Chaetocin a

Base Information

Chemical Name:Chaetocin a
CAS No.:28097-03-2
Molecular Formula:C₃₀H₂₈N₆O₆S₄
Molecular Weight:696.853
Hs Code.:29419090
European Community (EC) Number:636-696-3
UNII:DF939M63W4
ChEMBL ID:CHEMBL1089316
DSSTox Substance ID:DTXSID601017583
Metabolomics Workbench ID:98989
Nikkaji Number:J37.189K
Pharos Ligand ID:NTQ941PNY6UJ
Wikidata:Q110186624
Mol file:28097-03-2.mol

Synonyms:chaetocin

Suppliers and Price of Chaetocin a

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Sigma-Aldrich
Chaetocin from Chaetomium minutum ≥95% (HPLC)
1mg
$ 323.00

Sigma-Aldrich
HMTase Inhibitor II, Chaetocin - CAS 28097-03-2 - Calbiochem
500 μg
$ 181.00

Sigma-Aldrich
HMTase Inhibitor II, Chaetocin
500ug-m
$ 181.00

ChemScene
Chaetocin 99.95%
1mg
$ 180.00

ChemScene
Chaetocin 99.95%
5mg
$ 540.00

ChemScene
Chaetocin 99.95%
10mg
$ 972.00

Cayman Chemical
Chaetocin ≥95%
500μg
$ 97.00

Cayman Chemical
Chaetocin ≥95%
10mg
$ 1154.00

Cayman Chemical
Chaetocin ≥95%
5mg
$ 626.00

Cayman Chemical
Chaetocin ≥95%
1mg
$ 173.00

Total 20 raw suppliers

Chemical Property of Chaetocin a

Chemical Property:

Boiling Point:°Cat760mmHg
PKA:12.39±0.10(Predicted)
Flash Point:°C
PSA：246.96000
Density:1.87g/cm³
LogP:1.36160
Storage Temp.:2-8°C
Solubility.:Soluble in DMSO (up to 25 mg/ml) or in Ethanol (up to 25 mg/ml).
XLogP3:2
Hydrogen Bond Donor Count:4
Hydrogen Bond Acceptor Count:12
Rotatable Bond Count:3
Exact Mass:696.09531733
Heavy Atom Count:46
Complexity:1400

Purity/Quality:

97% ^*data from raw suppliers

Chaetocin from Chaetomium minutum ≥95% (HPLC) ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:Xn
Statements: 20/21/22

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

Canonical SMILES:CN1C(=O)C23CC4(C(N2C(=O)C1(SS3)CO)NC5=CC=CC=C54)C67CC89C(=O)N(C(C(=O)N8C6NC1=CC=CC=C71)(SS9)CO)C
Isomeric SMILES:CN1C(=O)[C@@]23C[C@]4([C@@H](N2C(=O)[C@@]1(SS3)CO)NC5=CC=CC=C54)[C@]67C[C@]89C(=O)N([C@](C(=O)N8[C@H]6NC1=CC=CC=C71)(SS9)CO)C
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 CHAETOCIN FROM CHAETOMIUM MINUTUM 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.
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.

Technology Process of Chaetocin a

There total 6 articles about Chaetocin a which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 92.0%

: 28097-04-3
(+)-chaetocin A diacetate

: 28097-03-2
chaetocin

Guidance literature:: With methanol; Otera's catalyst; In toluene; at 85 ℃; for 7.33333h; Inert atmosphere;
DOI:10.1021/ja106869s

Reference yield: 44.0%

: 1219135-51-9
C₅₂H₇₆N₆O₁₄Si₂

: 28097-03-2
chaetocin

Guidance literature:: C₅₂H₇₆N₆O₁₄Si₂; With boron trifluoride diethyl etherate; hydrogen sulfide; In dichloromethane; at -78 - 20 ℃; Sealed tube;

With iodine; In ethyl acetate; at 20 ℃; for 0.0166667h;
DOI:10.1021/ja101280p

Reference yield: 6.0%

: 1219135-73-5
C₅₂H₇₆N₆O₁₄Si₂

: 28097-03-2
chaetocin

Guidance literature:: C₅₂H₇₆N₆O₁₄Si₂; With boron trifluoride diethyl etherate; hydrogen sulfide; In dichloromethane; at -78 - 20 ℃; Sealed tube;

With iodine; In ethyl acetate; at 20 ℃; for 0.0166667h;
DOI:10.1021/ja101280p