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オーラプテン  (Synonyms: Auraptene)

製品番号: HY-N2388 純度: 99.97%
COA 取扱説明書 Technical Support

Auraptene is an orally active geranyloxycoumarin that can be isolated from plants in the Brassicaceae family, antibacterial, anti-pathogen, antioxidant, anti-tumor, and neuroprotective effects. Auraptene plays an important role in the treatment of various chronic diseases such as hypertension and cystic fibrosis.

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Auraptene

オーラプテン 構造式

CAS 番号 : 495-02-3

容量 価格(税別) 在庫状況 数量
Solid + Solvent (Highly Recommended)
10 mM * 1 mL in DMSO
ready for reconstitution
USD 49 在庫あり
Solution
10 mM * 1 mL in DMSO USD 49 在庫あり
Solid
1 mg $21 在庫あり
5 mg $45 在庫あり
10 mg $50 在庫あり
50 mg $95 在庫あり
100 mg $170 在庫あり
200 mg   お問い合わせ  
500 mg   お問い合わせ  

* アイテムを追加する前、数量をご選択ください

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カスタマーレビュー

Based on 0 publication(s) in Google Scholar

Other Forms of Auraptene:

Top Publications Citing Use of Products
  • 生物活性

  • 純度とドキュメンテーション

  • 参考文献

  • カスタマーレビュー

製品説明

Auraptene is an orally active geranyloxycoumarin that can be isolated from plants in the Brassicaceae family, antibacterial, anti-pathogen, antioxidant, anti-tumor, and neuroprotective effects. Auraptene plays an important role in the treatment of various chronic diseases such as hypertension and cystic fibrosis[1][2].

IC50 & Target[1]

MMP-2

 

