SML1918
ML349
≥98% (HPLC)
Synonym(s):
ML349, (5,5-Dioxido-4H-thieno[3,2-c][1]benzothiopyran-2-yl)[4-(4-methoxyphenyl)-1-piperazinyl]methanone, ML 349, ML-349, (5,5-Dioxo-4H-thieno[4,5-c]thiochromen-2-yl)-[4-(4-methoxyphenyl)piperazin-1-yl]methanone
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About This Item
Empirical Formula (Hill Notation):
C23H22N2O4S2
CAS Number:
Molecular Weight:
454.56
UNSPSC Code:
12352200
NACRES:
NA.77
Assay:
≥98% (HPLC)
Form:
powder
Quality Segment
assay
≥98% (HPLC)
form
powder
color
white to beige
solubility
DMSO: 3 mg/mL, clear (warmed)
storage temp.
2-8°C
SMILES string
[S]1(=O)(=O)Cc2c([s]c(c2)C(=O)N4CCN(CC4)c5ccc(cc5)OC)c3c1cccc3
InChI
1S/C23H22N2O4S2/c1-29-18-8-6-17(7-9-18)24-10-12-25(13-11-24)23(26)20-14-16-15-31(27,28)21-5-3-2-4-19(21)22(16)30-20/h2-9,14H,10-13,15H2,1H3
InChI key
YVIJPELUPZUEJX-UHFFFAOYSA-N
Biochem/physiol Actions
ML349 is a substrate-competitive, reversible and APT2-selective acyl-protein thioesterase (APT) inhibitor (IC50/Ki = 510 nM/230 nM against APT2; IC50 & Ki >10 μM against APT1). ML349 effectively inhibits cellular APT2 activity in cultures (by >95% in HEK293T & mouse T cells; 5 μM for 4 h) and in mice in vivo (by >90% in lung/heart/kidney and by ~50% in brain tissue 4 h post 50 mg/kg i.p. dosing) without affecting more than 15 cellular serine hydrolases and APT1. ML349 treatment (5 μM) is shown to restore palmitoylation and membrane localization of the multidomain scaffolding protein Scribble (Scrib) in MDCK cells overexpressing the epithelial-to-mesenchymal transcription factor (EMT-TF) Snail.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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