CHIR-99021,GSK-3抑制剂, 细胞周期蛋白依赖性激酶 1 抑制剂;糖原合成酶激酶 3 alpha 抑制剂;糖原合成酶激酶 3 beta 抑制剂;丝裂原活化蛋白激酶 1 抑制剂

高度选择性的GSK-3抑制剂;充当Wnt激活剂
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货号 (SKU) 包装规格 是否现货 价格 数量
C125082-5mg
5mg 现货 Stock Image
C125082-25mg
25mg 现货 Stock Image
C125082-100mg
100mg 现货 Stock Image
C125082-500mg
500mg 现货 Stock Image

基本描述

别名 6-[2-[[4-(2,4-二氯苯基)-5-(5-甲基-1H-咪唑-2-基)嘧啶-2-基]氨基]乙氨基]吡啶-3-腈
英文别名 GSK-3 Inhibitor XVI | 6-[2-[[4-(2,4-dichlorophenyl)-5-(5-methyl-1H-imidazol-2-yl)pyrimidin-2-yl]amino]ethylamino]pyridine-3-carbonitrile | CS-0615620 | NCGC00250379-03 | NCGC00250379-21 | 6-[(2-{[4-(2,4-dichlorophenyl)-5-(4-methylimidazol -2-yl)-pyrimidin
规格或纯度 Moligand™, ≥98%
英文名称 CHIR-99021
生化机理 糖原合酶激酶3(GSK-3)的有效抑制剂和高选择性抑制剂(GSK-3β和GSK-3α的IC50值分别为6.7和10 nM)。充当Wnt激活剂。与紧密相关的激酶相比,GSK-3的选择性> 500倍;对45种其他酶和受体的选择性也超过800倍。与tranylcypromine结合使用,可以将仅由Oct4和Klf4转导的小鼠胚胎成纤维细胞重编程为iPSC。与PD 0325901组合使用时,可增强小鼠和人类ESC的自我更新。与(S)-(+)-马来酸二甲双茚酯,盐酸米诺环素和人类白血病抑制因子CHIR 99021合
储存温度 -20°C储存
运输条件 超低温冰袋运输
作用类型 抑制剂
作用机制 细胞周期蛋白依赖性激酶 1 抑制剂;糖原合成酶激酶 3 alpha 抑制剂;糖原合成酶激酶 3 beta 抑制剂;丝裂原活化蛋白激酶 1 抑制剂
产品介绍

CHIR-99021 (CT99021)是GSK-3α和β抑制剂,IC50分别为10 nM和6.7 nM,比对CDC2,ERK2及其他激酶的抑制性强500倍。A compound that acts as potent, ATP-competitive & highly selective GSK-3 inhibitor

CHIR-99021 (CT99021) is a GSK-3α/β inhibitor with IC50 of 10 nM/6.7 nM; > 500-fold selectivity for GSK-3 versus its closest homologs CDC2 and ERK2, as well as other protein kinases. IC50 value: 10 nM/6.7 nM for GSK-3α/β .
A compound that acts as potent, ATP-competitive & highly selective GSK-3 inhibitor

AI解读

关联靶点(人)

