MedKoo Cat#: 526444 | Name: EX-229 free acid
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

EX-229, also known as AMPK Activator 991, is a novel AMPK activator, increasing AMPK activity of both AMPKgamma1- and AMPKgamma3-containing complexes in mouse skeletal muscle.

Chemical Structure

EX-229 free acid
EX-229 free acid
CAS#1219739-36-2

Theoretical Analysis

MedKoo Cat#: 526444

Name: EX-229 free acid

CAS#: 1219739-36-2

Chemical Formula: C24H18ClN3O3

Exact Mass: 431.1037

Molecular Weight: 431.88

Elemental Analysis: C, 66.75; H, 4.20; Cl, 8.21; N, 9.73; O, 11.11

Price and Availability

Size Price Availability Quantity
10mg USD 150.00 Ready to ship
25mg USD 250.00 Ready to ship
50mg USD 450.00 Ready to ship
100mg USD 750.00 Ready to ship
200mg USD 1,250.00 Ready to ship
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Related CAS #
No Data
Synonym
EX-229; EX 229; EX229; AMPK Activator 991
IUPAC/Chemical Name
5-{[6-chloro-5-(1-methylindol-5-yl)-1H-benzimidazol-2-yl]oxy}-2-methyl-benzoic acid
InChi Key
FHWSAZXFPUMKFL-UHFFFAOYSA-N
InChi Code
InChI=1S/C24H18ClN3O3/c1-13-3-5-16(10-17(13)23(29)30)31-24-26-20-11-18(19(25)12-21(20)27-24)14-4-6-22-15(9-14)7-8-28(22)2/h3-12H,1-2H3,(H,26,27)(H,29,30)
SMILES Code
O=C(O)C1=CC(OC2=NC3=CC(C4=CC5=C(N(C)C=C5)C=C4)=C(Cl)C=C3N2)=CC=C1C
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info
Solvent mg/mL mM
Solubility
Soluble in DMSO 0.0 100.00
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 431.88 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.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Xu YY, Chen FL, Ji F, Fei HD, Xie Y, Wang SG. Activation of AMP-activated protein kinase by compound 991 protects osteoblasts from dexamethasone. Biochem Biophys Res Commun. 2017 Nov 21. pii: S0006-291X(17)32311-2. doi: 10.1016/j.bbrc.2017.11.132. [Epub ahead of print] PubMed PMID: 29175330. 2: Song Y, Wang Z, Zhang B, Zhang Y, Zhang W, Yang C, Meng F, Feng X. Determination of a novel anticancer AMPK activator hernandezine in rat plasma and tissues with a validated UHPLC-MS/MS method: Application to pharmacokinetics and tissue distribution study. J Pharm Biomed Anal. 2017 Jul 15;141:132-139. doi: 10.1016/j.jpba.2017.03.038. Epub 2017 Apr 8. PubMed PMID: 28437720. 3: Willows R, Navaratnam N, Lima A, Read J, Carling D. Effect of different γ-subunit isoforms on the regulation of AMPK. Biochem J. 2017 May 9;474(10):1741-1754. doi: 10.1042/BCJ20170046. PubMed PMID: 28302767; PubMed Central PMCID: PMC5423082. 4: Bultot L, Jensen TE, Lai YC, Madsen AL, Collodet C, Kviklyte S, Deak M, Yavari A, Foretz M, Ghaffari S, Bellahcene M, Ashrafian H, Rider MH, Richter EA, Sakamoto K. Benzimidazole derivative small-molecule 991 enhances AMPK activity and glucose uptake induced by AICAR or contraction in skeletal muscle. Am J Physiol Endocrinol Metab. 2016 Oct 1;311(4):E706-E719. doi: 10.1152/ajpendo.00237.2016. Epub 2016 Aug 30. PubMed PMID: 27577855; PubMed Central PMCID: PMC5241553. 5: Chennell G, Willows RJ, Warren SC, Carling D, French PM, Dunsby C, Sardini A. Imaging of Metabolic Status in 3D Cultures with an Improved AMPK FRET Biosensor for FLIM. Sensors (Basel). 2016 Aug 19;16(8). pii: E1312. doi: 10.3390/s16081312. PubMed PMID: 27548185; PubMed Central PMCID: PMC5017477. 6: Johanns M, Lai YC, Hsu MF, Jacobs R, Vertommen D, Van Sande J, Dumont JE, Woods A, Carling D, Hue L, Viollet B, Foretz M, Rider MH. AMPK antagonizes hepatic glucagon-stimulated cyclic AMP signalling via phosphorylation-induced activation of cyclic nucleotide phosphodiesterase 4B. Nat Commun. 2016 Mar 8;7:10856. doi: 10.1038/ncomms10856. PubMed PMID: 26952277; PubMed Central PMCID: PMC4786776. 7: Greco SJ, Sarkar S, Johnston JM, Tezapsidis N. Leptin regulates tau phosphorylation and amyloid through AMPK in neuronal cells. Biochem Biophys Res Commun. 2009 Feb 27;380(1):98-104. doi: 10.1016/j.bbrc.2009.01.041. Epub 2009 Jan 21. PubMed PMID: 19166821; PubMed Central PMCID: PMC2657956.