计算溶液所需的质量、体积或浓度。
| 活性类型 | 活性值-log(M) | 作用机制 | 期刊 | 参考文献(PubMed IDs) |
|---|
SR9011
有货
为什么选择此级别
Moligand™ 级 提供 ≥98% 纯度，适用于对基线干扰要求严格的色谱和分析工作流程。
储存与运输
-20°C储存。超低温运输 。请查阅批次 COA 获取详细规格。
质量文档
SDS、COA、产品数据表及规格说明书均可下载。可通过批号查询获取批次 COA。
文献证明
在色谱分析、有机合成和交叉偶联反应领域已被 0 篇同行评审文献引用。
概述
SR9011 is a REV-ERBα / β agonist with IC 50 s of 790 nM and 560 nM for REV-ERBα and REV-ERBβ, respectively.
In Vitro
SR9011 dose-dependently increases the REV-ERB-dependent repressor activity assessed in HEK293 cells expressing a chimeric Gal4 DNA Binding Domain (DBD) - REV-ERB ligand binding domain (LBD) α or β and a Gal4-responsive luciferase reporter (REV-ERBα IC 50 =790 nM, REV-ERBβ IC 50 =560 nM). SR9011 potently and efficaciously suppresses transcription in a cotransfection assay using full-length REV-ERBα along with a luciferase reporter driven by the Bmal1 promoter (SR9011 IC 50 =620 nM). SR9011 suppresses the expression ofBMAL1 mRNA in HepG2 cells in a REV-ERBα/β -dependent mannerSR9011 suppresses proliferation of the breast cancer cell lines regardless of their ER or HER2 status. SR9011 appears to pause the cell cycle of the breast cancer cells prior to M phase. Cyclin A ( CCNA2 ) is identified as a direct target gene of REV-ERB suggesting that suppression of expression of this cyclin by SR9011 may mediate the cell cycle arrest. Treatment with SR9011 results in an increase in cells in the G 0 /G 1 phase and a decrease of cells in S and G 2 /M phase suggesting that activation of REV-ERB may be resulting in decreased transition from G 1 to S phase and/or from S to G 2 /M phase.
In Vivo
SR9011 displays reasonable plasma exposure, thus, the expression of REV-ERB responsive genes is examined in the liver of mice treated with various doses of SR9011 for 6-days. The plasminogen activator inhibitor type 1 gene ( Serpine1 ) is a REV-ERB target gene and displays dose-dependent suppression of expression in response to SR9011. The cholesterol 7α-hydroxylase ( Cyp7a1 ) and sterol response element binding protein ( Srepf1 ) genes have also been shown to be responsive to REV-ERB and are dose-dependently suppressed with increasing amounts of SR9011. After 12 days in D:D conditions mice are injected with a single dose of SR9011 or vehicle at CT6 (peak expression of Rev-erbα ). Vehicle injection causes no disruption in circadian locomotor activity. However, administration of a single dose of SR9011 results in loss of locomotor activity during the subject dark phase. Normal activity returns the next circadian cycle, consistent with clearance of the drugs in less than 24h. The SR9011-dependent decrease in wheel running behavior in the mice under constant darkness conditions is dose-dependent and that the potency (ED 50 =56 mg/kg) is similar to the potency of SR9011-mediated suppression of a REV-ERB responsive gene, Srebf1 , in vivo (ED 50 =67mg/kg) .
Cell Assay
MCF10A, MDA-MB-231, MCF-7, MDA-MB-361, SKBR3, BT474 cells are plated in 6-well plates one day before treatment. The MTT cell proliferation assays are performed. Briefly, 3×10 3 to 5 × 10 3 cells per well are plated in 96-well plates. Twenty-four hours later, cells are treated with SR9011 (0, 2, 4, 6, 8 and 10 μM) or DMSO. Seventy-two hours after treatment, the cells are labeled with 1.2 mM MTT and incubated for 4 hours. DMSO is then added and readings are taken on a plate reader at 540 nm.