CDK1 Tchem 细胞周期蛋白依赖性激酶 1(Cyclin-dependent kinase 1) (1 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)
GSK3B Tclin 糖原合酶激酶-3β(Glycogen synthase kinase-3 beta) (6 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)
GSK3A Tclin 糖原合酶激酶-3α(Glycogen synthase kinase-3 alpha) (4 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)
MAPK1 Tchem 丝裂原活化蛋白激酶1(Mitogen-activated protein kinase 1) (1 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)
ABL1 Tclin Tyrosine-protein kinase ABL (18331 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
EGFR Tclin Epidermal growth factor receptor erbB1 (33727 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
INSR Tclin Insulin receptor (5558 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
ERBB2 Tclin Receptor protein-tyrosine kinase erbB-2 (7851 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
IGF1R Tclin Insulin-like growth factor I receptor (8605 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
KIT Tclin Stem cell growth factor receptor (10667 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
CSNK2A1 Tchem Casein kinase II alpha (3512 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
DAPK3 Tchem Death-associated protein kinase 3 (2108 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
MAPK11 Tchem MAP kinase p38 beta (2785 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
LCK Tclin Tyrosine-protein kinase LCK (9212 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
MAPK14 Tchem MAP kinase p38 alpha (12866 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
GSK3B Tclin Glycogen synthase kinase-3 beta (11785 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
PRKCZ Tchem Protein kinase C zeta (2414 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
MYLK Tchem Myosin light chain kinase, smooth muscle (1267 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
CSNK1G1 Tchem Casein kinase I gamma 1 (2496 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
FGFR1 Tclin Fibroblast growth factor receptor 1 (9149 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
STK3 Tchem Serine/threonine-protein kinase MST2 (3069 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
CSNK1D Tchem Casein kinase I delta (4546 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
CAMK2B Tchem CaM kinase II beta (1626 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
SRC Tclin Tyrosine-protein kinase SRC (10310 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
CHEK2 Tchem Serine/threonine-protein kinase Chk2 (4015 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
PDPK1 Tchem 3-phosphoinositide dependent protein kinase-1 (3758 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
AKT2 Tchem Serine/threonine-protein kinase AKT2 (4301 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
AKT3 Tchem Serine/threonine-protein kinase AKT3 (3157 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
CHUK Tchem Inhibitor of nuclear factor kappa B kinase alpha subunit (3170 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
IKBKB Tchem Inhibitor of nuclear factor kappa B kinase beta subunit (5554 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
AURKB Tchem Serine/threonine-protein kinase Aurora-B (6805 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
ROCK1 Tclin Rho-associated protein kinase 1 (4723 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
PIM1 Tchem Serine/threonine-protein kinase PIM1 (9629 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
PKN2 Tchem Protein kinase N2 (1991 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
CSK Tchem Tyrosine-protein kinase CSK (2395 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
JAK3 Tclin Tyrosine-protein kinase JAK3 (8349 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
RPS6KA5 Tchem Ribosomal protein S6 kinase alpha 5 (3355 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
PRKCG Tchem Protein kinase C gamma (2471 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
PRKD3 Tchem Protein kinase C nu (2315 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
PRKD1 Tchem Protein kinase C mu (1904 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
PLK1 Tchem Serine/threonine-protein kinase PLK1 (28605 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
ITK Tclin Tyrosine-protein kinase ITK/TSK (3699 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
RPS6KA1 Tchem Ribosomal protein S6 kinase alpha 1 (2796 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
JAK2 Tclin Tyrosine-protein kinase JAK2 (12915 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
CSNK1E Tclin Casein kinase I epsilon (1412 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
CAMK1 Tchem CaM kinase I alpha (1664 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
FLT1 Tclin Vascular endothelial growth factor receptor 1 (6262 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
KDR Tclin Vascular endothelial growth factor receptor 2 (20924 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
GSK3A Tclin Glycogen synthase kinase-3 alpha (3764 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
PRKG2 Tchem cGMP-dependent protein kinase 2 (1612 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
PRKG1 Tchem cGMP-dependent protein kinase 1 beta (2814 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
MAPK13 Tchem MAP kinase p38 delta (2605 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
MAPKAPK2 Tchem MAP kinase-activated protein kinase 2 (4814 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
MAPKAPK5 Tchem MAP kinase-activated protein kinase 5 (2831 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)

