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Demethylasterriquinone B1 (Synonyms: DMAQ B1,L-783,281)

Catalog No.GC14905

An insulin receptor (IR) activator

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Demethylasterriquinone B1 Chemical Structure

Cas No.: 78860-34-1

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1mg
$95.00
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5mg
$370.00
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Sample solution is provided at 25 µL, 10mM.

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Description of Demethylasterriquinone B1

Demethylasterriquinone B1 (DMAQ B1) is a natural insulin mimic that activates insulin receptor tyrosine kinase (IRTK; EC50 = 6 µM).[1],[2],[3],[4] It less potently activates IGF1R and EGFR (EC50s = 100 µM for both). DMAQ B1 induces glucose uptake in adipocytes and skeletal muscle cells without activating proliferation. DMAQ B1 binds GAPDH in vitro.[5]

Reference:
[1]. Salituro, G.M., Pelaez, F., and Zhang, B.B. Discovery of a small molecule insulin receptor activator. Recent Prog. Horm. Res. 56, 107-126 (2001).
[2]. Tsai, H.J., and Chou, S.Y. A novel hydroxyfuroic acid compound as an insulin receptor activator. Structure and activity relationship of a prenylindole moiety to insulin receptor activation. J. Biomed. Sci. 16(68), (2009).
[3]. Weber, M.A., Lidor, A., Arora, S., et al. A novel insulin mimetic without a proliferative effect on vascular smooth muscle cells. J. Vasc. Surg. 32(6), 1118-1126 (2000).
[4]. Webster, N.J.G., Park, K., and Pirrung, M.C. Signaling effects of demethylasterriquinone B1, a selective insulin receptor modulator. Chembiochem. 4(5), 379-385 (2003).
[5]. Kim, H., Deng, L., Xiong, X., et al. Glyceraldehyde 3-phosphate dehydrogenase is a cellular target of the insulin mimic demethylasterriquinone B1. J. Med. Chem. 50(15), 3423-3426 (2007).

Chemical Properties of Demethylasterriquinone B1

Cas No. 78860-34-1 SDF
Synonyms DMAQ B1,L-783,281
Chemical Name 2,5-dihydroxy-3-(7-(3-methylbut-2-en-1-yl)-1H-indol-3-yl)-6-(2-(2-methylbut-3-en-2-yl)-1H-indol-3-yl)cyclohexa-2,5-diene-1,4-dione
Canonical SMILES OC(C1=O)=C(C(C(O)=C1C(C2=CC=C3)=CNC2=C3C/C=C(C)\C)=O)C4=C(C(C)(C=C)C)NC5=CC=CC=C45
Formula C32H30N2O4 M.Wt 506.59
Solubility 10mg/mL in DMSO, 15mg/mL in DMF, 10mg/mL in Ethanol Storage Desiccate at -20°C
General tips Please select the appropriate solvent to prepare the stock solution according to the solubility of the product in different solvents; once the solution is prepared, please store it in separate packages to avoid product failure caused by repeated freezing and thawing.Storage method and period of the stock solution: When stored at -80°C, please use it within 6 months; when stored at -20°C, please use it within 1 month.
To increase solubility, heat the tube to 37°C and then oscillate in an ultrasonic bath for some time.
Shipping Condition Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request.

Complete Stock Solution Preparation Table of Demethylasterriquinone B1

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1 mg 5 mg 10 mg
1 mM 1.974 mL 9.8699 mL 19.7398 mL
5 mM 0.3948 mL 1.974 mL 3.948 mL
10 mM 0.1974 mL 0.987 mL 1.974 mL
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Average Rating: 5 ★★★★★ (Based on Reviews and 39 reference(s) in Google Scholar.)

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