MW 360.4 Da, Purity >99%. Potent, reversible activator of AMP-activated protein kinase (AMPK) (EC50 = 0.8 μM). Directly activates native rat AMPK by mimicking the effects of AMP - it activates AMPK both allosterically and by inhibiting dephosphorylation of AMPK. Shown to inhibit Na+-K+-ATPase at higher concentrations (IC50 = 57 μM) . Inhibits differentiation of adipocytes.
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- Journal of molecular endocrinology 72:2024AMPK-mTORC1 pathway mediates hepatic IGFBP-1 phosphorylation in glucose deprivation: a potential molecular mechanism of hypoglycemia-induced impaired fetal growth.Applications:Unspecified applicationReactive species:Unspecified reactive speciesJenica H Kakadia,Muhammad U Khalid,Ilka U Heinemann,Victor K HanPubMed 38194365
- Open biology 13:2300212023Elevated basal AMP-activated protein kinase activity sensitizes colorectal cancer cells to growth inhibition by metformin.Applications:Unspecified applicationReactive species:Unspecified reactive speciesKaitlin R Morrison,Tingting Wang,Kuan Yoow Chan,Eleanor W Trotter,Ari Gillespie,Michael Z Michael,Jonathan S Oakhill,Iain M Hagan,Janni PetersenPubMed 37042113
- Open biology 12:2202132022AMPK phosphorylates NAMPT to regulate NAD homeostasis under ionizing radiation.Applications:Unspecified applicationReactive species:Unspecified reactive speciesXiaoyu Liao,Xiaoke Huang,Xin Li,Xuemei Qiu,Mi Li,Rui Liu,Tao He,Qingfeng TangPubMed 36196536
- Free radical biology & medicine 166:128-1392021Oxidative stress-mediated AMPK inactivation determines the high susceptibility of LKB1-mutant NSCLC cells to glucose starvation.Applications:Unspecified applicationReactive species:Unspecified reactive speciesYi Ren,Jiaqing Chen,Peishi Chen,Qi Hao,Leng-Kuan Cheong,Mingzhu Tang,Lian-Lian Hong,Xuan-Yu Hu, Celestial T Yap,Boon-Huat Bay,Zhi-Qiang Ling,Han-Ming ShenPubMed 33636336
- Journal of biochemistry 169:75-862020AMPK differentially alters sulphated glycosaminoglycans under normal and high glucose milieu in proximal tubular cells.Applications:Unspecified applicationReactive species:Unspecified reactive speciesC B Shrikanth,Sanjana Jagannath,Nandini D ChilkundaPubMed 32785657
- Gastroenterology 158:1389-1401.e102020LKB1 Represses ATOH1 via PDK4 and Energy Metabolism and Regulates Intestinal Stem Cell Fate.Applications:Unspecified applicationReactive species:Unspecified reactive speciesYajing Gao,Yan Yan,Sushil Tripathi,Nalle Pentinmikko,Ana Amaral,Pekka Päivinen,Eva Domènech-Moreno,Simon Andersson,Iris P L Wong,Hans Clevers,Pekka Katajisto,Tomi P MäkeläPubMed 31930988
- Molecular oncology 13:1419-14322019AMPK activation induced in pemetrexed-treated cells is associated with development of drug resistance independently of target enzyme expression.Applications:Unspecified applicationReactive species:Unspecified reactive speciesYiyang Qin et. al.PubMed 31033201
- Molecular biology of the cell 29:2303-23162018Compositional complexity of rods and rings.Applications:Unspecified applicationReactive species:Unspecified reactive speciesCara R Schiavon et. al.PubMed 30024290
- Cell chemical biology 25:728-737.e92018Structural Determinants for Small-Molecule Activation of Skeletal Muscle AMPK α2β2γ1 by the Glucose Importagog SC4.Applications:Unspecified applicationReactive species:Unspecified reactive speciesKevin R W Ngoei,Christopher G Langendorf,Naomi X Y Ling,Ashfaqul Hoque,Swapna Varghese,Michelle A Camerino,Scott R Walker,Ylva E Bozikis,Toby A Dite,Ashley J Ovens,William J Smiles,Roxane Jacobs,He Huang,Michael W Parker,John W Scott,Mark H Rider,Richard C Foitzik,Bruce E Kemp,Jonathan B Baell,Jonathan S OakhillPubMed 29657085
- Scientific reports 8:52762018Canagliflozin inhibits interleukin-1β-stimulated cytokine and chemokine secretion in vascular endothelial cells by AMP-activated protein kinase-dependent and -independent mechanisms.Applications:Unspecified applicationReactive species:Unspecified reactive speciesSarah J Mancini,Daria Boyd,Omar J Katwan,Anastasiya Strembitska,Tarek A Almabrouk,Simon Kennedy,Timothy M Palmer,Ian P SaltPubMed 29588466
Key facts
- CAS number
- 844499-71-4
- Purity
- > 99%
- Form
- Solid
- Molecular weight
- 360.4 Da
- Molecular formula
- C20H12N2O3S
- PubChem identifier
- 54708532
- Nature
- Synthetic
Target data
Alternative names
