KT-5823

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 Search

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

Molecular Formula	C29H25N3O5
Molecular Weight	495.5259
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	3 / 3
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/21209020 | https://www.ncbi.nlm.nih.gov/pubmed/1528872

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

Primary Target	Pharmacology	Condition	Potency
cGMP-dependent protein kinase 1 3 Target ID: Q13976 Gene ID: 5592.0 Gene Symbol: PRKG1 Target Organism: Homo sapiens (Human) Sources: https://www.ncbi.nlm.nih.gov/pubmed/1528872	Inhibitor 8504		0.234 µM [Ki]

Conditions

Condition	Modality	Targets	Highest Phase	Product
Unknown 2596

PubMed

Title	Date	PubMed
RhoGEF17, a Rho-specific guanine nucleotide exchange factor activated by phosphorylation via cyclic GMP-dependent kinase Iα.	2013-03	23195829
Bisphenol A at a low concentration boosts mouse spermatogonial cell proliferation by inducing the G protein-coupled receptor 30 expression.	2013-02-15	23274518
Collagen IV contributes to nitric oxide-induced angiogenesis of lung endothelial cells.	2011-05	21307347
Dipyridamole suppresses high glucose-induced osteopontin secretion and mRNA expression in rat aortic smooth muscle cells.	2010-06	20453393
Phosphorylation of TRPC6 channels at Thr69 is required for anti-hypertrophic effects of phosphodiesterase 5 inhibition.	2010-04-23	20177073
Protective effects of brain-derived neurotrophic factor against neurotoxicity of 3-nitropropionic acid in rat cortical neurons.	2009-07	19428112
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	18001288
Characterization of the relaxant response to N,N'-dipropyl-1,2-bis(2,6-dichloro-4-hydroxyphenyl)ethylenediamine in porcine coronary arteries.	2007-05	17322023
Effect of manganese on luteinizing hormone-releasing hormone secretion in adult male rats.	2007-05	17290048
Manganese stimulates luteinizing hormone releasing hormone secretion in prepubertal female rats: hypothalamic site and mechanism of action.	2007-02-01	17110411
The nitric oxide-cyclic GMP-protein kinase G-K+ channel pathway participates in the antiallodynic effect of spinal gabapentin.	2006-02-15	16438951
Effect of nitric oxide on mitogen-activated protein kinases in neonatal pulmonary vascular smooth muscle.	2006-01-05	16389725
Nitric oxide donors induce neurotrophin-like survival signaling and protect neurons against apoptosis.	2005-10	16027232
Dipyridamole enhances tissue plasminogen activator release by brain capillary endothelial cells.	2005	15733978
Activation of iberiotoxin-sensitive, Ca2+-activated K+ channels of porcine isolated left anterior descending coronary artery by diosgenin.	2004-10-11	15464098
Role of adenylate and guanylate cyclases in beta1-, beta2-, and beta3-adrenoceptor-mediated relaxation of internal anal sphincter smooth muscle.	2004-03	14711933
Enhancement of long-term potentiation by a potent nitric oxide-guanylyl cyclase activator, 3-(5-hydroxymethyl-2-furyl)-1-benzyl-indazole.	2003-06	12761342
The specificities of protein kinase inhibitors: an update.	2003-04-01	12534346
Sexual dimorphism for protein kinase c epsilon signaling in a rat model of vincristine-induced painful peripheral neuropathy.	2003	12809704
Endothelin-1 and -3 diminish neuronal NE release through an NO mechanism in rat anterior hypothalamus.	2002-09	12184995
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	10860942
Nitric oxide inhibits apoptosis by preventing increases in caspase-3-like activity via two distinct mechanisms.	1997-12-05	9388267
Dipyridamole enhances interleukin-1beta-stimulated nitric oxide production by cultured rat vascular smooth muscle cells.	1996-02-05	8904084

Sample Use Guides

In Vivo Use Guide

Unknown

Route of Administration: Unknown

In Vitro Use Guide

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.

Substance Class	Chemical Created by `admin` on `Mon Mar 31 19:02:02 GMT 2025` Edited by `admin` on `Mon Mar 31 19:02:02 GMT 2025`
Record UNII	WY40BAB02W
Record Status	`Validated (UNII)`
Record Version

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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