Form:Solid
IC50& Target:IC50: 790 nM (Rev-ErbBα), 560 nM (Rev-ErbBβ)
规格
别名
3-[[[（4-氯苯基）甲基] [（5-硝基-2-噻吩基）甲基] 氨基] 甲基]-N-戊基-1-吡咯烷甲酰胺
英文别名
3-(((4-Chlorobenzyl)((5-nitrothiophen-2-yl)methyl)amino)methyl)-N-pentylpyrrolidine-1-carboxamide | SR9011 | SR-9011 | UNII-VYI79FLZ6W | 1-Pyrrolidinecarboxamide, 3-((((4-chlorophenyl)methyl)((5-nitro-2-thienyl)methyl)amino)methyl)-n-pentyl- | GTPL8900 |
规格或纯度
Moligand™, ≥98%
英文名称
SR9011
生化机理
SR9011 是一种 REV-ERBα / β 激动剂，对 REV-ERBα 和 REV-ERBβ 的 IC 50 s 分别为 790 nM 和 560 nM。
储存条件
-20°C储存
运输条件
超低温运输
纯度
≥98%
名称和识别符
EC号
111-075-5
分子类型
小分子
IUPAC Name
3-[[(4-chlorophenyl)methyl-[(5-nitrothiophen-2-yl)methyl]amino]methyl]-N-pentylpyrrolidine-1-carboxamide
INCHI
1S/C23H31ClN4O3S/c1-2-3-4-12-25-23(29)27-13-11-19(16-27)15-26(14-18-5-7-20(24)8-6-18)17-21-9-10-22(32-21)28(30)31/h5-10,19H,2-4,11-17H2,1H3,(H,25,29)
InChi Key
PPUYOYQTTWJTIU-UHFFFAOYSA-N
Smiles
CCCCCNC(=O)N1CCC(C1)CN(CC2=CC=C(C=C2)Cl)CC3=CC=C(S3)[N+](=O)[O-]
Isomeric SMILES
CCCCCNC(=O)N1CCC(C1)CN(CC2=CC=C(C=C2)Cl)CC3=CC=C(S3)[N+](=O)[O-]
关联CAS
分子量
479.04
技术文档
高级数据
系统学分类
分类树（Taxonomy Tree）
| 界（kingdom) | 有机化合物 |
|---|---|
| 超类（Superclass) | 有机杂环化合物 |
| 类（Class) | 噻吩类 |
| 亚类（Subclass） | 硝基噻吩类 |
| 中间层级节点（Intermediate Tree Nodes） | 暂无 |
| 直接上位类(Direct Parent) | 2-硝基噻吩 |
| 其他上位类（Alternative Parents） | 吡咯烷酰胺 苯甲胺 硝基芳香化合物 苄胺 2,5-二取代噻吩 芳烷基胺 氯苯类 芳基氯化物 杂芳族化合物 尿素 三烷基胺 炔丙基型1,3-偶极有机化合物 有机氧氮化合物 氮杂环化合物 羰基化合物 碳氢化合物衍生物 有机氧化物 有机盐 有机两性离子 有机氯化物 |
| 分子骨架（Molecular Framework) | 芳香族杂单环化合物 |
| 取代基（Substituents） | 2-硝基噻吩 - 2,5-二取代噻吩 - 烯丙基硫醚 - 氨基酸 - 芳烷基胺 - 芳香族杂单环化合物 - 芳基氯化物 - 芳基卤化物 - 氮杂环 - 苯基化合物 - 苄胺 - C-硝基化合物 - 羰基 - 氯苯 - 卤苯 - 杂芳香族化合物 - 烃衍生物 - 单环苯基基团 - 硝基芳烃化合物 - 有机1,3-双极性化合物 - 有机硝基化合物 - 有机硝基化合物 - 有机氧化物 - 有机氧氮化合物 - 有机氧化合物 - 有机盐 - 有机双性离子 - 有机氯化物 - 有机卤化物 - 有机氮化合物 - 有机氧化合物 - 苯甲胺 - 丙炔型1,3-双极性有机化合物 - 吡咯烷 - 吡咯烷羧酸或其衍生物 - 吡咯烷-1-甲酰胺 - 三元脂肪胺 - 三芳基胺 - 脲 |
| 描述（Description） | 该化合物属于有机化合物中的2-硝基噻吩类。这类芳香杂环化合物在噻吩环2位带有硝基。 |
| 外部描述符（External Descriptors） | 暂无 |
三维结构
交互式化学结构模型
关联靶点（人）
NR1D1
Tchem
核受体亚家族 1 D 组成员 1(Nuclear receptor subfamily 1 group D member 1)
(0 活性数据)
NR1D2
Tchem
核受体亚家族 1 D 组成员 2(Nuclear receptor subfamily 1 group D member 2)
(0 活性数据)
ABL1
Tclin
Tyrosine-protein kinase ABL
(18331 活性数据)
ESR1
Tclin
Estrogen receptor alpha
(17718 活性数据)
NR3C1
Tclin
Glucocorticoid receptor
(14987 活性数据)
PGR
Tclin
Progesterone receptor
(8562 活性数据)
NR3C2
Tclin
Mineralocorticoid receptor
(2134 活性数据)
AR
Tclin
Androgen Receptor
(11781 活性数据)
RARA
Tclin
Retinoic acid receptor alpha
(1324 活性数据)
THRA
Tclin
Thyroid hormone receptor alpha
(894 活性数据)
VDR
Tclin
Vitamin D receptor
(26531 活性数据)
PPARG
Tclin
Peroxisome proliferator-activated receptor gamma
(15191 活性数据)
PPARA
Tclin
Peroxisome proliferator-activated receptor alpha
(9197 活性数据)
ESR2
Tclin
Estrogen receptor beta
(9272 活性数据)
RARG
Tclin
Retinoic acid receptor gamma
(1154 活性数据)
RXRG
Tclin
Retinoid X receptor gamma
(646 活性数据)
RARB
Tclin
Retinoic acid receptor beta
