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Ampkinone

Item № 10631
CAS № 1233082-79-5
Purity ≥95%
product image
                (CAS 1233082-79-5)
SIZE PRICE QUANTITY SUBTOTAL
CART TOTAL
     1 mg $45.00 0.00
     5 mg $180.00 0.00
     10 mg $315.00 0.00

Pricing updated 2019-07-17. Prices are subject to change without notice.

Description

AMP-activated protein kinase (AMPK) plays a role in energy metabolism and glucose homeostasis by monitoring the ratio of ATP to AMP. AMPK stimulates glucose uptake in skeletal muscle when activated during muscle contraction and exercise by the phosphorylation of threonine 172 (Thr172) by LKB19 and Ca2+/calmodulin-dependent kinase kinase. Ampkinone is a small molecule activator of AMPK. It has been shown to stimulate functional activation of AMPK via the phosphorylation at Thr172 in cultured L6 muscle cells with an EC50 value of 4.3 μM, enhancing glucose uptake by 3.2-fold.1 When given to diet-induced obese mice,10 mg/kg ampkinone up-regulated the activity of AMPK in liver and muscle, enhancing insulin sensitivity and increasing the oxidation of adipose tissues.1

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Technical Information
Formal Name
2-(4-benzoylphenyl)-6-hydroxy-7-methoxy-4,4-dimethyl-[1]benzopyrano[3,4-e]isoindole-1,3(2H,4H)-dione
CAS Number
1233082-79-5
Molecular Formula
C31H23NO6
Formula Weight
505.5
Purity
≥95%
Formulation
A crystalline solid
λmax
259, 280, 387 nm
SMILES
O=C1N(C2=CC=C(C(C3=CC=CC=C3)=O)C=C2)C(C4=C1C=CC5=C4C(C)(C)OC6=C(O)C(OC)=CC=C65)=O
InChI Code
InChI=1S/C31H23NO6/c1-31(2)25-20(21-15-16-23(37-3)27(34)28(21)38-31)13-14-22-24(25)30(36)32(29(22)35)19-11-9-18(10-12-19)26(33)17-7-5-4-6-8-17/h4-16,34H,1-3H3
InChI Key
BRRCHDIWBKOMEC-UHFFFAOYSA-N

Warning - this product is not for human or veterinary use.

Shipping & Storage
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
Stability
≥ 2 years
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Additional Information

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References & Product Citations
Product Description References

1. Oh, S., Kim, S.J., Hwang, J.H., et al. Antidiabetic and antiobesity effects of ampkinone (6f), a novel small molecule activator of AMP-activated protein kinase Journal of Medicinal Chemistry 53, 7405-7413 (2010).

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