Gyrophoric acid
Based on 1 Customer Validation
Gyrophoric acid is a good ultraviolet filter in lichen populations. Gyrophoric acid shows DPPH radical scavenging activity with an IC50 value of 105.75 μg/ml.
For research use only. We do not sell to patients.
- Purity: 99.10%
- CAS No.: 548-89-0
- Formula: C24H20O10
- Molecular Weight:468.41
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Storage:
4°C, protect from light
* In solvent : -80°C, 6 months; -20°C, 1 month (protect from light)
Biological Activity
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Cell Line
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Type | Value | Description | References |
|---|---|---|---|---|
| HaCaT | IC50 |
1.7 μM
Compound: 6
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Antiproliferative activity against human HaCaT cells
Antiproliferative activity against human HaCaT cells
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[PMID: 10395495] |
| PMNL | IC50 |
>60 μM
Compound: 6
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Inhibition of LTB4 biosynthesis in A-23187-stimulated bovine PMNL cells
Inhibition of LTB4 biosynthesis in A-23187-stimulated bovine PMNL cells
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[PMID: 10395494] |
Gyrophoric acid (200 μM) leads to significant decrease of mitochondrial membrane potential in ovarian cancer cells A2780 after 24 h long exposure but not in HT-29 colon adenocarcinoma cells. Gyrophoric acid significantly inhibits cell growth and affects the expression of Bcl-2, Bax and Hsp70 proteins but only on higher concentration in A375 melanoma cancer cells. Gyrophoric acid treatment on HeLa cells clearly indicates ROS production and apoptosis as form of occurred cell death. Moreover, DNA damage and changing activity of stress/survival proteins as p38MAPK, Erk1/2 and Akt mediated by Gyrophoric acid treatment confirm pro-apoptotic potential[2].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
Chemical Information
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CAS No. 548-89-0
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Appearance Solid
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Molecular Weight 468.41
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Formula C24H20O10
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Color White to off-white
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SMILES
O=C(OC1=CC(C)=C(C(O)=O)C(O)=C1)C2=C(C)C=C(OC(C3=C(C)C=C(O)C=C3O)=O)C=C2O
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Structure Classification
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Initial Source
lichen Umbilicaria hirsuta
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Shipping
Room temperature in continental US; may vary elsewhere.
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Storage
4°C, protect from light
* In solvent : -80°C, 6 months; -20°C, 1 month (protect from light)
Solvent & Solubility
DMSO : 50 mg/mL (106.74 mM; Need ultrasonic; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)
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.
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
Select the appropriate dissolution method based on your experimental animal and administration route.
- For the following dissolution methods, please ensure to first prepare a clear stock solution using an In Vitro approach and then sequentially add co-solvents:
- To ensure reliable experimental results, the clarified stock solution can be appropriately stored based on storage conditions. As for the working solution for In Vivo experiments, it is recommended to prepare freshly and use it on the same day.
- The percentages shown for the solvents indicate their volumetric ratio in the final prepared solution. If precipitation or phase separation occurs during preparation, heat and/or sonication can be used to aid dissolution.
Add each solvent one by one: 10% DMSO 40% PEG300 5% Tween-80 45% Saline
Solubility: ≥ 1.25 mg/mL (2.67 mM); Clear solution
This protocol yields a clear solution of ≥ 1.25 mg/mL (saturation unknown).
Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (12.5 mg/mL) to 400 μL PEG300, and mix evenly; then add 50 μL Tween-80 and mix evenly; then add 450 μL Saline to adjust the volume to 1 mL.
Preparation of Saline: Dissolve 0.9 g sodium chloride in ddH₂O and dilute to 100 mL to obtain a clear Saline solution.
Please enter the basic information of animal experiments:
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Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.
Please enter your animal formula composition:
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%DMSO +
Recommended: Keep the proportion of DMSO in working solution below 2% if your animal is weak.
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%+
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+%Tween-80 + +
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%Saline +
The co-solvents required include: DMSO, . All of co-solvents are available by MedChemExpress (MCE). , Tween 80. All of co-solvents are available by MedChemExpress (MCE).
Working solution concentration: 0.22 mg/mL
Method for preparing stock solution: mg drug dissolved in μL DMSO. Stock solution concentration: mg/mL. * In solvent : -80°C, 6 months; -20°C, 1 month (protect from light)
1. Take μL DMSO stock solution;
2. Add μL .
μL , mix evenly;
3. Then add μL Tween 80, mix evenly;
4. Then add μL
Please ensure that the stock solution in the first step is dissolved to a clear state, and add co-solvents in sequence. You can use ultrasonic heating (ultrasonic cleaner, recommended frequency 20-40 kHz), vortexing, etc. to assist dissolution.
Purity & Documentation
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Data Sheet (271 KB)
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SDS (251 KB)
- English - EN (251 KB)
- Français - FR (251 KB)
- Deutsch - DE (251 KB)
- Norwegian - NO (251 KB)
- Español - ES (251 KB)
- Swedish - SV (251 KB)
- Italian - IT (251 KB)
- Korean - KR (251 KB)
- Portuguese - PT (251 KB)
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Handling Instructions (2659 KB)
References
[1]. Kosanic M, et al. Biological activities and chemical composition of lichens from Serbia. EXCLI J. 2014;13:1226-1238. Published 2014 Nov 18. [Content Brief]
[2]. Goga M, et al. Oxidative stress mediated by gyrophoric acid from the lichen Umbilicaria hirsuta affected apoptosis and stress/survival pathways in HeLa cells. BMC Complement Altern Med. 2019;19(1):221. Published 2019 Aug 19. [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 |
|---|---|---|---|---|---|
| DMSO | 1 mM | 2.1349 mL | 10.6744 mL | 21.3488 mL | 53.3720 mL |
| 5 mM | 0.4270 mL | 2.1349 mL | 4.2698 mL | 10.6744 mL | |
| 10 mM | 0.2135 mL | 1.0674 mL | 2.1349 mL | 5.3372 mL | |
| 15 mM | 0.1423 mL | 0.7116 mL | 1.4233 mL | 3.5581 mL | |
| 20 mM | 0.1067 mL | 0.5337 mL | 1.0674 mL | 2.6686 mL | |
| 25 mM | 0.0854 mL | 0.4270 mL | 0.8540 mL | 2.1349 mL | |
| 30 mM | 0.0712 mL | 0.3558 mL | 0.7116 mL | 1.7791 mL | |
| 40 mM | 0.0534 mL | 0.2669 mL | 0.5337 mL | 1.3343 mL | |
| 50 mM | 0.0427 mL | 0.2135 mL | 0.4270 mL | 1.0674 mL | |
| 60 mM | 0.0356 mL | 0.1779 mL | 0.3558 mL | 0.8895 mL | |
| 80 mM | 0.0267 mL | 0.1334 mL | 0.2669 mL | 0.6672 mL | |
| 100 mM | 0.0213 mL | 0.1067 mL | 0.2135 mL | 0.5337 mL |