(1232 活性数据)
THRB
Tclin
Thyroid hormone receptor beta-1
(7926 活性数据)
RXRA
Tclin
Retinoid X receptor alpha
(3637 活性数据)
RXRB
Tclin
Retinoid X receptor beta
(726 活性数据)
ESRRA
Tchem
Estrogen-related receptor alpha
(573 活性数据)
GSK3B
Tclin
Glycogen synthase kinase-3 beta
(11785 活性数据)
CSNK1D
Tchem
Casein kinase I delta
(4546 活性数据)
NR1H4
Tclin
Bile acid receptor FXR
(6228 活性数据)
ESRRB
Tchem
Estrogen-related receptor beta
(173 活性数据)
ESRRG
Tchem
Estrogen-related receptor gamma
(587 活性数据)
NR1H3
Tchem
LXR-alpha
(2891 活性数据)
CDK2
Tchem
Cyclin-dependent kinase 2
(9050 活性数据)
NR1I2
Tchem
Pregnane X receptor
(6667 活性数据)
AURKA
Tchem
Serine/threonine-protein kinase Aurora-A
(10240 活性数据)
NR1H2
Tchem
LXR-beta
(3841 活性数据)
U2OS
(164939 活性数据)
NR2E3
Tchem
Photoreceptor-specific nuclear receptor
(502 活性数据)
NR5A2
Tchem
Orphan nuclear receptor LRH-1
(736 活性数据)
NR5A1
Tchem
Steroidogenic factor 1
(399 活性数据)
NR1I3
Tchem
Nuclear receptor subfamily 1 group I member 3
(655 活性数据)
NR0B2
Tchem
Nuclear receptor subfamily 0 group B member 2
(24 活性数据)
HNF4A
Tchem
Hepatocyte nuclear factor 4-alpha
(301 活性数据)
NR4A2
Tchem
Nuclear receptor subfamily 4 group A member 2
(460 活性数据)
NR2C2
Tchem
Nuclear receptor subfamily 2 group C member 2
(42 活性数据)
RORA
Tchem
Nuclear receptor ROR-alpha
(562 活性数据)
BRD4
Tchem
Bromodomain-containing protein 4
(13122 活性数据)
NR4A1
Tchem
Nuclear receptor subfamily 4 group A member 1
(458 活性数据)
NR0B1
Tbio
Nuclear receptor subfamily 0 group B member 1
(493 活性数据)
NR1D1
Tchem
Nuclear receptor subfamily 1 group D member 1
(332 活性数据)
NR1D2
Tchem
Nuclear receptor subfamily 1 group D member 2
(13 活性数据)
PTPRU
Tbio
Receptor-type tyrosine-protein phosphatase U
(2 活性数据)
HNF4G
Tbio
Hepatocyte nuclear factor 4-gamma
(2 活性数据)
NR2C1
Tbio
Nuclear receptor subfamily 2 group C member 1
(2 活性数据)
NR2E1
Tbio
Nuclear receptor subfamily 2 group E member 1
(116 活性数据)
NR2F1
Tbio
COUP transcription factor 1
(7 活性数据)
NR2F2
Tchem
COUP transcription factor 2
(234 活性数据)
关联靶点（其它种属）
Ppard
Peroxisome proliferator-activated receptor delta (358 活性数据)
Mapk1
MAP kinase ERK2 (650 活性数据)
Fgfr3
Fibroblast growth factor receptor 3 (21 活性数据)
rep
Replicase polyprotein 1ab (378 活性数据)
Rorc
Nuclear receptor ROR-gamma (89407 活性数据)
SARS-CoV-2 (38078 活性数据)
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 |
|---|
化学和物理性质
溶解性
DMSO : ≥ 43 mg/mL (89.76 mM)
分子量
479.000 g/mol
XLogP3
5.300
氢键供体数Hydrogen Bond Donor Count
1
氢键受体数Hydrogen Bond Acceptor Count
5
可旋转键计数Rotatable Bond Count
10
精确质量Exact Mass
478.181 Da
单同位素质量Monoisotopic Mass
478.181 Da
拓扑极表面积Topological Polar Surface Area
110.000 Ų
重原子数Heavy Atom Count
32
形式电荷Formal Charge
0
复杂度Complexity
600.000
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
1
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）
RIDADR
NONHforallmodesoftransport
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:
溶液计算器
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