1300015D22Rik, 5 AMP activated protein kinase alpha 1catalytic subunit, 5 AMP activated protein kinase catalytic alpha 1 chain, 5 AMP activated protein kinase subunit gamma 3, 5' AMP activated protein kinase gamma 1 subunit, 5' AMP activated protein kinase beta 2 subunit, 5' AMP activated protein kinase subunit beta 2, 5' AMP activated protein kinase subunit gamma 1, 5''-AMP-activated protein kinase subunit beta-1, 5''-AMP-activated protein kinase subunit beta-2, 5''-AMP-activated protein kinase subunit gamma-1, 5''-AMP-activated protein kinase subunit gamma-2, 5''-AMP-activated protein kinase subunit gamma-3, 5'-AMP-activated protein kinase beta-1 subunit, 5'-AMP-activated protein kinase catalytic subunit alpha-1, 5'-AMP-activated protein kinase catalytic subunit alpha-2, AAKB1_HUMAN, AAKB2_HUMAN, AAKG, AAKG1_HUMAN, AAKG2_HUMAN, AAKG3_HUMAN, AAPK1_HUMAN, AAPK2_HUMAN, ACACA kinase, AI194361, AI450832, AL024255, AMP activated protein kinase beta 2 non catalytic subunit, AMP activated protein kinase noncatalytic gamma 1 subunit, AMP-ACTIVATED PROTEIN KINASE, NONCATALYTIC, BETA-1, AMP-activate kinase alpha 1 subunit, AMP-activated protein kinase beta subunit, AMP-activated protein kinase, catalytic, alpha -1, AMP-activated, noncatalytic, beta-1, AMPK, AMPK 1, AMPK alpha 1, AMPK alpha 1 chain, AMPK alpha 2 chain, AMPK beta 1 chain, AMPK beta 2, AMPK beta 2 chain, AMPK gamma 1 chain, AMPK gamma 3 chain, AMPK gamma1, AMPK gamma2, AMPK gamma3, AMPK subunit alpha-1, AMPK subunit alpha-2, AMPK subunit beta-1, AMPK subunit beta-2, AMPK subunit gamma-1, AMPK subunit gamma-2, AMPK subunit gamma-3, AMPK-BETA-1, AMPK2, AMPKG3, AMPKa1, AMPKa2, AMPKalpha2, AMPKb, AMPKg, AU021155, Acetyl-CoA carboxylase kinase, C130083N04Rik, CMH6, E430008F22, EC 2.7.11.1, H91620p, HAMPKb, HMG CoA reductase kinase, HMGCR kinase, Hydroxymethylglutaryl-CoA reductase kinase, MGC17785, MGC33776, MGC57364, MGC61468, MGC8666, OTTHUMP00000161795, OTTHUMP00000161796, PRKAA, PRKAA 1, PRKAA2, PRKAB 2, PRKAB1, PRKAG 1, PRKAG3, Prkag2, Protein kinase AMP activated alpha 1 catalytic subunit, Protein kinase AMP activated alpha 2 catalytic subunit, Protein kinase AMP activated beta 2 non catalytic subunit, Protein kinase AMP activated catalytic subunit alpha 2, Protein kinase AMP activated gamma 1 non catalytic subunit, Protein kinase AMP activated gamma 2 non catalytic subunit, Protein kinase AMP activated gamma 3 non catalytic subunit, Protein kinase AMP activated non catalytic subunit beta 1, SNF1-like protein AMPK, SNF1A, Tau-protein kinase PRKAA1, WPWS, cb116, hormone sensitive lipase kinase, im:7154392, kinase AMPK alpha1, protein kinase, AMP-activated, beta 1 non-catalytic subunit, protein kinase, AMP-activated, noncatalytic gamma-1, protein kinase, AMP-activated, noncatalytic, beta-1, wu:fa94c10
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MW 360.4 Da, Purity >99%. Potent, reversible activator of AMP-activated protein kinase (AMPK) (EC50 = 0.8 μM). Directly activates native rat AMPK by mimicking the effects of AMP - it activates AMPK both allosterically and by inhibiting dephosphorylation of AMPK. Shown to inhibit Na+-K+-ATPase at higher concentrations (IC50 = 57 μM) . Inhibits differentiation of adipocytes.
Key facts
- CAS number
- 844499-71-4
- Purity
- > 99%
- Form
- Solid
- Molecular weight
- 360.4 Da
- Molecular formula
- C20H12N2O3S
- PubChem identifier
- 54708532
- Nature
- Synthetic
- Solubility
Soluble in DMSO to 100 mM.
- Biochemical name
- 4-Hydroxy-3-(2'-hydroxy-[1,1'-biphenyl]-4-yl)-6-oxo-6,7-dihydrothieno[2,3-b]pyridine-5-carbonitrile
- Biological description
Potent, reversible activator of AMP-activated protein kinase (AMPK) (EC50 = 0.8 μM). Directly activates native rat AMPK by mimicking the effects of AMP - it activates AMPK both allosterically and by inhibiting dephosphorylation of AMPK. Shown to inhibit Na+-K+-ATPase at higher concentrations (IC50 = 57 μM) . Inhibits differentiation of adipocytes.
- Canonical SMILES
- C1=CC=C(C(=C1)C2=CC=C(C=C2)C3=CSC4=C3C(=C(C(=O)N4)C#N)O)O
- InChI
- InChI=1S/C20H12N2O3S/c21-9-14-18(24)17-15(10-26-20(17)22-19(14)25)12-7-5-11(6-8-12)13-3-1-2-4-16(13)23/h1-8,10,23H,(H2,22,24,25)
- InChIKey
- CTESJDQKVOEUOY-UHFFFAOYSA-N
- IUPAC name
- 4-hydroxy-3-[4-(2-hydroxyphenyl)phenyl]-6-oxo-7H-thieno[2,3-b]pyridine-5-carbonitrile
Storage
- Shipped at conditions
- Ambient - Can Ship with Ice
- Appropriate short-term storage conditions
- +4°C
- Appropriate long-term storage conditions
- +4°C
- Storage information
- Store under desiccating conditions, The product can be stored for up to 12 months
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Chemical Structure - A 769662, AMP-activated protein kinase activator (ab120335)
2D chemical structure image of ab120335, A 769662, AMP-activated protein kinase activator
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