ChemicalBook--->CAS DataBase List--->78860-34-1

78860-34-1

78860-34-1 Structure

78860-34-1 Structure
IdentificationBack Directory
[Name]

DEMETHYLASTERRIQUINONE B1
[CAS]

78860-34-1
[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
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
2,5-Cyclohexadiene-1,4-dione, 2-[2-(1,1-dimethyl-2-propen-1-yl)-1H-indol-3-yl]-3,6-dihydroxy-5-[7-(3-methyl-2-buten-1-yl)-1H-indol-3-yl]-
[Molecular Formula]

C32H30N2O4
[MDL Number]

MFCD06410990
[MOL File]

78860-34-1.mol
[Molecular Weight]

506.59
Chemical PropertiesBack Directory
[storage temp. ]

Desiccate at -20°C
[solubility ]

Soluble to 100 mM in DMSO
[form ]

Powder
Hazard InformationBack Directory
[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
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