A soluble adenylyl cyclase inhibitor
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KH7

Item No. 13243

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2-(1H-benzimidazol-2-ylthio)-2-[(5-bromo-2-hydroxyphenyl)methylene]hydrazide, propanoic acid
CAS Number
330676-02-3
Molecular Formula
C17H15BrN4O2S
Formula Weight
419.3
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 25 mg/mlEthanol: 0.5 mg/ml
λmax
284, 337 nm
SMILES
OC1=CC=C(Br)C=C1/C=N/NC(C(C)([H])SC2=NC3=C(C=CC=C3)N2)=O
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+
InChi Key
WILMXUAKQKGGCC-DJKKODMXSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

    $90

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    10 mg

    $168

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    25 mg

    $392

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    50 mg

    $696

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    Product Description

    Soluble adenylyl cyclase mediates bicarbonate-stimulated production of the ubiquitous second messenger adenosine 3’,5’-cyclic mononucleotide (cAMP).1 It is abundantly expressed in sperm, in fluid transporting tissues such as kidney cortex and medulla, and in other bicarbonate-responsive tissues and cells. KH7 is a selective inhibitor of soluble adenylyl cyclase (sAC) that has little effect on transmembrane adenylyl cyclases.2 It displays an IC50 value between 3-10 µM toward sAC.2 At 50 µM, KH7 decreases basal cAMP accumulation in sperm.2 KH7 has been used in diverse research applications including cAMP-mediated signaling events required for mammalian egg fertilization, sAC regulation of Na+ transport in the kidney, and mitochondrial-dependent apoptosis in response to various stress stimuli.2,3,4 KH7 is not active against sAC in the presence of detergents. At concentrations above 50 µM, KH7 exhibits non-specific membrane disruption effects when used on cells.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Wuttke, M.S., Buck, J., and Levin, L.R. Bicarbonate-regulated soluble adenylyl cyclase. JOP 2(4 Suppl), 154-158 (2001).

    2. Hess, K.C., Jones, B.H., Marquez, B., et al. The "soluble" adenylyl cyclase in sperm mediates multiple signaling events required for fertilization. Dev. Cell 9(2), 249-259 (2005).

    3. Hallows, K.R., Wang, H., Edinger, R.S., et al. Regulation of epithelial Na+ transport by soluble adenylyl cyclase in kidney collecting duct cells. The Journal of Biological Chemisty 284(9), 5774-5783 (2009).

    4. Kumar, S., Kostin, S., Flacke, J.P., et al. Soluble adenylyl cyclase controls mitochondria-dependent apoptosis in coronary endothelial cells. The Journal of Biological Chemisty 284(22), 14760-14768 (2009).

    Product Citations

    Wei, C., Xu, Y., Zheng, Y., et al. The LTB4-BLT1 axis attenuates influenza-induced lung inflammation by suppressing NLRP3 activation. Cell Death Discov. 11(1), 148 (2025).