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Chaetocin

Product Name
Chaetocin
CAS No.
28097-03-2
Chemical Name
Chaetocin
Synonyms
chetocin;CHAETOCIN;Chaetocin A;CHAETOCIN(SH);Chaetocin, from fungus;Chaetocin, 98%, from fungus;HMTase Inhibitor II, Chaetocin;CHAETOCIN FROM CHAETOMIUM MINUTUM;CHAETOCIN FROM CHAETOMIUM MINUTUM USP/EP/BP;Chaetocin from Chaetomium minutum >=95% (HPLC)
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

Shanghai EFE Biological Technology Co., Ltd.
Tel
021-65675885 18964387627
Fax
021-65675885
Email
info@efebio.com
Country
China
ProdList
9709
Advantage
58
Nanjing Shizhou Biology Technology Co.,Ltd
Tel
025-85560043 13675144456
Fax
025-85563444
Email
sean.lv@synzest.com
Country
China
ProdList
11442
Advantage
58
Shanghai Aladdin Bio-Chem Technology Co.,LTD
Tel
400-6206333 18521732826;
Fax
021-50323701
Email
market@aladdin-e.com
Country
China
ProdList
25015
Advantage
65
AdooQ BioScience, LLC
Tel
+1 (866) 930-6790
Fax
+1 (866) 333-9607
Email
info@adooq.com
Country
United States
ProdList
2784
Advantage
58
ShangHai Caerulum Pharma Discovery Co., Ltd.
Tel
18149758185
Email
sales-cpd@caerulumpharma.com
Country
China
ProdList
3419
Advantage
58
Shanghai JONLN Reagent Co., Ltd.
Tel
400-0066400 13621662912
Fax
021-55660885
Email
422131432@qq.com
Country
China
ProdList
9986
Advantage
55
ChemStrong Scientific Co.,Ltd
Tel
0755-66853366 13670046396
Fax
0755-28363542
Email
sales@chem-strong.com
Country
China
ProdList
17982
Advantage
56
Sigma-Aldrich
Tel
021-61415566 800-8193336
Email
orderCN@merckgroup.com
Country
China
ProdList
51471
Advantage
80
Shanghai Xilong Biochemical Technology Co., Ltd.
Tel
021-52907766-8042
Fax
021-52906523
Country
China
ProdList
9947
Advantage
58
Shanghai YuanYe Biotechnology Co., Ltd.
Tel
021-61312847; 18021002903
Fax
QQ:3008007432
Email
3008007409@qq.com
Country
China
ProdList
27322
Advantage
60
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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:


  • 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
  • 28097-03-2
  • C30H28N6O6S4
  • Miscellaneous Enzyme