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About This Item
Empirical Formula (Hill Notation):
C20H20BrN3O2S · 2HCl · xH2O
CAS Number:
Molecular Weight:
519.28 (anhydrous basis)
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
MDL number:
Product Name
H-89 dihydrochloride hydrate, ≥98% (HPLC), powder
biological source
synthetic (organic)
Quality Level
assay
≥98% (HPLC)
form
powder
color
off-white
solubility
DMSO: 10 mg/mL, clear
storage temp.
2-8°C
SMILES string
O.Cl.Cl.Brc1ccc(\C=C\CNCCNS(=O)(=O)c2cccc3cnccc23)cc1
InChI
1S/C20H20BrN3O2S.2ClH.H2O/c21-18-8-6-16(7-9-18)3-2-11-22-13-14-24-27(25,26)20-5-1-4-17-15-23-12-10-19(17)20;;;/h1-10,12,15,22,24H,11,13-14H2;2*1H;1H2/b3-2+;;;
InChI key
GKFFJFGBWAGAFD-HZBIHQSRSA-N
Gene Information
human ... PRKAR1A(5573), PRKAR1AP(5574), PRKAR1B(5575), PRKAR2A(5576), PRKAR2B(5577)
Application
H-89 dihydrochloride hydrate has been used in the inhibition of protein kinase A in Leydig cells, primary calvarial osteoblasts (pOBs), rat granulosa cell line (LH-15 cells) and human umbilical vein endothelial cells (HUVECs).
Biochem/physiol Actions
H-89 dihydrochloride hydrate is a selective inhibitor of protein kinase A (PKA). It also inhibits potassium (K+) current in rat myocytes. It mediates Na+ transport by interacting with α subunits of epithelial Na+ channel (ENaC).
Selective, potent inhibitor of cAMP-dependent protein kinase.
Features and Benefits
This compound is a featured product for Kinase Phosphatase Biology research. Click here to discover more featured Kinase Phosphatase Biology products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
This compound is featured on the PKA & PKG and PKB/Akt pages of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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Articles
Discover Bioactive Small Molecules for Kinase Phosphatase Biology
Hypoxia sensing through beta-adrenergic receptors
Cheong HI, et al.
JCI insight, 1(21), 179-185 (2016)
H89, an inhibitor of protein kinase A (PKA), stimulates Na+ transport by translocating an epithelial Na+ channel (ENaC) in fetal rat alveolar type II epithelium
Marunaka Y and Niisato N
Biochemical Pharmacology, 66(6), 1083-1089 (2003)
Pilar Sánchez-Blázquez et al.
PloS one, 5(6), e11278-e11278 (2010-06-30)
In periaqueductal grey (PAG) matter, cross-talk between the Mu-opioid receptor (MOR) and the glutamate N-methyl-D-Aspartate receptor (NMDAR)-CaMKII pathway supports the development of analgesic tolerance to morphine. In neurons, histidine triad nucleotide binding protein 1 (HINT1) connects the regulators of G
Global Trade Item Number
| SKU | GTIN |
|---|---|
| B1427-5MG | 04061833426098 |