Demethylasterriquinone B1

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Description: Selective insulin RTK activator
Alternative Names: DAQ B1,L-783,281,DMAQ-B1
Chemical Name: 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-1,4-dione
Purity: ≥95% (HPLC)
Citations (1)
Reviews (1)
Literature (2)
Pathways (1)

Biological Activity for Demethylasterriquinone B1

Demethylasterriquinone B1 is a selective insulin receptor (IR) activator (EC50 values are 3 - 6 μM for IRTK and 100 μM for IGF1R and EGFR). Increases IR β subunit tyrosine phosphorylation and 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. Also activates Trk by interacting at a site distinct from the neurotrophin-binding site.

Technical Data for Demethylasterriquinone B1

M. Wt 506.59
Formula C32H30N2O4
Storage Desiccate at -20°C
Purity ≥95% (HPLC)
CAS Number 78860-34-1
PubChem ID 3013166
Smiles CC(C)=CCC1=C2NC=C(C2=CC=C1)C1=C(O)C(=O)C(C2=C(NC3=CC=CC=C23)C(C)(C)C=C)=C(O)C1=O

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

Tocris products are intended for laboratory research use only, unless stated otherwise.

Solubility Data for Demethylasterriquinone B1

Solvent Max Conc. mg/mL Max Conc. mM
DMSO 50.66 100

Preparing Stock Solutions for Demethylasterriquinone B1

The following data is based on the product molecular weight 506.59. Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Select a batch to recalculate based on the batch molecular weight:
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.97 mL 9.87 mL 19.74 mL
5 mM 0.39 mL 1.97 mL 3.95 mL
10 mM 0.2 mL 0.99 mL 1.97 mL
50 mM 0.04 mL 0.2 mL 0.39 mL

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Product Datasheets for Demethylasterriquinone B1

Certificate of Analysis / Product Datasheet
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References for Demethylasterriquinone B1

References are publications that support the biological activity of the product.

Kim et al (2007) Glyceraldehyde 3-phosphate dehydrogenase is a cellular target of the Ins mimic demethylasterriquinone B1. J.Med.Chem. 50 3423 PMID: 17595071

Salituro et al (2001) Discovery of a small molecule Ins receptor activator. Recent Prog.Horm.Res. 56 107 PMID: 11237209

Weber et al (2000) A novel Ins mimetic without a proliferative effect on vascular smooth muscle cells. J.Vasc.Surg. 32 1118 PMID: 11107083

Webster et al (2003) Signaling effects of demethylasterriquinone B1, a selective Ins receptor modulator. Chembiochem 4 379 PMID: 12740809

Wilkie et al (2001) The non-peptidyl fungal metabolite L-783,281 activates TRK neurotrophin receptors. J.Neurochem. 78 1135 PMID: 11553687

If you know of a relevant reference for Demethylasterriquinone B1, please let us know.

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Keywords: Demethylasterriquinone B1, Demethylasterriquinone B1 supplier, Selective, insulin, IRs, RTKs, activators, IGF, Receptors, Insulin-like, Receptor, Tyrosine, Kinases, DemethylasterriquinoneB1, DAQB1, L783281, DAQ, B1, L-783,281, DMAQ-B1, Insulin, and, insulin-like, Trk, 1819, Tocris Bioscience

1 Citation for Demethylasterriquinone B1

Citations are publications that use Tocris products. Selected citations for Demethylasterriquinone B1 include:

Pitt et al (2017) Neuroprotective astrocyte-derived Ins/IGF-1 stimulates endocytic processing and extracellular release of neuron-bound Aβ oligomers. Mol Biol Cell 28 2623 PMID: 28963439

Do you know of a great paper that uses Demethylasterriquinone B1 from Tocris? Please let us know.

Reviews for Demethylasterriquinone B1

Average Rating: 4 (Based on 1 Review.)

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works well.
By Anonymous on 03/26/2020
Assay Type: In Vitro
Species: Rat
Cell Line/Tissue: Hippocampal neuron

10 μM

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Literature in this Area

Tocris offers the following scientific literature in this area to showcase our products. We invite you to request* your copy today!

*Please note that Tocris will only send literature to established scientific business / institute addresses.

Peptides Involved in Appetite Modulation Scientific Review

Peptides Involved in Appetite Modulation Scientific Review

Written by Sonia Tucci, Lynsay Kobelis and Tim Kirkham, this review provides a synopsis of the increasing number of peptides that have been implicated in appetite regulation and energy homeostasis; putative roles of the major peptides are outlined and compounds available from Tocris are listed.

Angiogenesis in Cancer Poster

Angiogenesis in Cancer Poster

This poster summarizes the pathogenesis of angiogenesis in cancer, as well as some of the main angiogenesis therapeutic targets.

Pathways for Demethylasterriquinone B1

Insulin Signaling Pathway

Insulin Signaling Pathway

Signaling through the insulin pathway is fundamental for the regulation of intracellular glucose levels. This pathway can become dysregulated in diabetes.