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ChemicalBook--->CAS DataBase List--->108068-98-0

108068-98-0

108068-98-0 Structure

108068-98-0 Structure
IdentificationBack Directory
[Name]

KT5720
[CAS]

108068-98-0
[Synonyms]

KT5720
Aids004395
Aids-004395
KT-5720 (KT5720)
InSolution? KT5720
Antibiotic KT 5720
PROTEIN KINASE INHIBITOR KT 5720
KT5720 Antibiotic KT 5720
KT5720 - CAS 108068-98-0 - Calbiochem
InSolution KT5720 - CAS 108068-98-0 - Calbiochem
(9s,10s,12r)-2,3,9,10,11,12-hexahydro-10-hydroxy-9-methyl-1-oxo-9,12-epoxy-1h-diindolo[1,2,3-fg:3',2',1'-kl]pyrrolo[3,4-i][1,6]benzodiazocine-10-carboxylic acid hexyl ester
(9R,10S,12S)-2,3,9,10,11,12-HEXAHYDRO-10-HYDROXY-9-METHYL-1-OXO-9,12-EPOXY-1H-DIINDOLO[1,2,3-FG:3',2',1'-KL]PYRROLO[3,4-I][1,6]BENZODIAZOCINE-10-CARBOXYLIC ACID, HEXYL ESTER
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-hydroxy-9-methyl-1-oxo-, hexyl ester, (9R,10S,12S)-
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-hydroxy-9-methyl-1-oxo-, hexyl ester, (9R,10R,12S)-rel-
[EINECS(EC#)]

810-587-2
[Molecular Formula]

C32H31N3O5
[MDL Number]

MFCD00132118
[MOL File]

108068-98-0.mol
[Molecular Weight]

537.61
Chemical PropertiesBack Directory
[Boiling point ]

715.0±60.0 °C(Predicted)
[density ]

1.49±0.1 g/cm3(Predicted)
[storage temp. ]

−20°C
[solubility ]

methanol: 5 mg/mL
[form ]

powder
[pka]

11.96±0.40(Predicted)
[color ]

white
[Stability:]

Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20° for up to 3 months.
Safety DataBack Directory
[Hazard Codes ]

Xi
[Risk Statements ]

36/38
[Safety Statements ]

26-36
[WGK Germany ]

-
[F ]

10
[HS Code ]

29419090
Hazard InformationBack Directory
[Description]

Protein kinase A (PKA) regulates multiple signal transduction events via protein phosphorylation and is integral to all cellular responses involving the cyclic AMP second messenger system. KT 5720 is one of a family of compounds synthesized by the fungus Nocardiopsis sp. It blocks PKA signaling through competitive inhibition of ATP with a Ki value of 60 nM. Reported IC50 values vary widely depending upon ATP concentration tested and can range from 56 nM (low ATP) to 3 μM (physiologic ATP). Non-specific effects of KT 5720 include inhibition of phosphorylase kinase, PDK1, MEK, MSK1, PKBα, and GSK3β at concentrations as effective as or more potent than that for inhibition of PKA.
[Chemical Properties]

White solid
[Uses]

KT 5720 is a potent, specific and cell-permeable inhibitor of PKA.
[Definition]

ChEBI: An organic heterooctacyclic compound that is 1H,1'H-2,2'-biindole in which the nitrogens have undergone formal oxidative coupling to positions 2 and 5 of hexyl (3S)-3-hydroxy-2-methyltetrahydrofuran-3- arboxylate (the 2R,3S,5S product), and in which the 3 and 3' positions of the biindole moiety have also undergone formal oxidative coupling to positions 3 and 4 of 1,5-dihydro-2H-pyrrol- -one.
[Biological Activity]

Potent, selective inhibitor of protein kinase A (K i = 60 nM). Has no effect on PKG or PKC (K i > 2 μ M). Reversibly arrests human skin fibroblasts in the G 1 phase. Also available as part of the Mixed Kinase Inhibitor Tocriset™ and PKA Tocriset™ .
[Biochem/physiol Actions]

Cell permeable: yes
[storage]

-20°C (desiccate)
[References]

1) Kase et al. (1987), K-252 compounds, novel and potent inhibitors of protein kinase C and cyclic nucleotide-dependent protein kinases; Biochem. Biophys. Res. Commun., 142 436 2) Cabell et al. (1993), Effects of selective inhibition of protein kinase C, cyclic AMP-dependent protein kinase, and Ca(2+)-calmodulin-dependent protein kinase on neurite development in cultured rat hippocampal neurons; Int. J. Dev. Neurosci., 11 357
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