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毛壳素, SUV39H1 组蛋白赖氨酸甲基转移酶抑制剂

非选择性组蛋白赖氨酸甲基转移酶抑制剂
有货

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库存信息

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货号 (SKU) 包装规格 是否现货 价格 数量
C102377-1mg
 1mg 现货 Stock Image
C102377-5mg
 5mg 现货 Stock Image
C102377-10mg
 10mg 现货 Stock Image
大包装询价 添加到收藏夹 比较  SDS中文版  DATASHEET
查看相关系列
Anti-infection (2825) Antibiotic (625) Bacterial (717) SUV39H1 histone lysine methyltransferase Inhibitor (1) 组蛋白甲基转移酶 (190) 表观遗传学 (1496)
main product photo

基本描述

英文别名 CCG-270384 | Chaetocin | CS-6245 | HY-N2019 | (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,
规格或纯度 Moligand™, ≥98%
英文名称 Chaetocin from Chaetomium minutum
生化机理 非选择性组蛋白赖氨酸甲基转移酶抑制剂（Suv39H1，G9a和DIM5的IC 50值分别为0.8、2.5和3μM）。竞争性选择性硫氧还蛋白底物。引起ROS的产生和氧化应激。选择性诱导细胞凋亡。
储存温度 2-8°C储存
运输条件 冰袋运输
作用类型 抑制剂
作用机制 SUV39H1 组蛋白赖氨酸甲基转移酶抑制剂
备注 如果有可能，您尽量在使用的当天配置溶液，并在当天使用完它。但是，如果您需要预先配制储备溶液，我们建议您将溶液等份保存在-20°C的密封小瓶中。通常，它们最多可以使用一个月。在使用前和打开样品瓶之前，我们建议您让您的产品在室温下平衡至少1小时。需要更多关于溶解度，用法和处理的建议吗？请访问我们的常见问题（FAQ）页面以获取更多详细信息。
产品介绍

Chaetocin, a natural product originally produced by Chaetomium species, is shown to have apoptotic effects on some cancer cells. Mechanistic studies show that chaetocin is taken up in the cells by a process that requires intact/unreduced disulfides for uptake. Once inside, this compound imposes oxidative stress and consequent apoptosis induction. Other studies have shown chaetocin to reduce lysine-specific histone methyltransferase effects of SUV39H, which play a key role in maintaining stable gene expression patterns during embryonic development and cellular differentiation. Additionally, this agent is reported to cause profound chromatin reorganization in fibroblast nuclei by inducing chromatin condensation/clustering. Consequentially, chaetocin impairs Trx (thioredoxin) systems, which are essential for deoxynucleotide synthesis and involved in a broad range of cellular functions. Chaetocin is an inhibitor of G9a, SUV39H1 and TrxR1.

Chaetocin, a natural product originally produced by Chaetomium species, is shown to have apoptotic effects on some cancer cells. Mechanistic studies show that chaetocin is taken up in the cells by a process that requires intact/unreduced disulfides for uptake. Once inside, this compound imposes oxidative stress and consequent apoptosis induction. Other studies have shown chaetocin to reduce lysine-specific histone methyltransferase effects of SUV39H, which play a key role in maintaining stable gene expression patterns during embryonic development and cellular differentiation. Additionally, this agent is reported to cause profound chromatin reorganization in fibroblast nuclei by inducing chromatin condensation/clustering. Consequentially, chaetocin impairs Trx (thioredoxin) systems, which are essential for deoxynucleotide synthesis and involved in a broad range of cellular functions. Chaetocin is an inhibitor of G9a, SUV39H1 and TrxR1.

