A-769662 - ≥98%, high purity , CAS No.844499-71-4

Item Number
A127825
Grouped product items
SKUSizeAvailabilityPrice Qty
A127825-5mg
5mg
Available within 4-8 weeks(?)
Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!
$64.90
A127825-10mg
10mg
Available within 4-8 weeks(?)
Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!
$90.90
A127825-50mg
50mg
Available within 4-8 weeks(?)
Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!
$325.90

AMP-activated protein kinase activator

View related series
AMP kinase Activator

Basic Description

SynonymsMLS006011221 | 4-Hydroxy-3-(2'-hydroxy-1,1'-biphenyl-4-yl)-6-oxo-6,7-dihydrothieno(2,3-b)pyridine-5-carbonitrile | UNII-P68477CD2C | AKOS015902474 | FT-0601551 | AS-16682 | HMS3677J08 | CTESJDQKVOEUOY-UHFFFAOYSA-N | 4-hydroxy-3-(2''-hydroxybiphenyl-4-yl)-
Specifications & PurityMoligand™, ≥98%
Biochemical and Physiological MechanismsA-769662 is a potent, reversible AMP-activated protein kinase (AMPK) activator (EC50 = 0.8 μM) that displays selectivity towards β1 subunit-containing heterotrimers. A-769662 inhibits fatty acid synthesis (IC50 = 3.2 μM) and decreases plasma gl
Storage TempStore at -20°C
Shipped InIce chest + Ice pads
GradeMoligand™
NoteWherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.
Product Description

A-769662 is a potent, reversible AMPK activator with EC50 of 0.8 μM, little effect on GPPase/FBPase activity.
An AMPK activator which induces PI3-kinase-dependent glucose uptake

Associated Targets(Human)

PIM1 Tchem Serine/threonine-protein kinase PIM1 (9629 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PRKAA1 Tclin AMP-activated protein kinase, alpha-1 subunit (2493 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
5637 (630 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
A 172 (535 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
A204 (242 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
A2058 (690 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
A-375 (9258 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
A-427 (643 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
A498 (42825 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
A673 (619 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ACHN (49357 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
AGS (1999 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
BT-20 (503 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
BT-474 (2113 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
BXPC-3 (2997 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
C8166 (1658 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CA46 (271 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CAKI-1 (44928 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Calu-1 (518 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Calu-3 (339 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Calu-6 (398 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CAPAN-1 (772 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CCRF-CEM (65223 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
COLO 205 (50209 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
COR-L23 (253 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Daoy (570 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Daudi (625 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
DMS-79 (150 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
DMS-273 (14108 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
DU-145 (51482 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
EVSA-T (142 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
G-361 (890 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
G-401 (156 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HL-60 (67320 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HT-1080 (3966 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HT-29 (80576 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HuCCT-1 (128 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Huh-7 (12904 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HuTu80 (255 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
IM-9 (160 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
J82 (505 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
JAR (316 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
JIYOYE (162 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
K562 (73714 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
KM12 (47707 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
LoVo (4724 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
M14 (47487 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MCF7 (126967 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MDA-MB-361 (612 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MDA-MB-453 (1139 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Hdac6 Histone deacetylase 6 (222 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mus musculus (284745 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
H4 (48 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
rep Replicase polyprotein 1ab (378 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Plasma (328 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Names and Identifiers

IUPAC Name 4-hydroxy-3-[4-(2-hydroxyphenyl)phenyl]-6-oxo-7H-thieno[2,3-b]pyridine-5-carbonitrile
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)
InChi Key CTESJDQKVOEUOY-UHFFFAOYSA-N
Canonical SMILES C1=CC=C(C(=C1)C2=CC=C(C=C2)C3=CSC4=C3C(=C(C(=O)N4)C#N)O)O
Isomeric SMILES C1=CC=C(C(=C1)C2=CC=C(C=C2)C3=CSC4=C3C(=C(C(=O)N4)C#N)O)O
PubChem CID 54708532
Molecular Weight 360.39

Certificates

Certificate of Analysis(COA)

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Find and download the COA for your product by matching the lot number on the packaging.

2 results found

Lot NumberCertificate TypeDateItem
E1620039Certificate of AnalysisOct 16, 2023 A127825
A1822017Certificate of AnalysisJun 08, 2023 A127825

Chemical and Physical Properties

SolubilityDMSO ≥70mg/mL Water <1.2mg/mL Ethanol <1.2mg/mL
Refractive Index1.78
Boil Point(°C)630.08° C at 760 mmHg
Melt Point(°C)268.39°C

