Apicidin

HDAC inhibitor

Catalog No. SIH-346

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CAS No. 183506-66-3
Molecular Formula C34H49N5O6
SKU: SIH-346 Categories: ,

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SIH-346_Apicidin_Chemical_Structure.png
Product Name Apicidin
Description

HDAC inhibitor

Purity >98% (HPLC); NMR (conforms)
CAS No. 183506-66-3
Molecular Formula C34H49N5O6
Molecular Weight 623.8
Field of Use Not for use in humans. Not for use in diagnostics or therapeutics. For in vitro research use only.

Properties

Storage Temperature -20ºC
Shipping Temperature Shipped Ambient
Product Type Inhibitor
Solubility Soluble in 10 mg/ml DMSO or 100% Ethanol
Source Synthetic
Appearance White Solid
SMILES CC[C@H](C)[C@H]1C(=O)N2CCCC[C@@H]2C(=O)N[C@H](C(=O)N[C@H](C(=O)N1)CC3=CN(C4=CC=CC=C43)OC)CCCCCC(=O)CC
InChI InChI=1S/C34H49N5O6/c1-5-22(3)30-34(44)38-19-13-12-18-29(38)33(43)35-26(16-9-7-8-14-24(40)6-2)31(41)36-27(32(42)37-30)20-23-21-39(45-4)28-17-11-10-15-25(23)28/h10-11,15,17,21-22,26-27,29-30H,5-9,12-1
InChIKey JWOGUUIOCYMBPV-GMFLJSBRSA-N
Safety Phrases 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
Cite This Product Apicidin (StressMarq Biosciences Inc., Victoria BC CANADA, Catalog # SIH-346)

Biological Description

Alternative Names (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)
Research Areas Cancer, Cell Signaling
PubChem ID 6918328
Scientific Background Apicidin is a cyclopeptide inhibitor of histone deacetylases (HDACs), known for its ability to induce transcriptional activation and inhibit cell proliferation. While it has been primarily studied in oncology for its antiproliferative effects, Apicidin’s role in epigenetic modulation has implications for neuroscience. HDAC inhibitors like Apicidin are being explored for their potential to enhance synaptic plasticity, memory formation, and neuroprotection. By altering chromatin structure and gene expression, Apicidin may influence pathways involved in neurodegenerative diseases such as Alzheimer’s and Huntington’s. Its ability to decrease HIF1α protein levels and modulate transcriptional activity further supports its relevance in cellular stress responses, making it a candidate for broader neurological research.
References 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.

Product Images

<p>Chemical structure of Apicidin (SIH-346), a HDAC inhibitor. CAS #: 183506-66-3. Molecular Formula: C34H49N5O6 . Molecular Weight: 623.8 g/mol.</p>

Chemical structure of Apicidin (SIH-346), a HDAC inhibitor. CAS #: 183506-66-3. Molecular Formula: C34H49N5O6 . Molecular Weight: 623.8 g/mol.

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