4,5-Di-O-caffeoylquinic acid
Based on 1 publication(s) in Google Scholar
4,5-Di-O-caffeoylquinic acid (4,5-di-O-CQA) is a natural product with multiple activities including anti-inflammatory, antioxidant, and antibacterial properties. 4,5-Di-O-caffeoylquinic acid induces intracellular Ca2+ influx, and inhibits hypoxia-induced COX-2 expression and cell migration via the TRPV1-mediated pathway. 4,5-Di-O-caffeoylquinic acid scavenges DPPH free radicals, inhibits Cu2+-mediated LDL oxidation, and reduces the production of TBARS. 4,5-Di-O-caffeoylquinic acid promotes intracellular ATP production, inhibits Aβ42 aggregation and β-sheet conversion, and protects neuroblastoma cells. 4,5-Di-O-caffeoylquinic acid inhibits the growth of Bacillus shigae. 4,5-Di-O-caffeoylquinic acid can be used in studies related to atherosclerosis, Alzheimer's disease, and bacterial infections.
For research use only. We do not sell to patients.
- Purity: 98%
- CAS No.: 89886-30-6
- Formula: C25H24O12
- Molecular Weight:516.45
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Storage:
-20°C, protect from light
* In solvent : -80°C, 6 months; -20°C, 1 month (protect from light)
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Biological Activity
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Chemical Information
- Purity & Documentation
- References
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Help & FAQs
Publications Citing Use of MedChemExpress (MCE) 4,5-Di-O-caffeoylquinic acid
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Biological Activity
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TRPV1 69.34 μM (EC50) |
COX-2 |
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Cell Line
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Type | Value | Description | References |
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| HEK-293T | EC50 |
69.34 μM
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Activation of TRPV1 inducing intracellular Ca2+ influx in TRPV1-expressing human embryonic kidney HEK 293T cells assessed via dose-response analysis using Fura-2AM imaging and fluorescence plate reader assays.
Activation of TRPV1 inducing intracellular Ca2+ influx in TRPV1-expressing human embryonic kidney HEK 293T cells assessed via dose-response analysis using Fura-2AM imaging and fluorescence plate reader assays.
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2882267 |
4,5-Di-O-caffeoylquinic acid (4,5-di-O-CQA) (0.1-500 μM) activates TRPV1 in TRPV1-expressing HEK 293T cells, with an EC50 of 69.34 μM[1].
4,5-Di-O-caffeoylquinic acid (3-30 μM; 1 h pre-incubation, 18 h hypoxic incubation) inhibits hypoxia-induced COX-2 expression in A549 cells via a TRPV1-mediated pathway; it also suppresses hypoxia-induced migration of A549 cells through a TRPV1-mediated pathway[1].
4,5-Di-O-caffeoylquinic acid (1-20 μM; 48 h) exerts a dose-dependent protective effect against Aβ42-induced toxicity in SH-SY5Y human neuroblastoma cells[4].
4,5-Di-O-caffeoylquinic acid (compound 5) potently scavenges DPPH free radicals with an IC50 value of 10.4 μM; it also potently inhibits Cu2+-mediated lipid peroxidation of human LDL with an IC50 value of 2.3 μM[2].
4,5-Di-O-caffeoylquinic acid (2.5 μM; up to 10 h) prolongs the lag phase of conjugated diene formation during Cu2+-mediated oxidation of human low-density lipoprotein (LDL), exhibiting potent inhibitory activity against the initiation stage of LDL oxidation[2].
4,5-Di-O-caffeoylquinic acid (4,5-di-CQA) (compound 11) (5-20 μM; 48 h) promotes ATP production in human dopaminergic neuroblastoma SH-SY5Y cells[3].
4,5-Di-O-caffeoylquinic acid (4,5-di-O-CQA) potently inhibits Aβ42 aggregation in a cell-free system with an IC50 of 0.1 μM; it potently suppresses the formation of Aβ42 fibrils after 24 h of incubation in a cell-free system; and it blocks the conformational transition of Aβ42 from random coil to β-sheet structure[4].
4,5-Di-O-caffeoylquinic acid (4,5-diCQA) potently inhibits the growth of Bacillus shigae in a concentration-dependent manner, with an IC50 of 222.45 μg/mL[5].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
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Cell Line:human pulmonary epithelial A549 cells
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Concentration:3, 10, 30 μM
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Incubation Time:1 h pre-incubation; 18 h hypoxic incubation
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Result:Suppressed hypoxia-induced COX-2 protein expression in A549 cells in a dose-dependent manner.
Lost inhibitory effect on hypoxia-induced COX-2 protein expression when co-treated with 5 μM capsazepine.
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Cell Line:human pulmonary epithelial A549 cells
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Concentration:30 μM
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Incubation Time:1 h pre-incubation; 18 h hypoxic incubation during migration assay
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Result:Significantly inhibited hypoxia-induced increases in A549 cell migration.
Lost antimigratory effect when co-treated with 5 μM capsazepine.
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Cell Line:human neuroblastoma SH-SY5Y cells
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Concentration:1 μM; 10 μM; 20 μM
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Incubation Time:48 h
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Result:Provided dose-dependent protection against Aβ42-induced toxicity, with 20 μM restoring cell viability to 78.9% of vehicle-treated cells.
Showed no cytotoxicity to SH-SY5Y cells at 20 μM.
Chemical Information
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CAS No. 89886-30-6
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Appearance Solid
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Molecular Weight 516.45
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Formula C25H24O12
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Color Off-white to light yellow
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SMILES
O=C(/C=C/C1=CC(O)=C(O)C=C1)O[C@H]2[C@@H](C[C@@](C[C@H]2OC(/C=C/C3=CC=C(C(O)=C3)O)=O)(C(O)=O)O)O
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Synonyms
4,5-di-O-CQA
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Structure Classification
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Initial Source
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Shipping
Room temperature in continental US; may vary elsewhere.
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Storage
-20°C, protect from light
* In solvent : -80°C, 6 months; -20°C, 1 month (protect from light)
Publications (1)
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Journal Impact Factor
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Most Recent
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Chem Pharm Bull
Chromatographic Evaluation and Characterization of Constituents of Sunflower Seed Extract Used as Food Additives. [Abstract]2024;72(1):93-97. PMID: 38233137
Purity & Documentation
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Data Sheet (308 KB)
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SDS (252 KB)
- English - EN (252 KB)
- Français - FR (252 KB)
- Deutsch - DE (252 KB)
- Norwegian - NO (252 KB)
- Español - ES (252 KB)
- Swedish - SV (252 KB)
- Italian - IT (252 KB)
- Korean - KR (252 KB)
- Portuguese - PT (252 KB)
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Handling Instructions (2659 KB)
References
Calculators
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
4,5-Di-O-caffeoylquinic acid Related Classifications
HY-N11077 Related Classifications
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