Cellular Effect
Cell Line Type Value Description References
3T3-L1 IC50
47 3
Compound: 8, Auraptene
Anticorpulence activity against mouse 3T3L1 cells assessed as inhibition of lipid droplet accumulation
Anticorpulence activity against mouse 3T3L1 cells assessed as inhibition of lipid droplet accumulation
[PMID: 19054677]
A549 IC50
82 3
Compound: 1
Cytotoxicity against human A549 cells after 72 hrs by MTT assay
Cytotoxicity against human A549 cells after 72 hrs by MTT assay
[PMID: 21696954]
3T3-L1 IC50
47 3
Compound: 8, Auraptene
Anticorpulence activity against mouse 3T3L1 cells assessed as inhibition of lipid droplet accumulation
Anticorpulence activity against mouse 3T3L1 cells assessed as inhibition of lipid droplet accumulation
[PMID: 19054677]
BT-549 IC50
24 3
Compound: 7
Antiproliferative activity against human BT549 cells after 24 hrs by MTT assay
Antiproliferative activity against human BT549 cells after 24 hrs by MTT assay
[PMID: 29144746]
A549 IC50
82 3
Compound: 1
Cytotoxicity against human A549 cells after 72 hrs by MTT assay
Cytotoxicity against human A549 cells after 72 hrs by MTT assay
[PMID: 21696954]
A549 IC50
82 3
Compound: 1
Cytotoxicity against human A549 cells after 72 hrs by MTT assay
Cytotoxicity against human A549 cells after 72 hrs by MTT assay
[PMID: 21696954]
HT-29 IC50
> 500 3
Compound: 8, Auraptene
Anticancer activity against human HT-29 cells after 72 hrs by MTT assay
Anticancer activity against human HT-29 cells after 72 hrs by MTT assay
[PMID: 19054677]
BT-549 IC50
24 3
Compound: 7
Antiproliferative activity against human BT549 cells after 24 hrs by MTT assay
Antiproliferative activity against human BT549 cells after 24 hrs by MTT assay
[PMID: 29144746]
HT-29 IC50
>500 3
Compound: 8, Auraptene
Anticancer activity against human HT-29 cells after 72 hrs by MTT assay
Anticancer activity against human HT-29 cells after 72 hrs by MTT assay
[PMID: 19054677]
Jurkat IC50
55.36 6
Compound: Auraptene
Cytotoxicity against human Jurkat T cells after 36 hrs by MTT assay
Cytotoxicity against human Jurkat T cells after 36 hrs by MTT assay
[PMID: 21546250]
BT-549 IC50
24 3
Compound: 7
Antiproliferative activity against human BT549 cells after 24 hrs by MTT assay
Antiproliferative activity against human BT549 cells after 24 hrs by MTT assay
[PMID: 29144746]
LoVo IC50
66 3
Compound: 1
Cytotoxicity against human LoVo cells after 72 hrs by MTT assay
Cytotoxicity against human LoVo cells after 72 hrs by MTT assay
[PMID: 21696954]
Jurkat IC50
55.36 6
Compound: Auraptene
Cytotoxicity against human Jurkat T cells after 36 hrs by MTT assay
Cytotoxicity against human Jurkat T cells after 36 hrs by MTT assay
[PMID: 21546250]
MDA-MB-231 IC50
80 3
Compound: 7
Antiproliferative activity against human MDA-MB-231 cells after 24 hrs by MTT assay
Antiproliferative activity against human MDA-MB-231 cells after 24 hrs by MTT assay
[PMID: 29144746]
LoVo IC50
66 3
Compound: 1
Cytotoxicity against human LoVo cells after 72 hrs by MTT assay
Cytotoxicity against human LoVo cells after 72 hrs by MTT assay
[PMID: 21696954]
HT-29 IC50
> 500 3
Compound: 8, Auraptene
Anticancer activity against human HT-29 cells after 72 hrs by MTT assay
Anticancer activity against human HT-29 cells after 72 hrs by MTT assay
[PMID: 19054677]
MDCK CC50
7 3
Compound: 13a
Cytotoxicity against MDCK cells after 48 hrs by MTT assay
Cytotoxicity against MDCK cells after 48 hrs by MTT assay
[PMID: 28501512]
Jurkat IC50
55.36 6
Compound: Auraptene
Cytotoxicity against human Jurkat T cells after 36 hrs by MTT assay
Cytotoxicity against human Jurkat T cells after 36 hrs by MTT assay
[PMID: 21546250]
MDA-MB-231 IC50
80 3
Compound: 7
Antiproliferative activity against human MDA-MB-231 cells after 24 hrs by MTT assay
Antiproliferative activity against human MDA-MB-231 cells after 24 hrs by MTT assay
[PMID: 29144746]
PC-3 IC50
65 3
Compound: 1
Cytotoxicity against human PC3 cells after 72 hrs by MTT assay
Cytotoxicity against human PC3 cells after 72 hrs by MTT assay
[PMID: 21696954]
MDCK CC50
7 3
Compound: 13a
Cytotoxicity against MDCK cells after 48 hrs by MTT assay
Cytotoxicity against MDCK cells after 48 hrs by MTT assay
[PMID: 28501512]
LoVo IC50
66 3
Compound: 1
Cytotoxicity against human LoVo cells after 72 hrs by MTT assay
Cytotoxicity against human LoVo cells after 72 hrs by MTT assay
[PMID: 21696954]
SK-MEL-28 IC50
87 3
Compound: 1
Cytotoxicity against human SK-MEL-28 cells after 72 hrs by MTT assay
Cytotoxicity against human SK-MEL-28 cells after 72 hrs by MTT assay
[PMID: 21696954]
PC-3 IC50
65 3
Compound: 1
Cytotoxicity against human PC3 cells after 72 hrs by MTT assay
