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Details

Stereochemistry ABSOLUTE
Molecular Formula C29H25N3O5
Molecular Weight 495.5259
Optical Activity UNSPECIFIED
Defined Stereocenters 3 / 3
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of KT-5823

SMILES

COC(=O)[C@]1(C[C@H]2O[C@]1(C)N3C4=C(C=CC=C4)C5=C3C6=C(C7=C(C=CC=C7)N26)C8=C5CN(C)C8=O)OC

InChI

InChIKey=QTYMDECKVKSGSM-YMUMJAELSA-N
InChI=1S/C29H25N3O5/c1-28-29(36-4,27(34)35-3)13-20(37-28)31-18-11-7-5-9-15(18)22-23-17(14-30(2)26(23)33)21-16-10-6-8-12-19(16)32(28)25(21)24(22)31/h5-12,20H,13-14H2,1-4H3/t20-,28+,29+/m1/s1

HIDE SMILES / InChI
KT5823 is a selective inhibitor of cGMP-dependent protein kinase. It was shown that KT5823 would serve as a valuable pharmacological reagent to uncover mechanisms underlying differential Na+/I− symporter regulation between thyroid and breast cancer cells at multiple levels.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: Q13976
Gene ID: 5592.0
Gene Symbol: PRKG1
Target Organism: Homo sapiens (Human)
0.234 µM [Ki]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
RhoGEF17, a Rho-specific guanine nucleotide exchange factor activated by phosphorylation via cyclic GMP-dependent kinase Iα.
2013-03
Bisphenol A at a low concentration boosts mouse spermatogonial cell proliferation by inducing the G protein-coupled receptor 30 expression.
2013-02-15
Collagen IV contributes to nitric oxide-induced angiogenesis of lung endothelial cells.
2011-05
Dipyridamole suppresses high glucose-induced osteopontin secretion and mRNA expression in rat aortic smooth muscle cells.
2010-06
Phosphorylation of TRPC6 channels at Thr69 is required for anti-hypertrophic effects of phosphodiesterase 5 inhibition.
2010-04-23
Protective effects of brain-derived neurotrophic factor against neurotoxicity of 3-nitropropionic acid in rat cortical neurons.
2009-07
Restoration of impaired phosphorylation of cyclic AMP response element-binding protein (CREB) by EGb 761 and its constituents in Abeta-expressing neuroblastoma cells.
2007-11
Characterization of the relaxant response to N,N'-dipropyl-1,2-bis(2,6-dichloro-4-hydroxyphenyl)ethylenediamine in porcine coronary arteries.
2007-05
Effect of manganese on luteinizing hormone-releasing hormone secretion in adult male rats.
2007-05
Manganese stimulates luteinizing hormone releasing hormone secretion in prepubertal female rats: hypothalamic site and mechanism of action.
2007-02-01
The nitric oxide-cyclic GMP-protein kinase G-K+ channel pathway participates in the antiallodynic effect of spinal gabapentin.
2006-02-15
Effect of nitric oxide on mitogen-activated protein kinases in neonatal pulmonary vascular smooth muscle.
2006-01-05
Nitric oxide donors induce neurotrophin-like survival signaling and protect neurons against apoptosis.
2005-10
Dipyridamole enhances tissue plasminogen activator release by brain capillary endothelial cells.
2005
Activation of iberiotoxin-sensitive, Ca2+-activated K+ channels of porcine isolated left anterior descending coronary artery by diosgenin.
2004-10-11
Role of adenylate and guanylate cyclases in beta1-, beta2-, and beta3-adrenoceptor-mediated relaxation of internal anal sphincter smooth muscle.
2004-03
Enhancement of long-term potentiation by a potent nitric oxide-guanylyl cyclase activator, 3-(5-hydroxymethyl-2-furyl)-1-benzyl-indazole.
2003-06
The specificities of protein kinase inhibitors: an update.
2003-04-01
Sexual dimorphism for protein kinase c epsilon signaling in a rat model of vincristine-induced painful peripheral neuropathy.
2003
Endothelin-1 and -3 diminish neuronal NE release through an NO mechanism in rat anterior hypothalamus.
2002-09
Allosteric interactions of staurosporine and other indolocarbazoles with N-[methyl-(3)H]scopolamine and acetylcholine at muscarinic receptor subtypes: identification of a second allosteric site.
2000-07
Nitric oxide inhibits apoptosis by preventing increases in caspase-3-like activity via two distinct mechanisms.
1997-12-05
Dipyridamole enhances interleukin-1beta-stimulated nitric oxide production by cultured rat vascular smooth muscle cells.
1996-02-05

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
KT5823 reduces radioactive iodide uptake (RAIU) activity and inhibits Na+/I− symporter (NIS) glycosylation in all human breast cancer cells examined. MCF-7, SK-BR-3, and MDA-MB-231 human breast cancer cells were transiently transfected with exogenous FLhNIS followed by treatment with 5 μM KT5823 for 16 h. It was shown, that KT5823 significantly reduced NIS-mediated RAIU activity in each human breast cancer cell line expressing exogenous hNIS. NIS-mediated iodide uptake activity was confirmed by comparing with parallel experiments conducted in the presence of perchlorate, an inhibitor of iodide uptake mediated by NIS.
Name Type Language
9,12-EPOXY-1H-DIINDOLO(1,2,3-FG:3',2',1'-KL)PYRROLO(3,4-I)(1,6)BENZODIAZOCINE-10-CARBOXYLIC ACID, 2,3,9,10,11,12-HEXAHYDRO-10-METHOXY-2,9-DIMETHYL-1-OXO-, METHYL ESTER, (9S,10R,12R)-
Preferred Name English
KT-5823
Common Name English
Code System Code Type Description
CHEBI
85102
Created by admin on Mon Mar 31 19:02:02 GMT 2025 , Edited by admin on Mon Mar 31 19:02:02 GMT 2025
PRIMARY
EPA CompTox
DTXSID40925642
Created by admin on Mon Mar 31 19:02:02 GMT 2025 , Edited by admin on Mon Mar 31 19:02:02 GMT 2025
PRIMARY
CAS
126643-37-6
Created by admin on Mon Mar 31 19:02:02 GMT 2025 , Edited by admin on Mon Mar 31 19:02:02 GMT 2025
PRIMARY
PUBCHEM
108152
Created by admin on Mon Mar 31 19:02:02 GMT 2025 , Edited by admin on Mon Mar 31 19:02:02 GMT 2025
PRIMARY
FDA UNII
WY40BAB02W
Created by admin on Mon Mar 31 19:02:02 GMT 2025 , Edited by admin on Mon Mar 31 19:02:02 GMT 2025
PRIMARY