Related Documents

References

1. Cool B, Zinker B, Chiou W, Kifle L, Cao N, Perham M, Dickinson R, Adler A, Gagne G, Iyengar R et al..  (2006)  Identification and characterization of a small molecule AMPK activator that treats key components of type 2 diabetes and the metabolic syndrome..  Cell Metab,  (6): (403-16).  [PMID:16753576] [10.1021/op500134e]
2. Sanders MJ, Ali ZS, Hegarty BD, Heath R, Snowden MA, Carling D.  (2007)  Defining the mechanism of activation of AMP-activated protein kinase by the small molecule A-769662, a member of the thienopyridone family..  J Biol Chem,  282  (45): (32539-48).  [PMID:17728241] [10.1021/op500134e]
3. Göransson O, McBride A, Hawley SA, Ross FA, Shpiro N, Foretz M, Viollet B, Hardie DG, Sakamoto K.  (2007)  Mechanism of action of A-769662, a valuable tool for activation of AMP-activated protein kinase..  J Biol Chem,  282  (45): (32549-60).  [PMID:17855357] [10.1021/op500134e]
4. Walter C, Clemens LE, Müller AJ, Fallier-Becker P, Proikas-Cezanne T, Riess O, Metzger S, Nguyen HP.  (2016)  Activation of AMPK-induced autophagy ameliorates Huntington disease pathology in vitro..  Neuropharmacology,  108  (13): (24-38).  [PMID:27133377] [10.1021/op500134e]
5. Webb TJ et al..  (2016)  Alterations in cellular metabolism modulate CD1d-mediated NKT-cell responses..  Pathog Dis,  74  (6):   [PMID:27297969]
6. Choudhury Y et al..  (2014)  AMP-activated protein kinase (AMPK) as a potential therapeutic target independent of PI3K/Akt signaling in prostate cancer..  Oncoscience,  (6): (446-56).  [PMID:25594043]
7. Qin Y et al..  (2019)  AMPK activation induced in pemetrexed-treated cells is associated with development of drug resistance independently of target enzyme expression..  Mol Oncol,  13  (6): (1419-1432).  [PMID:31033201]
8. Shrikanth CB et al..  (2021)  AMPK differentially alters sulphated glycosaminoglycans under normal and high glucose milieu in proximal tubular cells..  J Biochem,  169  (75-86).  [PMID:32785657]
9. Watterson KR et al..  (2013)  Anorexigenic and orexigenic hormone modulation of mammalian target of rapamycin complex 1 activity and the regulation of hypothalamic agouti-related protein mRNA expression..  Neurosignals,  21  (1-2): (28-41).  [PMID:22456226]
10. Head SA et al..  (2015)  Antifungal drug itraconazole targets VDAC1 to modulate the AMPK/mTOR signaling axis in endothelial cells..  Proc Natl Acad Sci U S A,  112  (52): (E7276-85).  [PMID:26655341]
11. Henry WS et al..  (2017)  Aspirin Suppresses Growth in PI3K-Mutant Breast Cancer by Activating AMPK and Inhibiting mTORC1 Signaling..  Cancer Res,  77  (3): (790-801).  [PMID:27940576]
12. Mancini SJ et al..  (2018)  Canagliflozin inhibits interleukin-1ß-stimulated cytokine and chemokine secretion in vascular endothelial cells by AMP-activated protein kinase-dependent and -independent mechanisms..  Sci Rep,  (5276).  [PMID:29588466]
13. Bizjak M et al..  (2017)  Combined treatment with Metformin and 2-deoxy glucose induces detachment of viable MDA-MB-231 breast cancer cells in vitro..  Sci Rep,  (1761).  [PMID:28496098]
14. Schiavon CR et al..  (2018)  Compositional complexity of rods and rings..  Mol Biol Cell,  29  (19): (2303-2316).  [PMID:30024290]
15. Vincent EE et al..  (2014)  Differential effects of AMPK agonists on cell growth and metabolism..  Oncogene,      [PMID:25241895]
16. Zibrova D et al..  (2017)  GFAT1 phosphorylation by AMPK promotes VEGF-induced angiogenesis..  Biochem J,  474  (6): (983-1001).  [PMID:28008135]
17. Galic S et al..  (2011)  Hematopoietic AMPK ß1 reduces mouse adipose tissue macrophage inflammation and insulin resistance in obesity..  J Clin Invest,  121  (12): (4903-15).  [PMID:22080866]
18. Gao Y et al..  (2020)  LKB1 Represses ATOH1 via PDK4 and Energy Metabolism and Regulates Intestinal Stem Cell Fate..  Gastroenterology,  158  (5): (1389-1401.e10).  [PMID:31930988]
19. Ren Y et al..  (2021)  Oxidative stress-mediated AMPK inactivation determines the high susceptibility of LKB1-mutant NSCLC cells to glucose starvation..  Free Radic Biol Med,  166  (128-139).  [PMID:33636336]
20. Chen Z et al..  (2012)  Promotion of adiponectin multimerization by emodin, a novel AMPK activator with PPAR?-agonist activity..  J Cell Biochem,      [PMID:22730200]
21. Langendorf CG et al..  (2016)  Structural basis of allosteric and synergistic activation of AMPK by furan-2-phosphonic derivative C2 binding..  Nat Commun,  (10912).  [PMID:26952388]
22. Ngoei KRW et al..  (2018)  Structural Determinants for Small-Molecule Activation of Skeletal Muscle AMPK a2ß2?1 by the Glucose Importagog SC4..  Cell Chem Biol,  25  (6): (728-737.e9).  [PMID:29657085]
23. Yan Y et al..  (2015)  SUMOylation of AMPKa1 by PIAS4 specifically regulates mTORC1 signalling..  Nat Commun,  (8979).  [PMID:26616021]
24. Dite TA et al..  (2017)  The autophagy initiator ULK1 sensitizes AMPK to allosteric drugs..  Nat Commun,  (571).  [PMID:28924239]

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