Cytotoxicity against human PC3 cells after 72 hrs by MTT assay
[PMID: 21696954]
T47D IC50
10.2 3
Compound: 8, AUR
Inhibition of mitochondrial ETC complex 1 in human T47D cells assessed as inhibition of 1% O2-induced HIF1 activation incubated for 30 mins prior to 1% O2-challenge measured after 16 hrs by luciferase reporter assay
Inhibition of mitochondrial ETC complex 1 in human T47D cells assessed as inhibition of 1% O2-induced HIF1 activation incubated for 30 mins prior to 1% O2-challenge measured after 16 hrs by luciferase reporter assay
[PMID: 23434131]
SK-MEL-28 IC50
87 3
Compound: 1
Cytotoxicity against human SK-MEL-28 cells after 72 hrs by MTT assay
Cytotoxicity against human SK-MEL-28 cells after 72 hrs by MTT assay
[PMID: 21696954]
T47D IC50
18.8 3
Compound: 8, AUR
Inhibition of mitochondrial ETC complex 1 in human T47D cells assessed as inhibition of 1,10-phenanthroline-induced HIF1 activation incubated for 30 mins prior to 1,10-phenanthroline-challenge measured after 16 hrs by luciferase reporter assay
Inhibition of mitochondrial ETC complex 1 in human T47D cells assessed as inhibition of 1,10-phenanthroline-induced HIF1 activation incubated for 30 mins prior to 1,10-phenanthroline-challenge measured after 16 hrs by luciferase reporter assay
[PMID: 23434131]
T47D IC50
10.2 3
Compound: 8, AUR
Inhibition of mitochondrial ETC complex 1 in human T47D cells assessed as inhibition of 1% O2-induced HIF1 activation incubated for 30 mins prior to 1% O2-challenge measured after 16 hrs by luciferase reporter assay
Inhibition of mitochondrial ETC complex 1 in human T47D cells assessed as inhibition of 1% O2-induced HIF1 activation incubated for 30 mins prior to 1% O2-challenge measured after 16 hrs by luciferase reporter assay
[PMID: 23434131]
U-373MG ATCC IC50
82 3
Compound: 1
Cytotoxicity against human U373 cells after 72 hrs by MTT assay
Cytotoxicity against human U373 cells after 72 hrs by MTT assay
[PMID: 21696954]
MDA-MB-231 IC50
80 3
Compound: 7
Antiproliferative activity against human MDA-MB-231 cells after 24 hrs by MTT assay
Antiproliferative activity against human MDA-MB-231 cells after 24 hrs by MTT assay
[PMID: 29144746]
T47D IC50
18.8 3
Compound: 8, AUR
Inhibition of mitochondrial ETC complex 1 in human T47D cells assessed as inhibition of 1,10-phenanthroline-induced HIF1 activation incubated for 30 mins prior to 1,10-phenanthroline-challenge measured after 16 hrs by luciferase reporter assay
Inhibition of mitochondrial ETC complex 1 in human T47D cells assessed as inhibition of 1,10-phenanthroline-induced HIF1 activation incubated for 30 mins prior to 1,10-phenanthroline-challenge measured after 16 hrs by luciferase reporter assay
[PMID: 23434131]
U-373MG ATCC IC50
82 3
Compound: 1
Cytotoxicity against human U373 cells after 72 hrs by MTT assay
Cytotoxicity against human U373 cells after 72 hrs by MTT assay
[PMID: 21696954]
MDCK CC50
7 3
Compound: 13a
Cytotoxicity against MDCK cells after 48 hrs by MTT assay
Cytotoxicity against MDCK cells after 48 hrs by MTT assay
[PMID: 28501512]
PC-3 IC50
65 3
Compound: 1
Cytotoxicity against human PC3 cells after 72 hrs by MTT assay
Cytotoxicity against human PC3 cells after 72 hrs by MTT assay
[PMID: 21696954]
SK-MEL-28 IC50
87 3
Compound: 1
Cytotoxicity against human SK-MEL-28 cells after 72 hrs by MTT assay
Cytotoxicity against human SK-MEL-28 cells after 72 hrs by MTT assay
[PMID: 21696954]
T47D IC50
10.2 3
Compound: 8, AUR
Inhibition of mitochondrial ETC complex 1 in human T47D cells assessed as inhibition of 1% O2-induced HIF1 activation incubated for 30 mins prior to 1% O2-challenge measured after 16 hrs by luciferase reporter assay
Inhibition of mitochondrial ETC complex 1 in human T47D cells assessed as inhibition of 1% O2-induced HIF1 activation incubated for 30 mins prior to 1% O2-challenge measured after 16 hrs by luciferase reporter assay
[PMID: 23434131]
T47D IC50
18.8 3
Compound: 8, AUR
Inhibition of mitochondrial ETC complex 1 in human T47D cells assessed as inhibition of 1,10-phenanthroline-induced HIF1 activation incubated for 30 mins prior to 1,10-phenanthroline-challenge measured after 16 hrs by luciferase reporter assay
Inhibition of mitochondrial ETC complex 1 in human T47D cells assessed as inhibition of 1,10-phenanthroline-induced HIF1 activation incubated for 30 mins prior to 1,10-phenanthroline-challenge measured after 16 hrs by luciferase reporter assay
[PMID: 23434131]
U-373MG ATCC IC50
82 3
Compound: 1
Cytotoxicity against human U373 cells after 72 hrs by MTT assay
Cytotoxicity against human U373 cells after 72 hrs by MTT assay
[PMID: 21696954]
体外実験

