Chaetocin

Name: Chaetocin
Brand: Tocris Bioscience
SKU: 4504

Tocris Bioscience a Bio-Techne Brand

Catalog # 4504

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Key Product Details

Description:	SUV39H1 inhibitor
Chemical Name:	(3S,3'S,5aR,5aR,10bR,10'bR,11aS,11'aS)-2,2',3,3',5a,5'a,6,6'-octahydro-3,3'-bis(hydroxymethyl)-2,2'-dimethyl-[10b,10'b(11H,11'H)-bi3,11a-epidithio-11aH-pyrazino[1',2':1,5]pyrrolo[2,3-b]indole]-1,1',4,4'-tetrone
Purity:	≥95% (HPLC)
Molecular Weight:	696.84

View Full Technical Details for Chaetocin

Biological Activity for Chaetocin

Chaetocin is a histone methyltransferase SUV39H1 inhibitor (IC₅₀ values are 0.8, 2.5 and 3 μM for dSU(VAR)3-9, mouse G9a and Neurospora crassa DIM5, respectively). Induces apoptosis in myeloma cell lines in vitro; exhibits antiproliferative activity in a mouse myeloma model in vivo.

Chaetocin potently inhibits cell proliferation and colony formation in a wide range of cancer cell lines (IC₅₀ of 2-10 nM) and inhibits tumor growth by deregulating HIF-1α-mediated angiogenesis. Sensitizes glioblastoma multiforme cells to pro-apoptotic agents.

Chaetocin is also an inhibitor of the oxidative stress remediation enzyme thioredoxin reductase (TrxR), and so induces oxidative stress.

In addition, Chaetocin promotes osteogenic differentiation through modulating Wnt/Beta-catenin signaling in mesenchymal stem cells. Chaetocin treatment increased osteogenic ability and reduced adipogenic ability.

Technical Data for Chaetocin

M. Wt	696.84
Formula	C₃₀H₂₈N₆O₆S₄
Storage	Store at -20°C
Purity	≥95% (HPLC)
CAS Number	28097-03-2
PubChem ID	161591
InChi Key	PZPPOCZWRGNKIR-UHFFFAOYSA-N
Smiles	[H][C@]12NC3=C(C=CC=C3)[C@]1(C[C@]13SS[C@](CO)(N(C)C1=O)C(=O)N23)[C@]12C[C@]34SS[C@](CO)(N(C)C3=O)C(=O)N4[C@@]1([H])NC1=C2C=CC=C1

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

Tocris products are intended for laboratory research use only, unless stated otherwise.

Solubility for Chaetocin

	Solvent	Max Conc. mg/mL	Max Conc. mM
Solubility
Solubility	DMSO	6.97	10

Preparing Stock Solutions for Chaetocin

The following data is based on the product molecular weight 696.84.

Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
0.1 mM	14.35 mL	71.75 mL	143.50 mL
0.5 mM	2.87 mL	14.35 mL	28.70 mL
1 mM	1.44 mL	7.18 mL	14.35 mL
5 mM	0.29 mL	1.44 mL	2.87 mL

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References for Chaetocin

References are publications that support the biological activity of the product.

Liang Chaetocin Promotes Osteogenic Differentiation via Modulating Wnt/Beta-Catenin Signaling in Mesenchymal Stem Cells. Stem Cells Int. 2021 PMID: 33628276
Ozyerli-Goknar The fungal metabolite chaetocin is a sensitizer for pro-apoptotic therapies in glioblastoma. Cell Death Dis 2019 PMID: 31772153
Nakajima Inhibition of the HDAC/Suv39/G9a pathway restores the expression of DNA damage-dependent major histocompatibility complex class I-related chain A and B in cancer cells. Oncol Rep. 2017 PMID: 28677817
Cherblanc Chaetocin is a nonspecific inhibitor of histone lysine methyltransferases. Nat.Chem.Biol. 2013 PMID: 23416387
Greiner Reply to "Chaetocin is a nonspecific inhibitor of histone lysine methyltransferases". Nat.Chem.Biol. 2013 PMID: 23416388
Isham Chaetocin: a promising new antimyeloma agent with in vitro and in vivo activity mediated via imposition of oxidative stress. Blood 2007 PMID: 17090648
Greiner Identification of a specific inhibitor of the histone methyltransferase SU(VAR)3-9. Nat.Chem.Biol. 2005 PMID: 16408017

Citations for Chaetocin

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