All Photos(1)

K3761

Sigma-Aldrich

KT 5720

≥98% (HPLC), powder

Synonym(s):
(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
Empirical Formula (Hill Notation):
C32H31N3O5
CAS Number:
Molecular Weight:
537.61
MDL number:
PubChem Substance ID:
NACRES:
NA.77

Quality Level

biological source

microbial

assay

≥98% (HPLC)

form

powder

color

white to faint yellow

solubility

methanol: 5 mg/mL

shipped in

wet ice

storage temp.

−20°C

SMILES string

CCCCCCOC([C@@]1(O)C[C@@]2([H])N3C(C=CC=C4)=C4C5=C3C6=C(C(C=CC=C7)=C7N6[C@]1(C)O2)C8=C5C(NC8)=O)=O

InChI

1S/C32H31N3O5/c1-3-4-5-10-15-39-30(37)32(38)16-23-34-21-13-8-6-11-18(21)25-26-20(17-33-29(26)36)24-19-12-7-9-14-22(19)35(28(24)27(25)34)31(32,2)40-23/h6-9,11-14,23,38H,3-5,10,15-17H2,1-2H3,(H,33,36)/t23-,31+,32-/m0/s1

InChI key

ZHEHVZXPFVXKEY-IKZDWWSZSA-N

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Application

KT 5720 has been used as a chemical inhibitor of cell signaling pathway. It has also been used as a protein kinase A (PKA) inhibitor to study its effect on the nuclear import of CRTC1 in α-MSH-activated B16-F0 cells and on COX-2 stimulation of tumor-associated Vascular endothelial growth factor (VEGF) expression.

Biochem/physiol Actions

Specific, cell-permeable inhibitor of protein kinase A (PKA). No significant effect on protein kinase C (PKC), protein kinase G (PKG) or myosin light chain kinase (MLCK).

Features and Benefits

This compound is featured on the PKA & PKG page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis

Certificate of Origin

Nesfatin-1 induces the phosphorylation levels of cAMP response element-binding protein for intracellular signaling in a neural cell line
Ishida E, et al.
PLoS ONE, 7(12), e50918-e50918 (2012)
Swidbert R Ott et al.
Proceedings of the National Academy of Sciences of the United States of America, 109(7), E381-E387 (2011-12-21)
The mechanisms that integrate genetic and environmental information to coordinate the expression of complex phenotypes are little understood. We investigated the role of two protein kinases (PKs) in the population density-dependent transition to gregarious behavior that underlies swarm formation in...
Cyclooxygenase-2 up-regulates vascular endothelial growth factor via a protein kinase C pathway in non-small cell lung cancer
Luo H, et al.
Journal of Experimental & Clinical Cancer Research, 30(1), 6-6 (2011)
Gustavo Tenorio et al.
Learning & memory (Cold Spring Harbor, N.Y.), 17(12), 627-638 (2010-11-26)
The capacity for long-term changes in synaptic efficacy can be altered by prior synaptic activity, a process known as "metaplasticity." Activation of receptors for modulatory neurotransmitters can trigger downstream signaling cascades that persist beyond initial receptor activation and may thus...
Elizabeth A Townsend et al.
American journal of physiology. Lung cellular and molecular physiology, 303(10), L923-L928 (2012-09-25)
Clinically observed differences in airway reactivity and asthma exacerbations in women at different life stages suggest a role for sex steroids in modulating airway function although their targets and mechanisms of action are still being explored. We have previously shown...

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