(+)-Aureol
Based on 1 Customer Validation
(+)-Aureol is a tetracyclic benzopyran-fused decalin-type 9-norspongiane heteroterpenoid. (+)-Aureol exhibits antifungal activity, with an EC50 value of 6.9 μM against Rhizoctonia solani and an EC50 value of 19 μM against Sclerotinia sclerotiorum. (+)-Aureol shows selective inhibitory activity against human tumor cells. (+)-Aureol acts as an anti-influenza agent with activity against influenza A virus. (+)-Aureol can be used in research related to fungal infections, non-small cell lung cancer, colon adenocarcinoma and influenza A virus infections.
For research use only. We do not sell to patients.
- Purity : 98.78%
- CAS No.: 72853-81-7
- Formula: C21H30O2
- Molecular Weight:314.46
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Storage:Powder -20°C, 3 years , 4°C, 2 years ; In solvent -80°C, 6 months , -20°C, 1 month
To place orders, for customer services and technical support, please contact: MedChemExpress USA
Tel: 609-228-6898 E-mail: [email protected] [email protected]
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Biological Activity
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Chemical Information
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Solvent & Solubility
- Purity & Documentation
- References
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Help & FAQs
Biological Activity
Description
Cellular Effect
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Cell Line
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Type | Value | Description | References |
|---|---|---|---|---|
| A549 | IC50 |
4.3 μg/mL
Compound: 4
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Cytotoxicity against human A549 cells after 48 hrs by MTT assay
Cytotoxicity against human A549 cells after 48 hrs by MTT assay
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[PMID: 8350092] |
| Calu-3 | CC50 |
10 μM
Compound: 2
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Cytotoxicity against human Calu-3 cells assessed as reduction in cell viability
Cytotoxicity against human Calu-3 cells assessed as reduction in cell viability
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[PMID: 35290044] |
| HT-29 | IC50 |
4.7 μg/mL
Compound: 4
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Cytotoxicity against human HT-29 cells after 48 hrs by MTT assay
Cytotoxicity against human HT-29 cells after 48 hrs by MTT assay
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[PMID: 8350092] |
| P388 | IC50 |
20 μg/mL
Compound: 4
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Cytotoxicity against mouse P388 cells after 48 hrs by MTT assay
Cytotoxicity against mouse P388 cells after 48 hrs by MTT assay
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[PMID: 8350092] |
In Vitro
(+)-Aureol (compound 22) (0.78125-50 μg/mL; fungal growth period) potently inhibits the growth of Rhizoctonia solani with an EC50 of 6.9 μM[1].
(+)-Aureol (0.78125-50 μg/mL; fungal growth period) inhibits the growth of Sclerotinia sclerotiorum with an EC50 of 19 μM[1].
(+)-Aureol (150 μM; fungal growth period) inhibits the growth of Botrytis cinerea (62%), Fusarium graminearum (66%), and Phytophthora capsica (57%)[1].
(+)-Aureol (compound 1) exhibits selective cytotoxicity against human nonsmall cell lung cancer A549 cells and human colon adenocarcinoma HT-29 cells[2].
(+)-Aureol possesses potent activity against influenza A virus[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. 72853-81-7
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Appearance Solid
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Molecular Weight 314.46
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Formula C21H30O2
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Color White to off-white
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SMILES
C[C@]12[C@@]3(OC4=CC=C(O)C=C4C2)[C@](CC[C@@H]1C)([H])C(C)(CCC3)C
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Structure Classification
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Initial Source
Smenospongia aurea
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Shipping
Room temperature in continental US; may vary elsewhere.
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Storage
Powder -20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month
Solvent & Solubility
In Vitro:
DMSO : 100 mg/mL (318.01 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. 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. 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)
In Vivo:
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: ≥ 2 mg/mL (6.36 mM); Clear solution
This protocol yields a clear solution of ≥ 2 mg/mL (saturation unknown).
Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (20.0 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.
Add each solvent one by one: 10% DMSO 90% (20% SBE-β-CD in Saline)
Solubility: 2 mg/mL (6.36 mM); Suspended solution; Need ultrasonic
This protocol yields a suspended solution of 2 mg/mL. Suspended solution can be used for oral and intraperitoneal injection.
Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (20.0 mg/mL) to 900 μL 20% SBE-β-CD in Saline, and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C, storage for one week): 2 g SBE-β-CD powder is dissolved in 10 mL Saline, completely dissolve until clear.
In Vivo Dissolution Calculator
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.
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 (278 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
[1]. Sun S, et al.. Facile Synthesis and First Antifungal Exploration of Tetracyclic Meroterpenoids: (+)-Aureol, (-)-Pelorol, and Its Analogs. Journal of natural products. 2024 Apr 26;87(4):1092-1102. [Content Brief]
[2]. Kuan KK, et al.. Total synthesis of (+)-aureol. Organic letters. 2012 Sep 21;14(18):4710-3. [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. 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 | 3.1801 mL | 15.9003 mL | 31.8005 mL | 79.5014 mL |
| 5 mM | 0.6360 mL | 3.1801 mL | 6.3601 mL | 15.9003 mL | |
| 10 mM | 0.3180 mL | 1.5900 mL | 3.1801 mL | 7.9501 mL | |
| 15 mM | 0.2120 mL | 1.0600 mL | 2.1200 mL | 5.3001 mL | |
| 20 mM | 0.1590 mL | 0.7950 mL | 1.5900 mL | 3.9751 mL | |
| 25 mM | 0.1272 mL | 0.6360 mL | 1.2720 mL | 3.1801 mL | |
| 30 mM | 0.1060 mL | 0.5300 mL | 1.0600 mL | 2.6500 mL | |
| 40 mM | 0.0795 mL | 0.3975 mL | 0.7950 mL | 1.9875 mL | |
| 50 mM | 0.0636 mL | 0.3180 mL | 0.6360 mL | 1.5900 mL | |
| 60 mM | 0.0530 mL | 0.2650 mL | 0.5300 mL | 1.3250 mL | |
| 80 mM | 0.0398 mL | 0.1988 mL | 0.3975 mL | 0.9938 mL | |
| 100 mM | 0.0318 mL | 0.1590 mL | 0.3180 mL | 0.7950 mL |
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