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U4885

UNC0638 hydrate

≥98% (HPLC)

Synonym(s):

2-Cyclohexyl-N-(1-isopropylpiperidin-4-yl)-6-methoxy-7-(3-(pyrrolidin-1-yl)propoxy) quinazolin-4-amine

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About This Item

Empirical Formula (Hill Notation):
C30H47N5O2 · xH2O
CAS Number:
1255517-77-1
Molecular Weight:
509.73 (anhydrous basis)
NACRES:
NA.77
PubChem Substance ID:
329827633
UNSPSC Code:
12352200
MDL number:
MFCD17215972
Assay:
≥98% (HPLC)
Form:
solid
Quality level:
100
Storage condition:
protect from light
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Quality Level

100

assay

≥98% (HPLC)

form

solid

storage condition

protect from light

color

off-white

solubility

DMSO: >10 mg/mL

storage temp.

−20°C

SMILES string

O.COc1cc2c(NC3CCN(CC3)C(C)C)nc(nc2cc1OCCCN4CCCC4)C5CCCCC5

InChI

1S/C30H47N5O2.H2O/c1-22(2)35-17-12-24(13-18-35)31-30-25-20-27(36-3)28(37-19-9-16-34-14-7-8-15-34)21-26(25)32-29(33-30)23-10-5-4-6-11-23;/h20-24H,4-19H2,1-3H3,(H,31,32,33);1H2

InChI key

LLJGACAJGYXBTL-UHFFFAOYSA-N

Related Categories

General description

UNC0638 enhances the E-cadherin expression in gemcitabine-resistant cell line (PANC-1-R).

Application

UNC0638 hydrate has been used:
  • in fractionation and isolation of human blood cells and cell nuclei
  • in the analysis of human immunodeficiency virus (HIV) reactivation in latently infected cell line
  • to determine the effect of G9a and its enzymatic activity on cisplatin resistance

UNC0638 has been used to block G9a (a lysine methyltransferase) function in C2C12 cells. UNC0638 has also been reported to decrease H3K9 dimethylation (H3K9me2) levels and inhibit cell death in hair cells.

Biochem/physiol Actions

Histone methyltransferase inhibitor (HMT); G9a/GLP selective methyltransferase chemical probe.
UNC0638 hydrate is a histone methyltransferase (HMT) inhibitor. UNC0638 shows selectivity for G9a (EHMT2) and GLP (EHMT1) methyltransferases, which catalyze the methylation of lysine 9 of histone 3 (H3K9) as well as other non-histone substrates. For full characterization details, please visit the UNC0638 probe summary on the Structural Genomics Consortium (SGC) website.

To learn about other SGC chemical probes for epigenetic targets, visit sigma.com/sgc

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.
UNC0638 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.

Other Notes

UNC0638 has been expertly reviewed and recommended by the Chemical Probes Portal. For more information, please visit the UNC0638 probe summary on the Chemical Probes Portal website.

pictograms

Skull and crossbones
GHS06

signalword

Danger

hcodes

H300,H413

Hazard Classifications

Acute Tox. 2 Oral - Aquatic Chronic 4

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000519509
0000519508
0000519508
0000519509
0000361610

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G9a orchestrates PCL3 and KDM7A to promote histone H3K27 methylation
Pan MR, et al.
Scientific Reports, 5, 18709-18709 (2015)
Histone methyltransferase G9a drives chemotherapy resistance by regulating the glutamate-cysteine ligase catalytic subunit in head and neck squamous cell carcinoma
Liu CW, et al.
Molecular Cancer Therapeutics, molcanther-molcan0567 (2017)
Tie-Gang Meng et al.
International journal of biological sciences, 18(11), 4513-4531 (2022-07-23)
During oocyte growth, various epigenetic modifications are gradually established, accompanied by accumulation of large amounts of mRNAs and proteins. However, little is known about the relationship between epigenetic modifications and meiotic progression. Here, by using Gdf9-Cre to achieve oocyte-specific ablation
Belinda Mei Tze Ling et al.
Molecular biology of the cell, 23(24), 4778-4785 (2012-10-23)
Sharp-1, a basic helix-loop-helix transcription factor, is a potent repressor of skeletal muscle differentiation and is dysregulated in muscle pathologies. However, the mechanisms by which it inhibits myogenesis are not fully understood. Here we show that G9a, a lysine methyltransferase
Genome-wide mapping of histone H3K9me2 in acute myeloid leukemia reveals large chromosomal domains associated with massive gene silencing and sites of genome instability
Salzberg AC, et al.
PLoS ONE, 12(3), e0173723-e0173723 (2017)
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Articles

Discover Bioactive Small Molecules for Gene Regulation

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.

Global Trade Item Number

SKUGTIN
U4885-5MG04061832639567
U4885-25MG04061832639550

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