[CAS NO. 28097-03-2] Chaetocin

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PRODUCTS SPECIFICATIONS [28097-03-2]

Catalog

HY-N2019

Brand

MCE

CAS

28097-03-2

DESCRIPTION [28097-03-2]

Overview

MDL	-
Molecular Weight	696.84
Molecular Formula	C30H28N6O6S4
SMILES	O=C([C@@](N1C)(SS2)CO)N3[C@](NC4=CC=CC=C54)([H])[C@]5([C@@]6(C7=CC=CC=C7N8)[C@@]8([H])N(C9=O)[C@](C%10=O)(SS[C@]9(CO)N%10C)C6)C[C@]32C1=O

For research use only. We do not sell to patients.

3 Publications Citing Use of MCE

Summary

Chaetocin is a specific inhibitor of the histone methyltransferase ( HMT ) SU(VAR)3-9 with an IC ₅₀ of 0.6 μM for SU(VAR)3-9. It also inhibits thioredoxin reductase ( TrxR ) with an IC ₅₀ of 4 μM.

IC50 & Target

IC50: 0.6 μM (HMT) ^[1] , 4 μM (TrxR) ^[2]

In Vitro

Chaetocin is initially isolated from the fermentation broth of chaetomium minutum and belongs to the class of 3-6 epidithio-diketopiperazines (ETPs). The IC ₅₀ for SU(VAR)3-9 is 0.6 μM and acts as a competitive inhibitor for S-adenosylmethionine. Chaetocin inhibits the human ortholog of dSU(VAR)3-9 with a similar IC ₅₀ value of 0.8 μM. It inhibits other known Lys9-specific HMTs such as mouse G9a and Neurospora crassa DIM5 with a higher IC ₅₀ values of 2.5 and 3 mM, respectively ^[1] . Chaetocin inhibits TrxR1-initiated turnover of the synthetic substrate DTNB in a cell-free assay in a dose-responsive manner with an IC ₅₀ of about 4 μM ^[2] .

MCE has not independently confirmed the accuracy of these methods. They are for reference only.

In Vivo

SL-2 Drosophila tissue cells are cultured in the presence or absence of the inhibitor. Chaetocin has a toxic effect on cells grown in culture. Toxicity is highly dependent on the initial cell density when chaetocin is added to the culture. The number of H3 molecules dimethylated at Lys9 (H3K9me2) is markedly reduced when cells are grown in medium containing 0.5 μM chaetocin after 5 d. Histones isolated from cells treated with 0.1 μM and for a shorter time also shows a drop in Lys9 methylation, but not as strongly as with the higher concentration ^[1] .

MCE has not independently confirmed the accuracy of these methods. They are for reference only.

Appearance

Solid

Source

Chaetomium species

Shipping

Room temperature in continental US; may vary elsewhere.

Storage

Powder	-20°C	3 years
	4°C	2 years
In solvent	-80°C	6 months
	-20°C	1 month

Solvent & Solubility

In Vitro:

DMSO : ≥ 26 mg/mL ( 37.31 mM )

* "≥" means soluble, but saturation unknown.

Preparing
Stock Solutions

Concentration Solvent Mass	1 mg	5 mg	10 mg

1 mM	1.4350 mL	7.1752 mL	14.3505 mL
5 mM	0.2870 mL	1.4350 mL	2.8701 mL
10 mM	0.1435 mL	0.7175 mL	1.4350 mL

* Please refer to the solubility information to select the appropriate solvent.

In Vivo:

1.

Add each solvent one by one: 10% DMSO >> 40% PEG300 >> 5% Tween-80 >> 45% saline

Solubility: 2.08 mg/mL (2.98 mM); Suspended solution; Need ultrasonic
2.

Add each solvent one by one: 10% DMSO >> 90% corn oil

Solubility: ≥ 2.08 mg/mL (2.98 mM); Clear solution

* All of the co-solvents are available by MCE.

References

Synonyms

[10b,10′b(11H,11′H)-Bi-3,11a-epidithio-11aH-pyrazino[1′,2′:1,5]pyrrolo[2,3-b]indole]-1,1′,4,4′-tetrone, 2,2′,3,3′,5a,5′a,6,6′-octahydro-3,3′-bis(hydroxymethyl)-2,2′-dimethyl-, (3S,3′S,5aR,5′aR,10bR,10′bR,11aS,11′aS)-

Chaetocin

Chetocin

3,11a-Epidithio-11aH-pyrazino[1′,2′:1,5]pyrrolo[2,3-b]indole, bimol. deriv.

(3S,3′S,5aR,5′aR,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)-bi-3,11a-epidithio-11aH-pyrazino[1′,2′:1,5]pyrrolo[2,3-b]indole]-1,1′,4,4′-tetrone

[10b,10′b(11H,11′H)-Bi-3,11a-epidithio-11aH-pyrazino[1′,2′:1,5]pyrrolo[2,3-b]indole]-1,1′,4,4′-tetrone, 2,2′,3,3′,5a,5′a,6,6′-octahydro-3,3′-bis(hydroxymethyl)-2,2′-dimethyl-, [3S-[3α,5aβ,10bβ(3′R*,5′aS*,10′bS*,11′aR*),11aα]]-

(+)-Chaetocin A

(+)-Chaetocin

Chaetocin A