Auraptene (0-20 μM, 2 h) reduces the secretion of inflammatory mediators stimulated by lipopolysaccharides in oral epithelial cells and promotes wound healing by promoting cell migration[1].
Auraptene (10 μM, 24 h) inhibits the cell cycle progression of human breast cancer cell line MCF-7 by reducing the expression of cyclin D1 protein and inhibiting IGF-1[2].
Auraptene (10 μM, 4 days) exhibits antiviral activity against human coronavirus OC43 in MRC-5 cells[6].
Auraptene (25-400 μM) protects red blood cells from free radical induced damage by preventing the consumption of intracellular antioxidant GSH and inhibiting protein peroxidation[7].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Cell Viability Assay[1].

Cell Line: Oral epithelial cell line GMSM-K
Concentration: 0-20 μM
Incubation Time: 2 h
Result: Didn't affect the survival rate of epithelial cells.

Real Time qPCR[2].

Cell Line: MCF-7 cell
Concentration: 10 μM
Incubation Time: 24 h
Result: Upregulated gene expression levels of CDKN2B (Cyclin dependent kinase inhibitor 2B), DDIT3 (DNA damage inducible transcript 3), and JUN (JUN oncogene).

Real Time qPCR[6].

Cell Line: HCoV-OC43-infected human lung fibroblast MRC-5 cells
Concentration: 10 μM
Incubation Time: 4 days
Result: Decreased viral RNA levels in HCoV-OC43-infected cells.
体内実験

Auraptene (200, 500 ppm, mixed in the diet, p.o.) delays the tumor progression of breast cancer rats by inhibiting cyclin D1 protein[3].
Auraptene (100, 500 ppm, mixed in the diet, p.o.) alleviates gastritis by reducing Helicobacter pylori colonization and pro-inflammatory mediator production in C57BL/6 mice[4].
Auraptene (5, 50 mg/kg, 6 weeks, p.o.) prevents heart failure caused by myocardial infarction by activating peroxisome proliferator activated receptor alpha (PPAR alpha) in rats [5].
Auraptene (2, 4, 8, 16 mg/kg, 5 weeks, p.o.) exhibits anti hypertensive effects in hypertensive rats by reducing mean systolic blood pressure[8].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Animal Model: Mammary carcinogenesis model in female Sprague Dawley rats[3].
Dosage: 200, 500 ppm
Administration: Oral gavage (p.o.); mixed in the diet
Result: Delayed median time to tumor by 39 days and reduced Insulin like Growth Factor-1 (IGF-1, 10 ng/mL)-induced cyclin D1 expression by 40% in MCF-7 cells.
Animal Model: Female C57BL/6 mice[4].
Dosage: 100, 500 ppm
Administration: Oral gavage (p.o.); mixed in the diet
Result: Inhibited H. pylori–induced expression and/or production of CD74, macrophage migration inhibitory factor, interleukin-1b, and tumor necrosis factor-a in gastric mucosa, together with serum macrophage inhibitory protein-2.
Animal Model: Sprague–Dawley rats with moderate myocardial infarction[5].
Dosage: 5, 50 mg/kg
Administration: Oral gavage (p.o.); 6 weeks
Result: Suppresses PE-induced hypertrophic responses in cardiomyocytes. Prevented the development of cardiac hypertrophy and fibrosis in rats with myocardial infarction.
Animal Model: Desoxycorticosterone acetate (DOCA) salt induced hypertensive rats[8].
Dosage: 2, 4, 8, 16 mg/kg
Administration: Oral gavage (p.o.); 5 weeks
Result: Reduced the mean systolic blood pressure (MSBP) in DOCA salt treated rats.
分子量

298.38

分子式

C19H22O3

CAS 番号
Appearance

Solid

Color

Off-white to light yellow

SMILES

O=C1C=CC2=CC=C(OC/C=C(C)/CC/C=C(C)/C)C=C2O1

Structure Classification
Initial Source
輸送条件

Room temperature in continental US; may vary elsewhere.

