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:
Molecular Weight:
509.73 (anhydrous basis)
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
MDL number:
Quality Level
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
General description
UNC0638 enhances the E-cadherin expression in gemcitabine-resistant cell line (PANC-1-R).
Application
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.
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
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
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.
signalword
Danger
hcodes
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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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)
HIV-1 infection of microglial cells in a reconstituted humanized mouse model and identification of compounds that selectively reverse HIV latency
Llewellyn GN, et al.
Journal of Neurovirology, 1-12 (2017)
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)