SML3011
MG149
≥98% (HPLC)
Synonym(s):
2-(4-Heptylphenethyl)-6-hydroxybenzoic acid, 2-[2-(4-Heptylphenyl)ethyl]-6-hydroxybenzoic acid, MG 149
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About This Item
Empirical Formula (Hill Notation):
C22H28O3
CAS Number:
Molecular Weight:
340.46
MDL number:
UNSPSC Code:
12352200
NACRES:
NA.77
Quality Level
Assay
≥98% (HPLC)
form
powder
color
white to beige
solubility
DMSO: 2 mg/mL, clear
storage temp.
2-8°C
SMILES string
OC1=C(C(CCC2=CC=C(C=C2)CCCCCCC)=CC=C1)C(O)=O
InChI
1S/C22H28O3/c1-2-3-4-5-6-8-17-11-13-18(14-12-17)15-16-19-9-7-10-20(23)21(19)22(24)25/h7,9-14,23H,2-6,8,15-16H2,1H3,(H,24,25)
InChI key
WBHQYBZRTAEHRR-UHFFFAOYSA-N
Biochem/physiol Actions
MG149 is cell-permeable anacardic acid analog that displays higher selectivity towards MYST type HATs (IC50 = 47 and 74 μM against MOF and Tip60; Ki for KAT8 = 39 μM) over p300 and PCAF (IC50 > 200 and >> 200 uM). Tip60 inhibition is shown to be Ac-CoA competitive and histone substrate non-competitive and KAT8 inhibition is Ac-CoA uncompetitive. MG149 treatment lowers histone acetylation levels and cellular proliferation rate, induces apoptosis and dose-dependently alters pro-inflammatory cytokines/chemokines expression. Enhances JQ1-induced HIV latency reversal, suppresses NOX transcription and ameliorates ROS levels.
cell-permeable anacardic acid analog that displays higher selectivity towards MYST type HATs over p300 and PCAF
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
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Liming Yu et al.
Circulation, 138(24), 2820-2836 (2018-07-19)
Excessive accumulation of reactive oxygen species (ROS), catalyzed by the NADPH oxidases (NOX), is involved in the pathogenesis of ischemia-reperfusion (IR) injury. The underlying epigenetic mechanism remains elusive. We evaluated the potential role of megakaryocytic leukemia 1 (MKL1), as a
Massimo Ghizzoni et al.
European journal of medicinal chemistry, 47(1), 337-344 (2011-11-22)
Histone acetyltransferases are important enzymes that regulate various cellular functions, such as epigenetic control of DNA transcription. Development of HAT inhibitors with high selectivity and potency will provide powerful mechanistic tools for the elucidation of the biological functions of HATs
Thea van den Bosch et al.
Pulmonary pharmacology & therapeutics, 44, 88-95 (2017-03-23)
Lysine acetylations are post-translational modifications of cellular proteins, that are crucial in the regulation of many cellular processes. Lysine acetylations on histone proteins are part of the epigenetic code regulating gene expression and are installed by histone acetyltransferases. Observations that
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