KH7
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    WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 558245

CAS#: 330676-02-3

Description: KH7 is a novel Inhibitor of Soluble Adenylyl Cyclase (Sac).

Chemical Structure

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KH7
CAS# 330676-02-3
Instruction

Theoretical Analysis

MedKoo Cat#: 558245
Name: KH7
CAS#: 330676-02-3
Chemical Formula: C17H15BrN4O2S
Exact Mass: 418.01
Molecular Weight: 419.297
Elemental Analysis: C, 48.70; H, 3.61; Br, 19.06; N, 13.36; O, 7.63; S, 7.65

Price and Availability

Size Price Availability Quantity
10mg USD 360 2 Weeks
25mg USD 750 2 Weeks
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Synonym: KH7

IUPAC/Chemical Name: 2-(1H-Benzoimidazol-2-ylsulfanyl)-propionic acid (5-bromo-2-hydroxy-benzylidene)-hydrazide

InChi Key: WILMXUAKQKGGCC-DJKKODMXSA-N

InChi Code: InChI=1S/C17H15BrN4O2S/c1-10(25-17-20-13-4-2-3-5-14(13)21-17)16(24)22-19-9-11-8-12(18)6-7-15(11)23/h2-10,23H,1H3,(H,20,21)(H,22,24)/b19-9+

SMILES Code: CC(SC1=NC2=CC=CC=C2N1)C(N/N=C/C3=CC(Br)=CC=C3O)=O

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:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 419.30 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
Formulation protocol:
In vitro protocol:
In vivo protocol:

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1: Mewes M, Nedele J, Schelleckes K, Bondareva O, Lenders M, Kusche-Vihrog K, Schnittler HJ, Brand SM, Schmitz B, Brand E. Salt-induced Na(+)/K(+)-ATPase-α/β expression involves soluble adenylyl cyclase in endothelial cells. Pflugers Arch. 2017 May 26. doi: 10.1007/s00424-017-1999-6. [Epub ahead of print] PubMed PMID: 28550472.

2: Alonso CAI, Osycka-Salut CE, Castellano L, Cesari A, Di Siervi N, Mutto A, Johannisson A, Morrell JM, Davio C, Perez-Martinez S. Extracellular cAMP activates molecular signalling pathways associated with sperm capacitation in bovines. Mol Hum Reprod. 2017 May 18. doi: 10.1093/molehr/gax030. [Epub ahead of print] PubMed PMID: 28521061.

3: Wang X, Wang M, Xu J, Jia Z, Liu Z, Wang L, Song L. Soluble adenylyl cyclase mediates mitochondrial pathway of apoptosis and ATP metabolism in oyster Crassostrea gigas exposed to elevated CO(2). Fish Shellfish Immunol. 2017 May 2;66:140-147. doi: 10.1016/j.fsi.2017.05.002. [Epub ahead of print] PubMed PMID: 28476673.

4: Hu MY, Sung PH, Guh YJ, Lee JR, Hwang PP, Weihrauch D, Tseng YC. Perfused Gills Reveal Fundamental Principles of pH Regulation and Ammonia Homeostasis in the Cephalopod Octopus vulgaris. Front Physiol. 2017 Mar 20;8:162. doi: 10.3389/fphys.2017.00162. eCollection 2017. PubMed PMID: 28373845; PubMed Central PMCID: PMC5357659.

5: Neviere R, Delguste F, Durand A, Inamo J, Boulanger E, Preau S. Abnormal Mitochondrial cAMP/PKA Signaling Is Involved in Sepsis-Induced Mitochondrial and Myocardial Dysfunction. Int J Mol Sci. 2016 Dec 10;17(12). pii: E2075. PubMed PMID: 27973394; PubMed Central PMCID: PMC5187875.

6: Wang X, Wang M, Jia Z, Wang H, Jiang S, Chen H, Wang L, Song L. Ocean acidification stimulates alkali signal pathway: A bicarbonate sensing soluble adenylyl cyclase from oyster Crassostrea gigas mediates physiological changes induced by CO(2) exposure. Aquat Toxicol. 2016 Dec;181:124-135. doi: 10.1016/j.aquatox.2016.11.002. Epub 2016 Nov 4. PubMed PMID: 27837685.

7: Roa JN, Tresguerres M. Soluble adenylyl cyclase is an acid-base sensor in epithelial base-secreting cells. Am J Physiol Cell Physiol. 2016 Aug 1;311(2):C340-9. doi: 10.1152/ajpcell.00089.2016. Epub 2016 Jun 22. PubMed PMID: 27335168.

8: Wan X, Ru Y, Chu C, Ni Z, Zhou Y, Wang S, Zhou Z, Zhang Y. Bisphenol A accelerates capacitation-associated protein tyrosine phosphorylation of rat sperm by activating protein kinase A. Acta Biochim Biophys Sin (Shanghai). 2016 Jun;48(6):573-80. doi: 10.1093/abbs/gmw039. Epub 2016 May 12. PubMed PMID: 27174873; PubMed Central PMCID: PMC4913528.