Prkcd Protein kinase C delta (192 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Mapk1 MAP kinase ERK2 (650 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Hdac6 Histone deacetylase 6 (222 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Fgfr3 Fibroblast growth factor receptor 3 (21 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Camk2g CaM kinase II gamma (1 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Staphylococcus aureus (210822 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Escherichia coli (133304 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Mus musculus (284745 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Rattus norvegicus (775804 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
H4 (48 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
rep Replicase polyprotein 1ab (378 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Plasma (328 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
SARS-CoV-2 (38078 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 504765152
分子类型 小分子
IUPAC Name 6-[2-[[4-(2,4-dichlorophenyl)-5-(5-methyl-1H-imidazol-2-yl)pyrimidin-2-yl]amino]ethylamino]pyridine-3-carbonitrile
INCHI InChI=1S/C22H18Cl2N8/c1-13-10-29-21(31-13)17-12-30-22(32-20(17)16-4-3-15(23)8-18(16)24)27-7-6-26-19-5-2-14(9-25)11-28-19/h2-5,8,10-12H,6-7H2,1H3,(H,26,28)(H,29,31)(H,27,30,32)
InChi Key AQGNHMOJWBZFQQ-UHFFFAOYSA-N
Canonical SMILES CC1=CN=C(N1)C2=CN=C(N=C2C3=C(C=C(C=C3)Cl)Cl)NCCNC4=NC=C(C=C4)C#N
Isomeric SMILES CC1=CN=C(N1)C2=CN=C(N=C2C3=C(C=C(C=C3)Cl)Cl)NCCNC4=NC=C(C=C4)C#N
PubChem CID 9956119
分子量 465.34
Reaxy-Rn 25763160

化学和物理性质

溶解性 溶于DMSO, 最高浓度 (mg/mL): 9.31, 最高浓度(mM): 20
敏感性 对热敏感
分子量 465.300 g/mol
XLogP3 4.300
氢键供体数Hydrogen Bond Donor Count 3
氢键受体数Hydrogen Bond Acceptor Count 7
可旋转键计数Rotatable Bond Count 7
精确质量Exact Mass 464.103 Da
单同位素质量Monoisotopic Mass 464.103 Da
拓扑极表面积Topological Polar Surface Area 115.000 Ų
重原子数Heavy Atom Count 32
形式电荷Formal Charge 0
复杂度Complexity 645.000
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 0
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 GHS06,   GHS07
信号词 Danger
危险声明

H315: 引起皮肤刺激

H319: 引起严重眼睛刺激

H335: 可能引起呼吸道刺激

H300: 吞咽致命

预防措施声明

P261: 避免吸入灰尘/烟雾/气体/雾/蒸汽/喷雾

P305+P351+P338: 如进入眼睛:用水小心冲洗几分钟。如戴隐形眼镜并可方便地取出,取出隐形眼镜。继续冲洗。

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...)。

P405: 密闭存放

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。

P403+P233: 存放在通风良好的地方。保持容器密闭。

P362+P364: 脱掉沾污的衣服,清洗后方可重新使用。

P330: 漱口

P264+P265: 处理后彻底洗手[和…]。不要触摸眼睛。

P301+P316: 如果吞咽:立即寻求紧急医疗救助。

P337+P317: 如果眼睛刺激持续:寻求医疗帮助。

P332+P317: 如果出现皮肤刺激:请寻求医疗帮助。

P319: 如果你感到不适,请寻求医疗帮助。

Reaxy-Rn 25763160

技术规格说明书

Purity(HPLC) 98-100(%)
Carbon by Elemental Analysis 55.1-57.3(%)
Nitrogen by Elemental Analysis 23.1-24.6(%)
Appearance(C125082) yellow solid
NMR spectrum Conforms to Structure

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找到15个结果

批号(Lot Number) 证书类型 日期 货号
C2521222 分析证书 25-03-27 C125082
F23151064 分析证书 25-03-04 C125082
F23151069 分析证书 25-03-04 C125082
F23151070 分析证书 25-03-04 C125082
F23151072 分析证书 25-03-04 C125082
F23151073 分析证书 25-03-04 C125082
F23151075 分析证书 25-03-04 C125082
F23151091 分析证书 25-03-04 C125082
F23151092 分析证书 25-03-04 C125082
K2212430 分析证书 24-08-23 C125082
K2212733 分析证书 24-08-23 C125082
K2212752 分析证书 24-08-23 C125082
K2126055 分析证书 23-09-12 C125082
B1525008 分析证书 22-09-13 C125082
K2212734 分析证书 22-07-20 C125082

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此产品的引用文献

1. Xuan Ren, Jianchun Xu, Qingsong Xue, Yi Tong, Tairan Xu, Jinli Wang, Ting Yang, Yuan Chen, Deshun Shi, Xiangping Li.  (2024)  BRG1 enhances porcine iPSC pluripotency through WNT/β-catenin and autophagy pathways.  THERIOGENOLOGY,  215  (22): (10).  [PMID:38000125] [10.1016/j.theriogenology.2023.11.014]

