78860-34-1 Usage
Description
Demethylasterriquinone B1 (DMAQ B1) is a natural insulin mimic that activates insulin receptor tyrosine kinase (IRTK) with high specificity and potency (EC50 = 6 μM). It also less potently activates IGF1R and EGFR (EC50s = 100 μM for both). DMAQ B1 is capable of inducing glucose uptake in adipocytes and skeletal muscle cells without promoting cell proliferation and has been shown to bind GAPDH in vitro.
Uses
Used in Pharmaceutical Industry:
DMAQ B1 is used as a therapeutic agent for the treatment of diabetes and related metabolic disorders. Its ability to activate insulin receptor tyrosine kinase and induce glucose uptake in adipocytes and skeletal muscle cells without promoting cell proliferation makes it a promising candidate for managing blood glucose levels and improving insulin sensitivity.
Used in Research Applications:
DMAQ B1 is used as a research tool for studying the mechanisms of insulin signaling and glucose metabolism. Its high specificity for insulin receptor tyrosine kinase and its ability to bind GAPDH in vitro make it a valuable compound for investigating the roles of these proteins in cellular processes related to glucose homeostasis.
Used in Drug Development:
DMAQ B1 is used as a lead compound in the development of new drugs targeting insulin resistance and related metabolic disorders. Its unique properties, such as its ability to activate insulin receptor tyrosine kinase and induce glucose uptake without promoting cell proliferation, offer potential advantages over existing treatments and may lead to the discovery of novel therapeutic agents.
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.
Check Digit Verification of cas no
The CAS Registry Mumber 78860-34-1 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 7,8,8,6 and 0 respectively; the second part has 2 digits, 3 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 78860-34:
(7*7)+(6*8)+(5*8)+(4*6)+(3*0)+(2*3)+(1*4)=171
171 % 10 = 1
So 78860-34-1 is a valid CAS Registry Number.
InChI:InChI=1/C32H30N2O4/c1-6-32(4,5)31-23(20-11-7-8-13-22(20)34-31)25-29(37)27(35)24(28(36)30(25)38)21-16-33-26-18(15-14-17(2)3)10-9-12-19(21)26/h6-14,16,33-35,38H,1,15H2,2-5H3
78860-34-1Relevant articles and documents
Methyl scanning: Total synthesis of demethylasterriquinone B1 and derivatives for identification of sites of interaction with and isolation of its receptor(s)
Pirrung, Michael C.,Liu, Yufa,Deng, Liu,Halstead, Diana K.,Li, Zhitao,May, John F.,Wedel, Michael,Austin, Darrell A.,Webster, Nicholas J. G.
, p. 4609 - 4624 (2007/10/03)
The principle of methyl scanning is proposed for determination of the sites of interaction between biologically active small molecules and their macromolecular target(s). It involves the systematic preparation of a family of methylated derivatives of a co
Short and convergent synthesis of asterriquinone B1 and demethylasterriquinone B1 [1]
Tatsuta,Mukai,Mitsumoto
, p. 105 - 108 (2007/10/03)
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METABOLIC PRODUCTS OF ASPERGILLUS TERREUS. V. DEMETHYLATION OF ASTERRIQUINONES
Arai, Kunizo,Shimizu, Sakae,Taguchi, Yasuhisa,Yamamoto, Yuzuru
, p. 991 - 999 (2007/10/02)
Demethylation of asterriquinones (AQ, bisindolyl-dimethoxyl benzoquinones) was investigated in connection with the determination of their structures and studies of their antitumor activity.Usually, the demethylation proceeded smoothly with KOH, but several types of side reactions were observed with acidic reagents.Keywords-demethylation; asterriquinones; Aspergillus terreus; IFO 8835; benzoquinone; indolyl; dimethylallyl
