ケトシン

ケトシン 化学構造式
28097-03-2
CAS番号.
28097-03-2
化学名:
ケトシン
别名:
ケトシン;(+)-カエトシン;(1S,3R,11R,14S)-14-(ヒドロキシメチル)-3-[(1S,3R,11R,14S)-14-(ヒドロキシメチル)-18-メチル-13,17-ジオキソ-15,16-ジチア-10,12,18-トリアザペンタシクロ[12.2.2.01,12.03,11.04,9]オクタデカ-4,6,8-トリエン-3-イル]-18-メチル-15,16-ジチア-10,12,18-トリアザペンタシクロ[12.2.2.01,12.03,11.04,9]オクタデカ-4,6,8-トリエン-13,17-ジオン;2,2′-ジメチル-3,3′-ビス(ヒドロキシメチル)-10b,10b′-ビ[(3S,10bR)-5aα,6,10b,11-テトラヒドロ-3β,11aβ-ジチオ-2H-ピラジノ[1′,2′:1,5]ピロロ[2,3-b]インドール-1,4(3H,11aH)-ジオン];(+)-ケトシン;カエトシン
英語名:
Chaetocin
英語别名:
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
化学式:
C30H28N6O6S4
分子量:
696.84
MOL File:
28097-03-2.mol
MSDS File:
SDS

ケトシン 物理性質

比重(密度) :
1.87±0.1 g/cm3(Predicted)
貯蔵温度 :
2-8°C
溶解性:
DMSO (最大 25mg/ml) またはエタノール (最大 25mg/ml) に可溶。
外見 :
白からオフホワイトの固体
酸解離定数(Pka):
12.39±0.10(Predicted)
色:
白い
安定性::
-20°C の DMSO またはエタノール溶液で最大 3 か月間保存できます。
InChIKey:
PZPPOCZWRGNKIR-PNVYSBBASA-N
安全性情報
  • リスクと安全性に関する声明
  • 危険有害性情報のコード(GHS)
主な危険性  Xn
Rフレーズ  20/21/22
RIDADR  1544
WGK Germany  3
RTECS 番号 FM3032000
国連危険物分類  6.1(b)
容器等級  III
HSコード  29419090
絵表示(GHS) GHS hazard pictograms
注意喚起語 警告
危険有害性情報
コード 危険有害性情報 危険有害性クラス 区分 注意喚起語 シンボル P コード
H302 飲み込むと有害 急性毒性、経口 4 警告 GHS hazard pictograms P264, P270, P301+P312, P330, P501
注意書き
P264 取扱い後は皮膚をよく洗うこと。
P264 取扱い後は手や顔をよく洗うこと。
P270 この製品を使用する時に、飲食または喫煙をしないこ と。
P301+P312 飲み込んだ場合:気分が悪い時は医師に連絡する こと。
P501 内容物/容器を...に廃棄すること。

ケトシン 価格 もっと(5)

メーカー 製品番号 製品説明 CAS番号 包装 価格 更新時間 購入
富士フイルム和光純薬株式会社(wako) W01CHDASB-00003373 ケトシン
Chaetocin
28097-03-2 1mg ¥67800 2020-09-21 購入
富士フイルム和光純薬株式会社(wako) W01CHDASB-00003373 ケトシン
Chaetocin
28097-03-2 5mg ¥237400 2020-09-21 購入
Sigma-Aldrich Japan C9492 ケトシン from Chaetomium minutum ≥95% (HPLC)
Chaetocin from Chaetomium minutum ≥95% (HPLC)
28097-03-2 1mg ¥93400 2024-03-01 購入
富士フイルム和光純薬株式会社(wako) W01TOC4504
Chaetocin
28097-03-2 1mg ¥89000 2024-03-01 購入
富士フイルム和光純薬株式会社(wako) W01CHDASB-00003373 ケトシン
Chaetocin
28097-03-2 10mg ¥356700 2020-09-21 購入

ケトシン 化学特性,用途語,生産方法

説明

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.

化学的特性

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.

使用

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.

主な応用

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.

一般的な説明

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.

ケトシン 上流と下流の製品情報

原材料

準備製品


ケトシン 生産企業

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28097-03-2(ケトシン)キーワード:


  • 28097-03-2
  • 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
  • ケトシン
  • (+)-カエトシン
  • (1S,3R,11R,14S)-14-(ヒドロキシメチル)-3-[(1S,3R,11R,14S)-14-(ヒドロキシメチル)-18-メチル-13,17-ジオキソ-15,16-ジチア-10,12,18-トリアザペンタシクロ[12.2.2.01,12.03,11.04,9]オクタデカ-4,6,8-トリエン-3-イル]-18-メチル-15,16-ジチア-10,12,18-トリアザペンタシクロ[12.2.2.01,12.03,11.04,9]オクタデカ-4,6,8-トリエン-13,17-ジオン
  • 2,2′-ジメチル-3,3′-ビス(ヒドロキシメチル)-10b,10b′-ビ[(3S,10bR)-5aα,6,10b,11-テトラヒドロ-3β,11aβ-ジチオ-2H-ピラジノ[1′,2′:1,5]ピロロ[2,3-b]インドール-1,4(3H,11aH)-ジオン]
  • (+)-ケトシン
  • カエトシン
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