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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
Molecular Weight:
696.84
MDL Number:
MFCD00133163
MOL File:
28097-03-2.mol
Last updated:2023-06-30 15:45:59

Chaetocin Properties

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).
pka 12.39±0.10(Predicted)
form White to off-white solid
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
EWG's Food Scores 1
FDA UNII DF939M63W4

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302
Precautionary statements  P264-P270-P301+P312-P501
Hazard Codes  Xn
Risk Statements  20/21/22
RIDADR  1544
WGK Germany  3
RTECS  FM3032000
HazardClass  6.1(b)
PackingGroup  III
HS Code  29419090
NFPA 704
0
3 0

Chaetocin price More Price(17)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich C9492 Chaetocin from Chaetomium minutum ≥95% (HPLC) 28097-03-2 1mg $411 2024-03-01 Buy
Cayman Chemical 13156 Chaetocin ≥95% 28097-03-2 500μg $88 2024-03-01 Buy
Cayman Chemical 13156 Chaetocin ≥95% 28097-03-2 1mg $167 2024-03-01 Buy
Cayman Chemical 13156 Chaetocin ≥95% 28097-03-2 5mg $572 2024-03-01 Buy
Cayman Chemical 13156 Chaetocin ≥95% 28097-03-2 10mg $1056 2024-03-01 Buy
Product number Packaging Price Buy
C9492 1mg $411 Buy
13156 500μg $88 Buy
13156 1mg $167 Buy
13156 5mg $572 Buy
13156 10mg $1056 Buy

Chaetocin Chemical Properties,Uses,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

Global( 93)Suppliers
Supplier Tel Email Country ProdList Advantage
ATK CHEMICAL COMPANY LIMITED
+undefined-21-51877795 ivan@atkchemical.com China 32480 60
career henan chemical co
+86-0371-86658258 15093356674; factory@coreychem.com China 29826 58
Aktin Chemicals, Inc.
028-85159085 info@aktinchem.com CHINA 1025 58
Dideu Industries Group Limited
+86-29-89586680 +86-15129568250 1026@dideu.com China 29474 58
BOC Sciences
+16314854226 inquiry@bocsci.com United States 19743 58
Zhejiang J&C Biological Technology Co.,Limited
+1-2135480471 +1-2135480471 sales@sarms4muscle.com China 10523 58
InvivoChem
+1-708-310-1919 +1-13798911105 sales@invivochem.cn United States 6393 58
TargetMol Chemicals Inc.
+1-781-999-5354 support@targetmol.com United States 19973 58
Shaanxi LonierHerb Bio Technology Co Ltd
+86-86-+86-86-029-87551862 +8617702909819 sales006@ingredients-lonier.com China 2596 58
LEAPCHEM CO., LTD.
+86-852-30606658 market18@leapchem.com China 43348 58

View Lastest Price from Chaetocin manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
CHAETOCIN FROM CHAETOMIUM MINUTUM USP/EP/BP pictures 2021-08-19 CHAETOCIN FROM CHAETOMIUM MINUTUM USP/EP/BP
28097-03-2
US $1.10 / g 1g 99.9% 100 Tons min Dideu Industries Group Limited
Chaetocin pictures 2020-01-13 Chaetocin
28097-03-2
US $1.00 / g 1g 95-99% 1ton Career Henan Chemical Co
  • Chaetocin pictures
  • Chaetocin
    28097-03-2
  • US $1.00 / g
  • 95-99%
  • Career Henan Chemical Co
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