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α-氰基-4-羟基肉桂酸, 线粒体丙酮酸载体 1 抑制剂;线粒体丙酮酸载体 2 抑制剂

一元羧酸转运抑制剂
有货

库存信息

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货号 (SKU) 包装规格 是否现货 价格 数量
C422987-1ml
1ml 现货 Stock Image

基本描述

别名 2-氰基-3-(4-羟苯基)丙烯酸
英文别名 NCGC00094622-01 | AMY11197 | BRD-K60302405-001-02-9 | Dimethiotazine | DTXSID501018295 | MLS002207285 | (2E)-2-cyano-3-(4-hydroxyphenyl)prop-2-enoic acid | 2-Cyano-3-(4-hydroxyphenyl)propenoic acid | 2-Cyano-3-(4-hydroxyphenyl)-2-propenoic acid | a-Cyano-
规格或纯度 Moligand™, 10mM in DMSO
英文名称 α-Cyano-4-hydroxycinnamic Acid
生化机理 单羧酸转运(MCT)抑制剂。表现出抗肿瘤和抗血管生成胶质瘤的活性。减少U251细胞中的糖酵解代谢,迁移和侵袭。增强DNA甲基化抗肿瘤剂替莫唑的作用
储存温度 -80℃储存
运输条件 超低温冰袋运输
作用类型 抑制剂
作用机制 线粒体丙酮酸载体 1 抑制剂;线粒体丙酮酸载体 2 抑制剂
产品介绍


Product Introduction

α-Cyano-4-hydroxycinnamic acid is the commonly used matrix for analyzing peptides by matrix-assisted laser desorption/ionization mass spectrometry. It inhibits the monophenolase activity and diphenolase activity of mushroom tyrosinase.

Application

α-Cyano-4-hydroxycinnamic acid (CHC) was used in encapsulation of CHC into NaY zeolite. It was used as matrix to investigate the activity of the paclitaxel derivatives using several well-established in vitro angiogenesis assays.

关联靶点(人)

MPC2 Tbio 线粒体丙酮酸载体2(Mitochondrial pyruvate carrier 2) (0 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)
MPC1 Tbio 线粒体丙酮酸载体1(Mitochondrial pyruvate carrier 1) (0 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)
EGFR Tclin Epidermal growth factor receptor erbB1 (33727 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
ALDH1A1 Tchem Aldehyde dehydrogenase 1A1 (77053 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
CYP3A4 Tclin Cytochrome P450 3A4 (53859 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
SiHa (2051 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
HCT-116 (91556 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
HeLa (62764 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
SLC16A1 Tchem Monocarboxylate transporter 1 (146 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
KDM4E Tchem Lysine-specific demethylase 4D-like (40243 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
HPGD Tchem 15-hydroxyprostaglandin dehydrogenase [NAD+] (24926 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
GPR35 Tchem G-protein coupled receptor 35 (2643 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
SLCO1B1 Tchem Solute carrier organic anion transporter family member 1B1 (2672 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
SLCO1B3 Tchem Solute carrier organic anion transporter family member 1B3 (2517 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
SLC16A3 Tchem Monocarboxylate transporter 4 (196 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
SLC16A7 Tchem Monocarboxylate transporter 2 (11 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID

关联靶点(其它种属)

Hdac6 Histone deacetylase 6 (222 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
Mus musculus (284745 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 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 期刊 PubMed Id doi Assay Aladdin ID
KCNK2 Potassium channel subfamily K member 2 (9 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
SARS-CoV-2 (38078 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 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

分子类型 小分子
IIUPAC Name (E)-2-cyano-3-(4-hydroxyphenyl)prop-2-enoic acid
INCHI 1S/C10H7NO3/c11-6-8(10(13)14)5-7-1-3-9(12)4-2-7/h1-5,12H,(H,13,14)/b8-5+
InChi Key AFVLVVWMAFSXCK-VMPITWQZSA-N
Smiles C1=CC(=CC=C1C=C(C#N)C(=O)O)O
Isomeric SMILES C1=CC(=CC=C1/C=C(\C#N)/C(=O)O)O
分子量 189.17
Beilstein号 3271430
Reaxy-Rn 8201999
Reaxys-RN link address https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=8201999&ln=