9: Chang JC, Go S, de Waart DR, Munoz-Garrido P, Beuers U, Paulusma CC, Oude Elferink R. Soluble Adenylyl Cyclase Regulates Bile Salt-Induced Apoptosis in Human Cholangiocytes. Hepatology. 2016 Aug;64(2):522-34. doi: 10.1002/hep.28550. Epub 2016 Apr 15. PubMed PMID: 26991014; PubMed Central PMCID: PMC5111777.

10: Gerald CL, Romberger DJ, DeVasure JM, Khazanchi R, Nordgren TM, Heires AJ, Sisson JH, Wyatt TA. Alcohol Decreases Organic Dust-Stimulated Airway Epithelial TNF-Alpha Through a Nitric Oxide and Protein Kinase-Mediated Inhibition of TACE. Alcohol Clin Exp Res. 2016 Feb;40(2):273-83. doi: 10.1111/acer.12967. PubMed PMID: 26842246.

11: Sosa CM, Zanetti MN, Pocognoni CA, Mayorga LS. Acrosomal Swelling Is Triggered by cAMP Downstream of the Opening of Store-Operated Calcium Channels During Acrosomal Exocytosis in Human Sperm. Biol Reprod. 2016 Mar;94(3):57. doi: 10.1095/biolreprod.115.133231. Epub 2016 Jan 20. PubMed PMID: 26792943.

12: Nickols J, Obiako B, Ramila KC, Putinta K, Schilling S, Sayner SL. Lipopolysaccharide-induced pulmonary endothelial barrier disruption and lung edema: critical role for bicarbonate stimulation of AC10. Am J Physiol Lung Cell Mol Physiol. 2015 Dec 15;309(12):L1430-7. doi: 10.1152/ajplung.00067.2015. Epub 2015 Oct 16. PubMed PMID: 26475732; PubMed Central PMCID: PMC4683319.

13: De Rasmo D, Signorile A, Santeramo A, Larizza M, Lattanzio P, Capitanio G, Papa S. Intramitochondrial adenylyl cyclase controls the turnover of nuclear-encoded subunits and activity of mammalian complex I of the respiratory chain. Biochim Biophys Acta. 2015 Jan;1853(1):183-91. doi: 10.1016/j.bbamcr.2014.10.016. Epub 2014 Oct 28. PubMed PMID: 25409931.

14: Dey S, Roy D, Majumder GC, Bhattacharyya D. Extracellular regulation of sperm transmembrane adenylyl cyclase by a forward motility stimulating protein. PLoS One. 2014 Oct 28;9(10):e110669. doi: 10.1371/journal.pone.0110669. eCollection 2014. PubMed PMID: 25350397; PubMed Central PMCID: PMC4211698.

15: Cochran BJ, Bisoendial RJ, Hou L, Glaros EN, Rossy J, Thomas SR, Barter PJ, Rye KA. Apolipoprotein A-I increases insulin secretion and production from pancreatic β-cells via a G-protein-cAMP-PKA-FoxO1-dependent mechanism. Arterioscler Thromb Vasc Biol. 2014 Oct;34(10):2261-7. doi: 10.1161/ATVBAHA.114.304131. Epub 2014 Aug 21. PubMed PMID: 25147338.

16: Imber AN, Santin JM, Graham CD, Putnam RW. A HCO(3)(-)-dependent mechanism involving soluble adenylyl cyclase for the activation of Ca²⁺ currents in locus coeruleus neurons. Biochim Biophys Acta. 2014 Dec;1842(12 Pt B):2569-78. doi: 10.1016/j.bbadis.2014.07.027. Epub 2014 Aug 1. PubMed PMID: 25092170; PubMed Central PMCID: PMC4262627.

17: Chen X, Baumlin N, Buck J, Levin LR, Fregien N, Salathe M. A soluble adenylyl cyclase form targets to axonemes and rescues beat regulation in soluble adenylyl cyclase knockout mice. Am J Respir Cell Mol Biol. 2014 Dec;51(6):750-60. doi: 10.1165/rcmb.2013-0542OC. PubMed PMID: 24874272; PubMed Central PMCID: PMC4291545.

18: Hasan A, Danker KY, Wolter S, Bähre H, Kaever V, Seifert R. Soluble adenylyl cyclase accounts for high basal cCMP and cUMP concentrations in HEK293 and B103 cells. Biochem Biophys Res Commun. 2014 May 30;448(2):236-40. doi: 10.1016/j.bbrc.2014.04.099. Epub 2014 Apr 30. PubMed PMID: 24792377.

19: Kumar S, Appukuttan A, Maghnouj A, Hahn S, Peter Reusch H, Ladilov Y. Suppression of soluble adenylyl cyclase protects smooth muscle cells against oxidative stress-induced apoptosis. Apoptosis. 2014 Jul;19(7):1069-79. doi: 10.1007/s10495-014-0989-9. PubMed PMID: 24781801.

20: Schmitz B, Nedele J, Guske K, Maase M, Lenders M, Schelleckes M, Kusche-Vihrog K, Brand SM, Brand E. Soluble adenylyl cyclase in vascular endothelium: gene expression control of epithelial sodium channel-α, Na+/K+-ATPase-α/β, and mineralocorticoid receptor. Hypertension. 2014 Apr;63(4):753-61. doi: 10.1161/HYPERTENSIONAHA.113.02061. Epub 2014 Jan 13. PubMed PMID: 24420537.