoptosis and Antiscratching Effects in Human Keratinocytes. Int J Mol Sci. 2019;20(3):651. Published 2019 Feb 2. [Content Brief]
[2]. Silva J, et al. Loliolide, a New Therapeutic Option for Neurological Diseases? In Vitro Neuroprotective and Anti-Inflammatory Activities of a Monoterpenoid Lactone Isolated from Codium tomentosum. Int J Mol Sci. 2021;22(4):1888. Published 2021 Feb 14. [Content Brief]
[3]. Murata M, et al. Loliolide, a Carotenoid Metabolite, Is a Potential Endogenous Inducer of Herbivore Resistance. Plant Physiol. 2019;179(4):1822-1833. [Content Brief]
Complete Stock Solution Preparation Table
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (protect from light). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
| Optional Solvent | Concentration Solvent Mass | 1 mg | 5 mg | 10 mg | 25 mg |
|---|---|---|---|---|---|
| Methanol | 1 mM | 5.0958 mL | 25.4790 mL | 50.9580 mL | 127.3950 mL |
| 5 mM | 1.0192 mL | 5.0958 mL | 10.1916 mL | 25.4790 mL | |
| 10 mM | 0.5096 mL | 2.5479 mL | 5.0958 mL | 12.7395 mL | |
| 15 mM | 0.3397 mL | 1.6986 mL | 3.3972 mL | 8.4930 mL | |
| 20 mM | 0.2548 mL | 1.2740 mL | 2.5479 mL | 6.3698 mL | |
| 25 mM | 0.2038 mL | 1.0192 mL | 2.0383 mL | 5.0958 mL | |
| 30 mM | 0.1699 mL | 0.8493 mL | 1.6986 mL | 4.2465 mL | |
| 40 mM | 0.1274 mL | 0.6370 mL | 1.2740 mL | 3.1849 mL | |
| 50 mM | 0.1019 mL | 0.5096 mL | 1.0192 mL | 2.5479 mL | |
| 60 mM | 0.0849 mL | 0.4247 mL | 0.8493 mL | 2.1233 mL | |
| 80 mM | 0.0637 mL | 0.3185 mL | 0.6370 mL | 1.5924 mL | |
| 100 mM | 0.0510 mL | 0.2548 mL | 0.5096 mL | 1.2740 mL |
Loliolide Related Classifications
Art. -Nr.: HY-118020A
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- Loliolide
- 5989-02-6
- Loliolid
- Digiprolactone
- Endogenous Metabolite
- Caspase
- PI3K
- Apoptosis
- Akt
- Sirtuin
- Reactive Oxygen Species (ROS)
- NF-κB
- MMP
- SH-SY5Y cells
- Solanum lycopersicum cv. Micro-Tom
- RAW 264.7 cells
- Arabidopsis thaliana
- Spodoptera litura
- Frankliniella occidentalis
- Parkinson’s disease
- HaCaT human keratinocytes
- NF-κB p65
- Tetranychus urticae
- Inhibitor
- inhibitor
- inhibit