化学和物理性质

熔点 245-250℃
分子量 189.170 g/mol
XLogP3 1.400
氢键供体数Hydrogen Bond Donor Count 2
氢键受体数Hydrogen Bond Acceptor Count 4
可旋转键计数Rotatable Bond Count 2
精确质量Exact Mass 189.043 Da
单同位素质量Monoisotopic Mass 189.043 Da
拓扑极表面积Topological Polar Surface Area 81.300 Ų
重原子数Heavy Atom Count 14
形式电荷Formal Charge 0
复杂度Complexity 292.000
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 1
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 1
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 警告
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

预防措施声明

P261: 避免吸入灰尘/烟雾/气体/雾/蒸汽/喷雾

P264: 处理后要彻底洗手。

P271: 仅在室外或通风良好的地方使用。

P280: 戴防护手套/穿防护服/戴防护眼罩/戴防护面具。

P321: 特殊处理(请参阅此标签上的...)。

P302+P352: 如皮肤沾染:用水充分清洗。

P304+P340: 如误吸入:将人转移到空气新鲜处,保持呼吸舒适体位。

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。

P362+P364: 脱掉沾污的衣服,清洗后方可重新使用。

P405: 密闭存放

P403+P233: 存放在通风良好的地方。保持容器密闭。

P501: 将内容物/容器处理到。。。

P264+P265: 处理后彻底洗手[和…]。不要触摸眼睛。

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。

WGK Germany 3
个人防护装备 dust mask type N95 (US), Eyeshields, Gloves

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:

