DEMETHYLASTERRIQUINONE B1

Product Name: DEMETHYLASTERRIQUINONE B1
CAS No.: 78860-34-1
Chemical Name: DEMETHYLASTERRIQUINONE B1
Synonyms: DAQ B1;DMAQ-B1;L-783,281;Demethylasterriquino;DEMETHYLASTERRIQUINONE B1;Demethylasterriquinone B-1,Demethylasterriquinone B1;2-[2-(1,1-DIMETHYLALLYL)-1H-INDOL-3-YL]-3,6-DIHYDROXY-5-[7-(3-METHYLBUT-2-ENYL)-1H-INDOL-3-YL][1,4]BENZOQUINONE;2,5-DIHYDROXY-3-[7-(3-METHYL-BUT-2-ENYL)-1H-INDOL-3-YL]-6-[2-(1,1-DIMETHYL-ALLYL)-1H-INDOL-3-YL]-[1,4]BENZOQUINONE;2-(2-(1,1-Dimethyl-2-propenyl)-1H-indol-3-yl)-3,6-dihydroxy-5-(7-(3-methyl-2-butenyl)-1H-indol-3-yl)-2,5-cyclohexadiene-;2-[2-(1,1 Dimethyl-2-propenyl)-1H-indol-3-yl]-3,6-dihydroxy-5-[7-(3-methyl-2-butenyl)-1H-indol-3-yl]-2,5-cyclohexadien-1,4-dione
CBNumber: CB2320805
Molecular Formula: C32H30N2O4
Formula Weight: 506.59
MOL File: 78860-34-1.mol

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DEMETHYLASTERRIQUINONE B1 Property

Boiling point:: 780.2±60.0 °C(Predicted)
Density: 1.335±0.06 g/cm3(Predicted)
storage temp.: Desiccate at -20°C
solubility: Soluble to 100 mM in DMSO
form: Powder
pka: 2.82±0.50(Predicted)
color: blue-black

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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Cayman Chemical

Product number: 21026
Product name: Demethylasterriquinone B1
Purity: ≥98%
Packaging: 1mg
Price: $81
Updated: 2024/03/01

Cayman Chemical

Product number: 21026
Product name: Demethylasterriquinone B1
Purity: ≥98%
Packaging: 5mg
Price: $302
Updated: 2024/03/01

Tocris

Product number: 1819
Product name: DemethylasterriquinoneB1
Purity: ≥98%(HPLC)
Packaging: 5
Price: $257
Updated: 2021/12/16

Usbiological

Product number: 255124
Product name: Demethylasterriquinone B1
Packaging: 5mg
Price: $545
Updated: 2021/12/16

TRC

Product number: D230808
Product name: DemethylasterriquinoneB1
Packaging: 5mg
Price: $235
Updated: 2021/12/16

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DEMETHYLASTERRIQUINONE B1 Chemical Properties,Usage,Production

Description

Demethylasterriquinone B1 (DMAQ B1) is a natural insulin mimic that activates insulin receptor tyrosine kinase (IRTK; EC₅₀ = 6 μM). 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.

Uses

Demethylasterriquinone B1 is a nonpeptidyl fungal metabolite that acted as an insulin mimetic in several biochemistry and cellular assays.

Biological Activity

Selective insulin receptor (IR) activator/mimetic (EC 50 values are 3-6 μ M for IRTK and 100 μ M for IGF1R and EGFR). Increases IR β subunit tyrosine phosphorylation and downstream activation of PI 3-kinase and Akt, but not ERK. Induces glucose uptake in adipocytes and skeletal muscle in vitro , without enhancing vascular proliferation. Binds GAPDH.

storage

Desiccate at -20°C

References

[1] G. SALITURO B Z F Pelaez. Discovery of a small molecule insulin receptor activator.[J]. Recent progress in hormone research, 2001, 25 1: 107-126. DOI: 10.1210/rp.56.1.107
[2] HENRY J TSAI Shan Y C. A novel hydroxyfuroic acid compound as an insulin receptor activator. Structure and activity relationship of a prenylindole moiety to insulin receptor activation.[J]. Journal of Biomedical Science, 2009: 68. DOI: 10.1186/1423-0127-16-68
[3] MICHAEL A. WEBER MDA. A novel insulin mimetic without a proliferative effect on vascular smooth muscle cells[J]. Journal of Vascular Surgery, 2000, 32 6: Pages 1118-1126. DOI: 10.1067/mva.2000.111280
[4] NICHOLAS J. G. WEBSTER PROF. Michael C P Prof Kaapjoo Park. Signaling Effects of Demethylasterriquinone B1, a Selective Insulin Receptor Modulator[J]. ChemBioChem, 2003, 4 5: 379-385. DOI: 10.1002/cbic.200200468
[5] HYUNSOO KIM. Glyceraldehyde 3-Phosphate Dehydrogenase Is a Cellular Target of the Insulin Mimic Demethylasterriquinone B1[J]. Journal of Medicinal Chemistry, 2007, 50 15: 3423-3426. DOI: 10.1021/jm070437i

DEMETHYLASTERRIQUINONE B1 Preparation Products And Raw materials

Raw materials

Preparation Products

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DEMETHYLASTERRIQUINONE B1 Suppliers

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