C9492
毛壳素 来源于Chaetomium minutum
≥95% (HPLC)
别名:
(+)-Chaetocin A
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关于此项目
经验公式（希尔记法）:
C30H28N6O6S4
化学文摘社编号:
分子量:
696.84
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352202
MDL number:
InChI key
PZPPOCZWRGNKIR-UHFFFAOYSA-N
SMILES string
CN1C(=O)C23CC4(C(Nc5ccccc45)N2C(=O)C1(CO)SS3)C67CC89SSC(CO)(N(C)C8=O)C(=O)N9C6Nc%10ccccc7%10
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
assay
≥95% (HPLC)
form
powder
storage temp.
2-8°C
Quality Level
General description
毛壳素是一种具有抗菌和细胞抑制活性的真菌代谢物。它属于3,6-附睾硫代二酮哌嗪类，与胶质瘤毒素、孢子虫素、蜘蛛素、米扎氯、黄萎病素A和榅桲杀菌素属同一类。毛壳素是由两个五元环顺式融合而成的分子二聚体。
Application
来自毛壳菌属的毛壳素已用于测定对各种细胞的敏化作用。它还用于策动OS诱导异染色质形成的生物学功能。
Biochem/physiol Actions
毛壳素是S-腺苷甲硫氨酸的竞争性抑制剂。毛壳素对SU(VAR)3-9的特异性使该化合物成为研究异染色质介导基因抑制的极好工具。
毛壳素是一种抗菌霉菌毒素。作为赖氨酸特异性组蛋白甲基转移酶的特异性抑制剂，该化合物适合用于研究异染色质介导基因抑制。毛壳素是硫氧还蛋白还原酶-1 (TrxR1)的选择性竞争抑制剂，是其抗癌活性的公认机制。
甲基转移酶，帮助化合物用于异染色质介导的基因抑制研究。
Preparation Note
溶于DMSO。 在1mg / ml时，溶液在2-8℃下稳定1周。
signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Oral
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
法规信息
涉药品监管产品
此项目有
The epipolythiodioxopiperazine (ETP) class of fungal toxins: distribution, mode of action, functions and biosynthesis
Gardiner D M, et al.
Microbiology, 151(4), 1021-1032 (2005)
Sophie Bouchat et al.
AIDS (London, England), 26(12), 1473-1482 (2012-05-05)
Reactivation of HIV-1 expression in persistent reservoirs together with an efficient HAART has been proposed as an adjuvant therapy aimed at reaching a functional cure for HIV. Previously, H3K9 methylation was shown to play a major role in chromatin-mediated repression
Jennifer D Tibodeau et al.
Antioxidants & redox signaling, 11(5), 1097-1106 (2008-11-13)
We recently reported that the antineoplastic thiodioxopiperazine natural product chaetocin potently induces cellular oxidative stress, thus selectively killing cancer cells. In pursuit of underlying molecular mechanisms, we now report that chaetocin is a competitive and selective substrate for the oxidative
Identification of a specific inhibitor of the histone methyltransferase SU (VAR) 3-9
Greiner D, et al.
Nature Chemical Biology, 1(3), 143-143 (2005)
Dorothea Greiner et al.
Nature chemical biology, 1(3), 143-145 (2006-01-13)
Histone methylation plays a key role in establishing and maintaining stable gene expression patterns during cellular differentiation and embryonic development. Here, we report the characterization of the fungal metabolite chaetocin as the first inhibitor of a lysine-specific histone methyltransferase. Chaetocin
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