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SML1133

Sigma-Aldrich

SGC-CBP30

≥98% (HPLC)

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Synonym(s):
2-[2-(3-Chloro-4-methoxyphenyl)ethyl]-5-(3,5-dimethyl-1,2-oxazol-4-yl)-1-[(S)-2-(morpholin-4-yl)propyl]-1H-benzimidazole
Empirical Formula (Hill Notation):
C28H33ClN4O3
Molecular Weight:
509.04
PubChem Substance ID:
NACRES:
NA.77

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 10 mg/mL, clear

storage temp.

2-8°C

SMILES string

CC1=C(C(C)=NO1)C2=CC=C3C(N=C(CCC4=CC=C(OC)C(Cl)=C4)N3C[C@@H](N5CCOCC5)C)=C2

InChI

1S/C28H33ClN4O3/c1-18(32-11-13-35-14-12-32)17-33-25-8-7-22(28-19(2)31-36-20(28)3)16-24(25)30-27(33)10-6-21-5-9-26(34-4)23(29)15-21/h5,7-9,15-16,18H,6,10-14,17H2,1-4H3/t18-/m0/s1

InChI key

GEPYBHCJBORHCE-SFHVURJKSA-N

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This Item
SML1276PZ0332PZ0325
SGC-CBP30 ≥98% (HPLC)

Sigma-Aldrich

SML1133

SGC-CBP30

BAZ2-ICR ≥98% (HPLC)

Sigma-Aldrich

SML1276

BAZ2-ICR

ISOX-INACT ≥98% (HPLC)

Sigma-Aldrich

PZ0332

ISOX-INACT

Sigma-Aldrich

Sigma-Aldrich

PZ0325

PF-CBP1

form

powder

form

powder

form

powder

form

powder

color

white to beige

color

white to beige

color

white to beige

color

white to beige

solubility

DMSO: 10 mg/mL, clear

solubility

DMSO: 10 mg/mL, clear

solubility

DMSO: 5 mg/mL, clear (warmed)

solubility

DMSO: 20 mg/mL, clear

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

room temp

storage temp.

room temp

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

Application

SGC-CBP30 has been used in immunofluorescence, to study the regulation of HAT (histone acetyltransferase) activity. It has also been used to abolish synergistic gene expression induced by transcription factors in hepatocytes.

Biochem/physiol Actions

SGC-CBP30 is a selective inhibitor of the bromodomain-containing transcription factors CREBBP (CBP) and EP300 (IC50 = 0.021 and 0.038 μM, respectively). SGC-CBP30 has little activity against other bromodomains at concentrations up to 1 mM. For full characterization details, please visit the SGC-CBP30 probe summary on the Structural Genomics Consortium (SGC) website.

To learn about other SGC chemical probes for epigenetic targets, visit sigma.com/sgc
SGC-CBP30 might serve as a therapeutic agent in treating cancer. In ankylosing spondylitis and psoriatic arthritis condition, SGC-CBP30 is found to decrease immune cell production of T helper cell 17 and other pro-inflammatory cytokines.

Features and Benefits

SGC-CBP30 is an epigenetic chemical probe available through a partnership with the Structural Genomics Consortium (SGC). To learn more and view other SGC epigenetic probes, visit sigma.com/SGC.
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.

Other Notes

SGC-CBP30 has been expertly reviewed and recommended by the Chemical Probes Portal. For more information, please visit the SGC-CBP30 probe summary on the Chemical Probes Portal website.

related product

Product No.
Description
Pricing

Hazard Statements

Precautionary Statements

Hazard Classifications

Aquatic Chronic 4

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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Transcription factor dimerization activates the p300 acetyltransferase
Ortega E, et al.
Nature, 1-1 (2018)
Clinical progress and pharmacology of small molecule bromodomain inhibitors
Theodoulou NH, et al.
Current Opinion in Chemical Biology, 33, 58-66 (2016)
Epigenetic Targets in Drug Discovery, 144-144 (2018)
Synergistic gene expression during the acute phase response is characterized by transcription factor assisted loading.
Goldstein I, et al.
Nature Communications, 8(1), 1849-1849 (2017)
Irena Hlushchuk et al.
ACS chemical neuroscience, 12(13), 2273-2279 (2021-06-11)
Neurodegenerative diseases are associated with failed proteostasis and accumulation of insoluble protein aggregates that compromise neuronal function and survival. In Parkinson's disease, a major pathological finding is Lewy bodies and neurites that are mainly composed of phosphorylated and aggregated α-synuclein

Articles

We offer a variety of small molecule research tools, such as transcription factor modulators, inhibitors of chromatin modifying enzymes, and agonists/antagonists for target identification and validation in gene regulation research; a selection of these research tools is shown below.

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