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SML0003

Sigma-Aldrich

CID755673

≥98% (HPLC), powder

Synonym(s):

2,3,4,5-Tetrahydro-7-hydroxy-1H-benzofuro[2,3-c]azepin-1-one, 7-Hydroxy-2,3,4,5-tetrahydro-1H-benzofuro[2,3-c]azepin-1-one

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About This Item

Empirical Formula (Hill Notation):
C12H11NO3
CAS Number:
521937-07-5
Molecular Weight:
217.22
MDL number:
MFCD03828155
UNSPSC Code:
12352200
PubChem Substance ID:
329825080
NACRES:
NA.77

Quality Level

100

assay

≥98% (HPLC)

form

powder

color

white to tan

solubility

DMSO: ≥15 mg/mL

storage temp.

2-8°C

SMILES string

Oc1ccc2oc3C(=O)NCCCc3c2c1

InChI

1S/C12H11NO3/c14-7-3-4-10-9(6-7)8-2-1-5-13-12(15)11(8)16-10/h3-4,6,14H,1-2,5H2,(H,13,15)

InChI key

AACFPJSJOWQNBN-UHFFFAOYSA-N

Application

CID755673 was used to study the role of PKD in dendrite retraction in mouse Purkinje cells.

Biochem/physiol Actions

CID755673 is a cell-permeable, potent and selective inhibitor of all three protein kinase D (PKD) isoforms PKD1 (PKCμ), PKD2, and PKD3 (PKCν). CID755673 is not competitive with ATP.
CID755673 was not suitable to inhibit PKD in Swiss 3T3 cells as it utilizes PKD-dependent pathway to enhance the mitogenic signaling triggered by EGF, phorbol esters and bombesin. It should, therefore, be used with caution.

Features and Benefits

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

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

Certificates of Analysis (COA)

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Nayden G Naydenov et al.
Tissue barriers, 1(4), e25231-e25231 (2014-03-26)
The ductal epithelium plays a key role in physiological secretion of pancreatic enzymes into the digestive system. Loss of barrier properties of the pancreatic duct may contribute to the development of pancreatitis and metastatic dissemination of pancreatic tumors. Proinflammatory cytokines
Ali Pedram et al.
Molecular biology of the cell, 24(24), 3805-3818 (2013-10-25)
The development and progression of cardiac hypertrophy often leads to heart failure and death, and important modulators of hypertrophy include the histone deacetylase proteins (HDACs). Estrogen inhibits cardiac hypertrophy and progression in animal models and humans. We therefore investigated the
Kazuto Fujishima et al.
Development (Cambridge, England), 139(18), 3442-3455 (2012-08-23)
Neurons develop dendritic arbors in cell type-specific patterns. Using growing Purkinje cells in culture as a model, we performed a long-term time-lapse observation of dendrite branch dynamics to understand the rules that govern the characteristic space-filling dendrites. We found that
Eugenia Torres-Marquez et al.
Biochemical and biophysical research communications, 391(1), 63-68 (2009-11-10)
Recently, CID755673 was reported to act as a highly selective inhibitor of protein kinase D (PKD). In the course of experiments using CID755673, we noticed that it exerted unexpected stimulatory effects on [(3)H]thymidine incorporation and cell cycle progression in Swiss
Christine Kienzle et al.
Molecular biology of the cell, 24(3), 222-233 (2012-12-18)
Before entering mitosis, the stacks of the Golgi cisternae are separated from each other, and inhibiting this process delays entry of mammalian cells into mitosis. Protein kinase D (PKD) is known to be involved in Golgi-to-cell surface transport by controlling
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Articles

Protein Kinase C (PKC)

Protein kinase C (PKC) is an AGC kinase that phosphorylates serine and threonine residues in many target proteins.

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