Chaetocin from Chaetomium minutum

SIGMA/C9492 - ≥95% (HPLC)

Synonym: (+)-Chaetocin A

CAS Number: 28097-03-2
Empirical Formula (Hill Notation): C₃₀H₂₈N₆O₆S₄
Molecular Weight: 696.84
MDL Number: MFCD00133163
Linear Formula: C₃₀H₂₈N₆O₆S₄
Product Type: Chemical

Catalog Number	PKG Qty.	Price	Quantity


45-C9492-1MG	1 mg	$454.00 1/EA		Add To Favorites

Properties
Descriptions
Safety Info.
Basic Data

assay	≥95% (HPLC)
form	powder
InChI	1S/C30H28N6O6S4/c1-33-21(39)27-11-25(15-7-3-5-9-17(15)31-19(25)35(27)23(41)29(33,13-37)45-43-27)26-12-28-22(40)34(2)30(14-38,46-44-28)24(42)36(28)20(26)32-18-10-6-4-8-16(18)26/h3-10,19-20,31-32,37-38H,11-14H2,1-2H3
InChI key	PZPPOCZWRGNKIR-UHFFFAOYSA-N
Quality Level	200
SMILES string	CN1C(=O)C23CC4(C(Nc5ccccc45)N2C(=O)C1(CO)SS3)C67CC89SSC(CO)(N(C)C8=O)C(=O)N9C6Nc%10ccccc7%10
storage temp.	2-8°C

Application:	Chaetocin from Chaetomium minutum has been used to determine its effects on sensitization of various cells. It has also been used to determine the biological functions of OS-induced heterochromatin formation.
Biochem/physiol Actions:	Chaetocin is a competitive inhibitor for S-adenosylmethionine. The specificity of chaetocin for SU(VAR)3-9 makes this compound an excellent tool for the study of heterochromatin-mediated gene repression.
Biochem/physiol Actions:	Chaetocin is an antibacterial mycotoxin. It is a specific inhibitor of lysine-specific histone methyltransferase making the compound useful in the study of heterochromatin mediated gene repression. Chaetocin is a selective competitive inhibitor of thioredoxin reductase-1 (TrxR1), a putative mechanism of its anticancer activity.
Biochem/physiol Actions:	Methyltransferase making the compound useful in the study of heterochromatin mediated gene repression.
General description:	Chaetocin is a fungal metabolite with antimicrobial and cytostatic activity. It belongs to the 3,6-epidithio-diketopiperazines class of which gliotoxin, sporidesmin, aranotin, oryzachloride, verticillin A and the melinacidins are members. Chaetocin is a molecular dimer of two five-membered rings cis fused.
Preparation Note:	Soluble in DMSO. At 1 mg/ml the solution is stable for 1 week at 2-8 °C.

Symbol	GHS07
Signal word	Warning
Hazard statements	H302
Precautionary statements	P301 + P312 + P330
Hazard Codes	Xn
Risk Statements	20/21/22
RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point(F)	Not applicable
Flash Point(C)	Not applicable

Purity	≥95% (HPLC)
Storage Temp.	2-8°C
UNSPSC	12352202

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