ChemicalBook > CAS DataBase List > Chaetocin

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
More
Less

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
More
Less

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
More
Less

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..…

More
Less

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
More
Less

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

More
Less

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