参考文献

1. Eldar-Finkelman H, Schreyer SA, Shinohara MM, LeBoeuf RC, Krebs EG.  (1999)  Increased glycogen synthase kinase-3 activity in diabetes- and obesity-prone C57BL/6J mice..  Diabetes,  48  (8): (1662-6).  [PMID:10426388] [10.1021/op500134e]
2. Nikoulina SE, Ciaraldi TP, Mudaliar S, Mohideen P, Carter L, Henry RR.  (2000)  Potential role of glycogen synthase kinase-3 in skeletal muscle insulin resistance of type 2 diabetes..  Diabetes,  49  (2): (263-71).  [PMID:10868943] [10.1021/op500134e]
3. Ring DB, Johnson KW, Henriksen EJ, Nuss JM, Goff D, Kinnick TR, Ma ST, Reeder JW, Samuels I, Slabiak T et al..  (2003)  Selective glycogen synthase kinase 3 inhibitors potentiate insulin activation of glucose transport and utilization in vitro and in vivo..  Diabetes,  52  (3): (588-95).  [PMID:12606497] [10.1021/op500134e]
4. Cai Z, Zhao Y, Zhao B.  (2012)  Roles of glycogen synthase kinase 3 in Alzheimer's disease..  Curr Alzheimer Res,  (7): (864-79).  [PMID:22272620] [10.1021/op500134e]
5. Hurtado DE, Molina-Porcel L, Carroll JC, Macdonald C, Aboagye AK, Trojanowski JQ, Lee VM.  (2012)  Selectively silencing GSK-3 isoforms reduces plaques and tangles in mouse models of Alzheimer's disease..  J Neurosci,  32  (21): (7392-402).  [PMID:22623685] [10.1021/op500134e]
6. An WF, Germain AR, Bishop JA, Nag PP, Metkar S, Ketterman J, Walk M, Weiwer M, Liu X, Patnaik D et al..  (2010)  Discovery of Potent and Highly Selective Inhibitors of GSK3b.  Probe Reports from the NIH Molecular Libraries Program,  71  (13): (1755-70).  [PMID:23658955] [10.1021/op500134e]
7. Chai G, Szenker-Ravi E, Chung C, Li Z, Wang L, Khatoo M, Marshall T, Jiang N, Yang X, McEvoy-Venneri J et al..  (2021)  A Human Pleiotropic Multiorgan Condition Caused by Deficient Wnt Secretion..  N Engl J Med,  385  (14): (1292-1301).  [PMID:34587386] [10.1021/op500134e]
8. Badimon L, Casaní L, Camino-Lopez S, Juan-Babot O, Borrell-Pages M.  (2019)  GSK3β inhibition and canonical Wnt signaling in mice hearts after myocardial ischemic damage..  PLoS ONE,  14  (6): (e0218098).  [PMID:31220102] [10.1021/op500134e]
9. Yoshida Y, Soma T, Matsuzaki T, Kishimoto J.  (2019)  Wnt activator CHIR99021-stimulated human dermal papilla spheroids contribute to hair follicle formation and production of reconstituted follicle-enriched human skin..  Biochem Biophys Res Commun,  516  (3): (599-605).  [PMID:31221480] [10.1021/op500134e]
10. Takashima A, Noguchi K, Sato K, Hoshino T, Imahori K.  (1993)  Tau protein kinase I is essential for amyloid beta-protein-induced neurotoxicity..  Proc Natl Acad Sci USA,  90  (16): (7789-93).  [PMID:8356085] [10.1021/op500134e]
11. Xuan Ren, Jianchun Xu, Qingsong Xue, Yi Tong, Tairan Xu, Jinli Wang, Ting Yang, Yuan Chen, Deshun Shi, Xiangping Li.  (2024)  BRG1 enhances porcine iPSC pluripotency through WNT/β-catenin and autophagy pathways.  THERIOGENOLOGY,  215  (22): (10).  [PMID:38000125] [10.1016/j.theriogenology.2023.11.014]

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