AI解读

关联靶点（人）

SUV39H1 Tchem 组蛋白赖氨酸N-甲基转移酶SUV39H1(Histone-lysine N-methyltransferase SUV39H1) (3 活性数据)
活性类型 活性值-log(M) 作用机制 期刊 参考文献(PubMed IDs)
HIF1A Tchem 缺氧诱导因子1-α(Hypoxia-inducible factor 1-alpha) (2 活性数据)
活性类型 活性值-log(M) 作用机制 期刊 参考文献(PubMed IDs)
TXNRD1 Tclin Thioredoxin reductase 1 (99 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
HL-60 (67320 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
SL-2 (16 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
A549 (127892 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Jurkat (10389 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
HIF1A Tchem Hypoxia-inducible factor 1 alpha (6027 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
EHMT2 Tchem Histone-lysine N-methyltransferase, H3 lysine-9 specific 3 (93046 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
SUV39H1 Tchem Histone-lysine N-methyltransferase SUV39H1 (101 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
EP300 Tchem Histone acetyltransferase p300/Hypoxia-inducible factor 1-alpha (21 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID

关联靶点（其它种属）

Trypanosoma brucei brucei (13300 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Feline immunodeficiency virus (139 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
rhodesain Rhodesain (1463 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Set8 Histone-lysine N-methyltransferase pr-set7 (2 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Ehmt2 Histone-lysine N-methyltransferase EHMT2 (20 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
E(z) Histone-lysine N-methyltransferase E(z) (2 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Su(var)3-9 Histone-lysine N-methyltransferase Su(var)3-9 (16 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
dim-5 Histone-lysine N-methyltransferase, H3 lysine-9 specific dim-5 (EC 2.1.1.43) (Histone H3-K9 methyltransferase dim-5) (H3-K9-HMTase dim-5) (HKMT) (1 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID

作用机制

作用机制 Action Type target ID Target Name Target Type Target Organism Binding Site Name 参考文献

名称和识别符

PubChem SID 504766628
分子类型 小分子
IUPAC Name (1S,3R,11R,14S)-14-(hydroxymethyl)-3-[(1S,3R,11R,14S)-14-(hydroxymethyl)-18-methyl-13,17-dioxo-15,16-dithia-10,12,18-triazapentacyclo[12.2.2.01,12.03,11.04,9]octadeca-4,6,8-trien-3-yl]-18-methyl-15,16-dithia-10,12,18-triazapentacyclo[12.2.2.01,12.03,11.04,9]octadeca-4,6,8-triene-13,17-dione
INCHI InChI=1S/C30H28N6O6S4/c1-33-21(39)27-11-25(15-7-3-5-9-17(15)31-19(25)35(27)23(41)29(33,13-37)45-43-27)26-12-28-22(40)34(2)30(14-38,46-44-28)24(42)36(28)20(26)32-18-10-6-4-8-16(18)26/h3-10,19-20,31-32,37-38H,11-14H2,1-2H3/t19-,20-,25+,26+,27+,28+,29+,30+/m1/s1
InChi Key PZPPOCZWRGNKIR-PNVYSBBASA-N
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
WGK Germany 3
RTECS FM3032000
PubChem CID 11657687
分子量 696.84

化学和物理性质

密度 1.87
分子量 696.800 g/mol
XLogP3 2.000
氢键供体数Hydrogen Bond Donor Count 4
氢键受体数Hydrogen Bond Acceptor Count 12
可旋转键计数Rotatable Bond Count 3
精确质量Exact Mass 696.095 Da
单同位素质量Monoisotopic Mass 696.095 Da
拓扑极表面积Topological Polar Surface Area 247.000 Ų
重原子数Heavy Atom Count 46
形式电荷Formal Charge 0
复杂度Complexity 1400.000
同位素原子数Isotope Atom Count 0
定义的原子立体中心计数Defined Atom Stereocenter Count 8
未定义的原子立体中心计数Undefined Atom Stereocenter Count 0
定义的键立体中心计数Defined Bond Stereocenter Count 0
未定义的键立体中心计数Undefined Bond Stereocenter Count 0
所有立体化学键的总数The total count of all stereochemical bonds 0
共价键合单元计数Covalently-Bonded Unit Count 1

