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Stock availabilitIn Stock
In Stock
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CAS number
183506-66-3
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Description
HDAC inhibitor
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Molecular weight
623,8 g/mol
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Primary research fields
Cell Signaling, Epigenetics, Cancer
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Other name
(3S,6S,9S,15aR)-9-[(2S)-2-Butanyl]-6-[(1-methoxy-1H-indol-3-yl)methyl]-3-(6-oxooctyl)octahydro-2H-pyrido[1,2-a][1,4,7,10]tetraazacyclododecine-1,4,7,10(3H,12H)-tetrone; Cyclo(N-O-methyl-L-tryptophanyl-L Lisoleucinyl-Dpipecolinyl-L-2-amino-8-oxodecanoyl)
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Product category
Small Molecules
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Product type
Inhibitor
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Chemical formula
C34H49N5O6
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Origin
Synthetic
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Purity pourcentage
>98% (HPLC); NMR (conforms)
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Soluble in
Soluble in 10 mg/ml DMSO or 100% Ethanol
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Physical appearance
White Solid
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Storage recommendations
-20ºC
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Shipping recommendations
Shipped Ambient
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Safety information
Classification: Toxic. May be harmful or fatal if inhaled, swallowed, or absorbed through skin. Safety Phrases: S22 - Do not breathe dust S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection S24/25- Avoid contact with skin and eyes Hazard Statements: H300+H310 – Fatal if swallowed or in contact with skin. H330 – Fatal if inhaled Precautionary Statements: P260 – Do not breathe dust/fumes/gas/mist/vapours/spray P264- Wash hands thoroughly after handling P280 – Wear protective gloves/ Protective clothing P284 – Wear respiratory protection P302 + P350 – If on skin: Gently wash with plenty of soap and water. P310 – Immediately call a poison center or doctor/ physician
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PubChem number
6918328
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Scientific context
Cyclopeptide inhibitor of histone deactylases (HDACs). Inhibits HeLa cell proliferation (IC50=50-100 nM) and induces reversible transcriptional activation of p21 (WAF1). Decreases HIF1α protein levels and transcriptional activity in human and mouse tumor cell lines. Cell permeable.
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Bibliography
1. Darkin-Rattray S.J., et al. (1996) Proc. Natl. Acad. Sci. USA. 93: 13143. 2. Han J.W., et al. (2000) Cancer Res. 60: 6068. 3. Kim S.H., et al. (2007) Oncol. Rep. 17: 647.
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Release date
1-Aug-2012
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PubMed number
Refer to PubMed
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Tested applications
To be tested
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Tested reactivity
To be tested
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Representative figure legend
Chemical structure of Apicidin (SIH-346), a HDAC inhibitor. CAS #: 183506-66-3. Molecular Formula: C34H49N5O6 . Molecular Weight: 623.8 g/mol. Chemical structure of Apicidin, a HDAC inhibitor (SIH-346). CAS # 183506-66-3. Molecular Formula: C34H49N5O6 .
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Warning information
Non-hazardous
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Country of production
Canada
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Total weight kg
0.25
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Net weight g
0.005
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Additional description
Tissue, pathway, proteinase, peptidase, protease ,acrosin, lipoprotein, activator, caspase, trypsin, papain, esterase inhibitors are proteins or receptor ligands or receptor antagonists that bind to an enzyme receptor and decreases its activity. Since blocking an enzyme's activity can kill a pathogen or correct a metabolic imbalance, many drugs are enzyme inhibitors. Not all receptor antagonist that bind to enzymes are inhibitors; enzyme activator ligands or agonists bind to enzymes and increase their enzymatic activity, while enzyme substrates bind and are converted to products in the normal catalytic cycle of the enzyme.