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S2951

Stauprimide

≥98% (HPLC)

Synonym(s):

N-Benzoyl-7-oxo Staurosporine

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1 mg
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$236.00
$200.60
5 mg
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$943.00
$801.55

About This Item

Empirical Formula (Hill Notation):
C35H28N4O5
CAS Number:
154589-96-5
Molecular Weight:
584.62
UNSPSC Code:
12352200
PubChem Substance ID:
329824527
NACRES:
NA.77
Assay:
≥98% (HPLC)
Form:
powder

$200.60

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Quality Segment

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: >20 mg/mL

originator

Novartis

storage temp.

−20°C

SMILES string

CO[C@@H]1[C@@H](CC2O[C@]1(C)n3c4ccccc4c5c6C(=O)NC(=O)c6c7c8ccccc8n2c7c35)N(C)C(=O)c9ccccc9

InChI

1S/C35H28N4O5/c1-35-31(43-3)23(37(2)34(42)18-11-5-4-6-12-18)17-24(44-35)38-21-15-9-7-13-19(21)25-27-28(33(41)36-32(27)40)26-20-14-8-10-16-22(20)39(35)30(26)29(25)38/h4-16,23-24,31H,17H2,1-3H3,(H,36,40,41)/t23-,24+,31-,35+/m1/s1

InChI key

MQCCJEYZKWZQHU-JTPSWESPSA-N

Application

Stauprimide may be used to study the signaling involved in differentiation of stem cells.

Biochem/physiol Actions

Stauprimide is an enhancer stem cell differentiation into endoderm.
Stauprimide is an enhancer stem cell differentiation into endoderm. In vitro differentiation of embryonic stem cells is of great interest to regenerative medicine, and current protocols are labor-intensive and expensive. Small molecules that induce or enhance differentiation are highly desired. High-content screening identified compounds that enhance endodermal differentiation in the presence of low levels of Activin A. Stauprimide increased definitive endodermal markers but not markers for visceral/parietal endoderm or mesoderm. Stauprimide-differentiated cells could be further differentiated into hepatocytes. Stauprimide treatment during differentiation decreased the concentration of Activin A required for definitive endoderm formation, and it eliminated the need for serum. The mechanism of action of stauprimide is to sensitize cells for differentiation. Stauprimide enabled differentiation into other cell lineages under varying differentiation conditions, including neurons, hematopoietic mesoderm, beating cardiac myocytes, and skeletal muscle. The cellular target of stauprimide was determined to be inhibition of NME2 transcription factor translocation to the nucleus, leading to down-regulation of c-Myc expression.

Features and Benefits

This compound is a featured product for Gene Regulation research. Click here to discover more featured Gene Regulation products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
This compound was developed by Novartis. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

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This Item
569393I09000001354003
Stauprimide ≥98% (HPLC)

Sigma-Aldrich

S2951

Stauprimide

Stauprimide A cell-permeable ESCs (Embryonic Stem Cells) EMT (Epithelial-Mesenchymal Transition) inducer that is reported to prime/sensitize human and murine ESC cultures for much more enhanced/efficient differentiation into progenitor cells of multiple lineages.

Sigma-Aldrich

569393

Stauprimide

Isoxsuprine hydrochloride European Pharmacopoeia (EP) Reference Standard

I0900000

Isoxsuprine hydrochloride

Isoxsuprine hydrochloride United States Pharmacopeia (USP) Reference Standard

USP

1354003

Isoxsuprine hydrochloride

description

≥98% (HPLC)

description

A cell-permeable ESCs (Embryonic Stem Cells) EMT (Epithelial-Mesenchymal Transition) inducer that is reported to prime/sensitize human and murine ESC cultures for much more enhanced/efficient differentiation into progenitor cells of multiple lineages.

description

European Pharmacopoeia (EP) Reference Standard

description

United States Pharmacopeia (USP) Reference Standard

form

powder

form

solid

form

-

form

-

assay

≥98% (HPLC)

assay

≥95% (HPLC)

assay

-

assay

-

Quality Level

100

Quality Level

100

Quality Level

-

Quality Level

-

storage temp.

−20°C

storage temp.

−20°C

storage temp.

2-8°C

storage temp.

-

solubility

DMSO: >20 mg/mL

solubility

DMSO: 25 mg/mL, ethanol: 10 mg/mL

solubility

-

solubility

-

originator

Novartis

originator

-

originator

-

originator

-

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Storage Class

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

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