保管条件

4°C, protect from light

*In solvent : -80°C, 6 months; -20°C, 1 month (protect from light)

溶剤 & 溶解度
体外: 

DMSO : 50 mg/mL (167.57 mM; Need ultrasonic; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)

Preparing
Stock Solutions
Concentration Solvent Mass 1 mg 5 mg 10 mg
1 mM 3.3514 mL 16.7572 mL 33.5143 mL
5 mM 0.6703 mL 3.3514 mL 6.7029 mL
10 mM 0.3351 mL 1.6757 mL 3.3514 mL
View the 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.

  • Molarity Calculator

  • Dilution Calculator

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

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Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

一般には略語で表示されます:C1V1 = C2V2

濃度 (開始)

C1

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体積 (開始)

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体内:

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.

  • Protocol 1

    Add each solvent one by one:  10% DMSO    40% PEG300    5% Tween-80    45% Saline

    Solubility: ≥ 2.08 mg/mL (6.97 mM); Clear solution

    This protocol yields a clear solution of ≥ 2.08 mg/mL (saturation unknown).

    Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (20.8 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.
  • Protocol 2

    Add each solvent one by one:  10% DMSO    90% (20% SBE-β-CD in Saline)

    Solubility: ≥ 2.08 mg/mL (6.97 mM); Clear solution

    This protocol yields a clear solution of ≥ 2.08 mg/mL (saturation unknown).

    Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (20.8 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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Recommended: Keep the proportion of DMSO in working solution below 2% if your animal is weak.
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).
Calculation results:
Working solution concentration: 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)

The concentration of the stock solution you require exceeds the measured solubility. The following solution is for reference only. If necessary, please contact MedChemExpress (MCE).
Method for preparing in vivo working solution for animal experiments: Take μL DMSO stock solution, add μL . μL , mix evenly, next add μL Tween 80, mix evenly, then add μL Saline.
 If the continuous dosing period exceeds half a month, please choose this protocol carefully.
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.
純度とドキュメンテーション

純度: 99.97%

参考文献

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 3.3514 mL 16.7572 mL 33.5143 mL 83.7858 mL
5 mM 0.6703 mL 3.3514 mL 6.7029 mL 16.7572 mL
10 mM 0.3351 mL 1.6757 mL 3.3514 mL 8.3786 mL
15 mM 0.2234 mL 1.1171 mL 2.2343 mL 5.5857 mL
20 mM 0.1676 mL 0.8379 mL 1.6757 mL 4.1893 mL
25 mM 0.1341 mL 0.6703 mL 1.3406 mL 3.3514 mL
30 mM 0.1117 mL 0.5586 mL 1.1171 mL 2.7929 mL
40 mM 0.0838 mL 0.4189 mL 0.8379 mL 2.0946 mL
50 mM 0.0670 mL 0.3351 mL 0.6703 mL 1.6757 mL
60 mM 0.0559 mL 0.2793 mL 0.5586 mL 1.3964 mL
80 mM 0.0419 mL 0.2095 mL 0.4189 mL 1.0473 mL
100 mM 0.0335 mL 0.1676 mL 0.3351 mL 0.8379 mL
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  • Molarity Calculator

  • Dilution Calculator

The molarity calculator equation

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

質量   濃度   体積   分子量 *
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The dilution calculator equation

Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

一般には略語で表示されます:C1V1 = C2V2

濃度 (開始) × 体積 (開始) = 濃度 (終了) × 体積 (終了)
× = ×
C1   V1   C2   V2
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製品名:
Auraptene
製品番号:
HY-N2388
数量:
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