安全和危险性（GHS）

象形图 GHS07
信号词 Warning
危险声明

H302: 吞食有害

H312: 皮肤接触有害

H332: 吸入有害
预防措施声明

P261: 避免吸入灰尘/烟雾/气体/雾/蒸汽/喷雾

P280: 戴防护手套/穿防护服/戴防护眼罩/戴防护面具。

P302+P352: 如皮肤沾染：用水充分清洗。

P321: 特殊处理（请参阅此标签上的...）。

P501: 将内容物/容器处理到。。。

P264: 处理后要彻底洗手。

P271: 仅在室外或通风良好的地方使用。

P270: 使用本产品时，请勿进食、饮水或吸烟。

P304+P340: 如误吸入：将人转移到空气新鲜处，保持呼吸舒适体位。

P362+P364: 脱掉沾污的衣服，清洗后方可重新使用。

P330: 漱口

P301+P317: 如果被吞咽：请寻求医疗帮助。

P317: 寻求紧急医疗救助。
WGK Germany 3
RTECS FM3032000
个人防护装备 dust mask type N95 (US),Eyeshields,Gloves

 SDS英文版

技术规格说明书

Purity(HPLC) 98-100（%）
Appearance（C102377) White to Yellow Powder
Proton NMR spectrum Conforms to Structure

 技术规格说明书

质检证书（CoA,COO,BSE/TSE 和分析图谱)

C of A & Other Certificates(BSE/TSE, COO):
输入批号以搜索分析图谱:

通过匹配包装上的批号来查找并下载产品的 COA，每批产品都进行了严格的验证，您可放心使用！

找到3个结果

批号(Lot Number) 证书类型 日期 货号
B2306622 分析证书 22-11-14 C102377
B2306677 分析证书 22-11-14 C102377
B2306695 分析证书 22-11-14 C102377

参考文献

1. Isham CR, Tibodeau JD, Jin W, Xu R, Timm MM, Bible KC.  (2007)  Chaetocin: a promising new antimyeloma agent with in vitro and in vivo activity mediated via imposition of oxidative stress..  Blood,  109  (6): (2579-88).  [PMID:17090648] [10.1021/op500134e]
2. Greiner D, Bonaldi T, Eskeland R, Roemer E, Imhof A.  (2005)  Identification of a specific inhibitor of the histone methyltransferase SU(VAR)3-9..  Nat Chem Biol,  1  (3): (143-5).  [PMID:16408017] [10.1021/op500134e]
3. Chaib H, Nebbioso A, Prebet T, Castellano R, Garbit S, Restouin A, Vey N, Altucci L, Collette Y.  (2012)  Anti-leukemia activity of chaetocin via death receptor-dependent apoptosis and dual modulation of the histone methyl-transferase SUV39H1..  Leukemia,  26  (4): (662-74).  [PMID:21979880] [10.1021/op500134e]
4. Cherblanc FL, Chapman KL, Brown R, Fuchter MJ.  (2013)  Chaetocin is a nonspecific inhibitor of histone lysine methyltransferases..  Nat Chem Biol,  9  (3): (136-7).  [PMID:23416387] [10.1021/op500134e]
5. Liu Z et al..  (2021)  A methyltransferase-like 14/miR-99a-5p/tribble 2 positive feedback circuit promotes cancer stem cell persistence and radioresistance via histone deacetylase 2-mediated epigenetic modulation in esophageal squamous cell carcinoma..  Clin Transl Med,  11  (9): (e545).  [PMID:34586732]
6. Nakajima NI et al..  (2017)  Inhibition of the HDAC/Suv39/G9a pathway restores the expression of DNA damage-dependent major histocompatibility complex class\xa0I-related chain\xa0A\xa0and\xa0B in cancer cells..  Oncol Rep,  38  (2): (693-702).  [PMID:28677817]
7. Harro CM et al..  (2021)  Methyltransferase inhibitors restore SATB1 protective activity against cutaneous T cell lymphoma in mice..  J Clin Invest,  131  (3): [PMID:33270606]

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