Chaetocin

Product Name: Chaetocin
CAS No.: 28097-03-2
Chemical Name: Chaetocin
Synonyms: chetocin;CHAETOCIN;Chaetocin A;CHAETOCIN(SH);Chaetocin, from fungus;Chaetocin, 10 mM in DMSO;Chaetocin, 98%, from fungus;HMTase Inhibitor II, Chaetocin;CHAETOCIN FROM CHAETOMIUM MINUTUM;Chaetocin from Chaetomium minutum
CBNumber: CB3497977
Molecular Formula: C30H28N6O6S4
Formula Weight: 696.84
MOL File: 28097-03-2.mol

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Chaetocin Property

Density: 1.87±0.1 g/cm3(Predicted)
storage temp.: 2-8°C
solubility: Soluble in DMSO (up to 25 mg/ml) or in Ethanol (up to 25 mg/ml).
form: White to off-white solid
pka: 12.39±0.10(Predicted)
color: White
Stability:: Stable for 1 year from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20° for up to 3 months.
InChIKey: PZPPOCZWRGNKIR-PNVYSBBASA-N

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Safety

Hazard Codes: Xn
Risk Statements: 20/21/22
RIDADR: 1544
WGK Germany: 3
RTECS: FM3032000
HazardClass: 6.1(b)
PackingGroup: III
HS Code: 29419090

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: C9492
Product name: Chaetocin from Chaetomium minutum
Purity: ≥95% (HPLC)
Packaging: 1mg
Price: $411
Updated: 2024/03/01

Cayman Chemical

Product number: 13156
Product name: Chaetocin
Purity: ≥95%
Packaging: 500μg
Price: $88
Updated: 2024/03/01

Cayman Chemical

Product number: 13156
Product name: Chaetocin
Purity: ≥95%
Packaging: 1mg
Price: $167
Updated: 2024/03/01

Cayman Chemical

Product number: 13156
Product name: Chaetocin
Purity: ≥95%
Packaging: 5mg
Price: $572
Updated: 2024/03/01

Cayman Chemical

Product number: 13156
Product name: Chaetocin
Purity: ≥95%
Packaging: 10mg
Price: $1056
Updated: 2024/03/01

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Chaetocin Chemical Properties,Usage,Production

Description

Chaetocin (28097-69-1) is an antimicrobial fungal metabolite. It was found to be a specific inhibitor of the lysine-specific histone methyltransferase SU(VAR)3-9 (IC50 = 0.6 mM) of Drosophila melanogaster and of its human ortholog (IC50 = 0.8 mM). It acts as 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. Chaetocin has an antimyeloma activity which has been linked to induction of oxidative stress and subsequent apoptosis.

Chemical Properties

Chaetocin is supplied as a crystalline solid. A stock solution may be made by dissolving the chaetocin in the solvent of choice, which should be purged with an inert gas. Chaetocin is soluble in organic solvents such as DMSO. The solubility of chaetocin in DMSO is approximately 25 mg/ml.

Uses

Chaetocin is an epithiodioxopiperazine antibiotic that has recently shown promise as a selective antitumour agent. Chaetocin is an inhibitor of lysine-specific methyltransferase SU(VAR)3-9 both in vitro and in vivo. Chaetocin is dramatically accumulated in cancer cells via a process inhibited by glutathione. Inside the cell, its activity is mediated by the imposition of oxidative stress.

Application

Chaetocin is a natural metabolite isolated from Chaetomium minutum. It is a nonspecific inhbitor of histone lysine methyltransferases which are important epigenetic enzymes . Induces apoptosis in myeloma cell lines and exhibits antiproliferative activity in mammals. 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.

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. Interestingly, the chirality of the 3,6-epidithiodioxopiperazine moiety in chaetocin is opposite to the chirality of gliotoxin, sporidesmin, aranotin, and oryzachloride. Unlike these compounds, chaetocin does not have an antiviral activity. This fungal toxin showed strong cytotoxicity against HeLa cells (IC50 = 0.05 mg/ml).

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.

storage

-20°C

References

1) Greiner et al. (2005), Identification of a specific inhibitor of the histone methyltransferase SU(VAR)3-9; Nat. Chem. Biol., 1 143
2) Isham et al. (2007), Chaetocin: a promising new antimyeloma agent with in vitro and in vivo activity mediated via imposition of oxidative stress; Blood, 109 2579

Chaetocin Preparation Products And Raw materials

Raw materials

Preparation Products

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Chaetocin Suppliers

China 92 India 1 Switzerland 1 United Kingdom 4 United States 14 Global 112

AdooQ BioScience, LLC

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View Lastest Price from Chaetocin manufacturers

Dideu Industries Group Limited

Product: CHAETOCIN FROM CHAETOMIUM MINUTUM 28097-03-2
Price: US $1.10/g
Min. Order: 1g
Purity: 99.9%
Supply Ability: 100 Tons min
Release date: 2021-08-18

Career Henan Chemical Co

Product: Chaetocin 28097-03-2
Price: US $1.00/g
Min. Order: 1g
Purity: 95-99%
Supply Ability: 1ton
Release date: 2020-01-10

28097-03-2, ChaetocinRelated Search:

Forskolin PHENOL, 2-METHOXY-5-[2-(3,4,5-TRIMETHOXYPHENYL)ETHYL]- D-Prolinamide 1-Methylpiperazin-2-one ISOPROPYL DISULFIDE (S)-(+)-1-METHYL-3-PHENYLPROPYLAMINE 2,5-Dimethylpiperazine (1,4-DIMETHYL-2-PIPERAZINYL)METHANOL (R)-(-)-2-Methylpiperazine (R)-(+)-2-AMINOMETHYL-1-ETHYLPYRROLIDINE 1H-Indol-2-amine SARCOSINE ANHYDRIDE 3,4-DIMETHYL-3,4-DIPHENYLHEXANE 2,2'-ETHYLENEDIANILINE N,N'-DIACETYL-1,6-DIAMINOHEXANE 1,6-Hexanedithiol hexahydropyrrolo[1,2-a]pyrazin-4(1H)-one 3-BENZYLPYRROLIDINE

chetocin

CHAETOCIN FROM CHAETOMIUM MINUTUM

CHAETOCIN(SH)

(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

Chaetocin A

[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)-

HMTase Inhibitor II, Chaetocin

(3S,3'S,6R,6'R,14R,14'R,16S,16'S)-3,3'-bis(hydroxymethyl)-2,2'-dimethyl-2,2',3,3',6,6',7,7'-octahydro-1H,1'H-[14,14'-bi(3,11a-epidithiopyrazino[1',2':1,5]pyrrolo[2,3-b]indole)]-1,1',4,4'(15H,15'H)-tet

Chaetocin, 98%, from fungus

HMTase Inhibitor II, Chaetocin - CAS 28097-03-2 - Calbiochem

Chaetocin, from fungus

Chaetocin from Chaetomium minutum >=95% (HPLC)

CHAETOCIN FROM CHAETOMIUM MINUTUM USP/EP/BP

CHAETOCIN

Chaetocin, histone lysine methyltransferase inhibitor

Chaetocin, 10 mM in DMSO

Chaetocin from <i>Chaetomium minutum</i>

28097-03-2

C30H28N6O6S4

Miscellaneous Enzyme