此产品的引用文献

引用文献

1. Xiaoyu Yuan, Jiayi Song, Han Wang, Wenkang Zhang, Ying Liu, Ping Su, Yi Yang.  (2024)  Dual-functionalized two-dimensional metal–organic framework composite with highly hydrophilicity for effective enrichment of glycopeptides.  JOURNAL OF CHROMATOGRAPHY B-ANALYTICAL TECHNOLOGIES IN THE BIOMEDICAL AND LIFE SCIENCES,  1232  (123920).  [PMID:38101285] [10.1016/j.jchromb.2023.123920]
2. Chenhui Lu, Haodong Wei, Lizhi Xu, Wen-Long Wang, Cheng Yang, Xueli Shi, Hui Gao, Yong-Wei Feng, Jianzhong Zhou, Yi Zhang.  (2024)  Enrichment of sialic acid-containing casein glycomacropeptide in protein hydrolysates using phenylboronic acid-functionalized mesoporous silica nanoparticles.  TALANTA,  267  (125174).  [PMID:37708769] [10.1016/j.talanta.2023.125174]
3. Lei Wang, Yuhao Han, Yaqi Zhang, Haoyuan Geng, Zihan Zhu, Panpan Chen, Xiaoqing Cui, Xiao Wang, Chenglong Sun.  (2023)  In-depth profiling of carbohydrate isomers in biological tissues by chemical derivatization-assisted mass spectrometry imaging.  ANALYTICA CHIMICA ACTA,  1278  (341741).  [PMID:37709472] [10.1016/j.aca.2023.341741]
4. Xirui Duan, Hailong Tian, Shuwen Zheng, Jianmei Zhu, Chan Li, Bo He, Lei Li, Hao Jiang, Shuaijun Lu, Yumei Feng, Gary T. Bentley, Wei Zhang, Canhua Huang, Wei Gao, Na Xie, Ke Xie.  (2023)  Photothermal-Starvation Therapy Nanomodulator Capable of Inhibiting Colorectal Cancer Recurrence and Metastasis by Energy Metabolism Reduction.  Advanced Healthcare Materials,  (2300968).  [PMID:37543843] [10.1002/adhm.202300968]
5. Xiaolu Hu, Lan Yu, Yatong Li, Xiaoxi Li, Yimeng Zhao, Lijuan Xiong, Jiaxuan Ai, Qijun Chen, Xing Wang, Xiaoqing Chen, Yinying Ba, Yaonan Wang, Xia Wu.  (2023)  Piperine improves levodopa availability in the 6-OHDA-lesioned rat model of Parkinson's disease by suppressing gut bacterial tyrosine decarboxylase.  CNS Neuroscience & Therapeutics,  [PMID:37528534] [10.1111/cns.14383]
6. Qi Meng, Jia Tan, Weifang Tong, Changxiao Chen, Zhendong Liu, Sainan Liu, Meifang Wang, Ziyong Cheng, Binbin Ding, Ping'an Ma, Jun Lin.  (2023)  Ultrafast self-assembled supramolecular nanoparticles for enhanced chemodynamic therapy and ferroptosis through lactic acid metabolism regulation.  CHEMICAL ENGINEERING JOURNAL,  471  (144563).  [10.1016/j.cej.2023.144563]
7. Xian Wang, ShiJiang Qin, Guocan Zheng, Weili Wei, Fang Li, Yao Luo, JinJing Tang, Kai Zhou.  (2023)  Two-dimensional boron nanosheets for selective enrichment and detection of cis-diol compounds by surface-assisted laser desorption/ionization time-of-flight mass spectrometry.  JOURNAL OF CHROMATOGRAPHY A,  1705  (464142).  [PMID:37329652] [10.1016/j.chroma.2023.464142]
8. Wenting Li, Shikai Liu, Yangyang Zhang, Jialing Zhou, Rumin Li, Shili Gai, Lei Zhong, Piaoping Yang.  (2023)  Dual-inhibition of lactate metabolism and Prussian blue-mediated radical generation for enhanced chemodynamic therapy and antimetastatic effect.  Nanoscale,  15  (20): (9214-9228).  [PMID:37158103] [10.1039/D3NR01052J]
9. Liuying He, Xiao Wang, Junyu Chen, Yuze Li, Liping Wang, Caiqiao Xiong, Zongxiu Nie.  (2022)  Biofluids Metabolic Profiling Based on PS@Fe3O4–NH2 Magnetic Beads-Assisted LDI-MS for Liver Cancer Screening.  ANALYTICAL CHEMISTRY,  94  (29): (10367–10374).  [PMID:35839421] [10.1021/acs.analchem.2c00654]
10. Wenya Shao, Ying Sun, Hang Su, Qianqian Sun, Zian Lin.  (2022)  4-Mercaptobenzoic acid-assisted laser desorption/ionization mass spectrometry for sensitive quantification of cesium and strontium in drinking water.  RAPID COMMUNICATIONS IN MASS SPECTROMETRY,  36  (17): (e9342).  [PMID:35729806] [10.1002/rcm.9342]
11. Shuzhen Dou, Zhongshun Wang, Qiye Chen, Nan Lu.  (2022)  One-step fabrication of high-density Si nanotips as SALDI-MS substrate for highly sensitive detection.  SENSORS AND ACTUATORS B-CHEMICAL,  359  (131578).  [10.1016/j.snb.2022.131578]
12. Yuhao Han, Panpan Chen, Zhichao Li, Xiao Wang, Chenglong Sun.  (2022)  Multi-wavelength visible-light induced [2+2] cycloaddition for identification of lipid isomers in biological samples.  JOURNAL OF CHROMATOGRAPHY A,  1662  (462742).  [PMID:34923306] [10.1016/j.chroma.2021.462742]
13. Ma Yuanyuan, Ye Zhongju, Zhang Chen, Zhao Yanjun, Luo Hai-bin, Xiao Lehui.  (2022)  Curved carbon photo-oxygenation catalysts for the suppression and nanoscopic imaging of β-amyloid peptides fibrillation.  Nano Research,  15  (4): (3387-3397).  [10.1007/s12274-021-3927-5]
14. Cong Wang, Shao-Yi Jia, You Han, Yang Li, Yong Liu, Hai-Tao Ren, Song-Hai Wu, Xu Han.  (2021)  Selective Oxidation of Various Phenolic Contaminants by Activated Persulfate via the Hydrogen Abstraction Pathway.  ACS ES&T Engineering,  (9): (1275–1286).  [10.1021/acsestengg.1c00091]
15. Chen Ya-Shun, Feng Yu-Qi.  (2022)  Rapid Determination of Endogenous 20-Hydroxyecdysone in Plants on MALDI-TOF/TOF Mass Spectrometry via Chemical Labeling Based on Boronate Affinity.  Journal of Analysis and Testing,  (3): (318-326).  [10.1007/s41664-021-00179-8]
16. Chenglong Sun, Shuangshuang Ma, Lili Li, Daijie Wang, Wei Liu, Feng Liu, Lanping Guo, Xiao Wang.  (2021)  Visualizing the distributions and spatiotemporal changes of metabolites in Panax notoginseng by MALDI mass spectrometry imaging.  Journal of Ginseng Research,  45  (726).  [PMID:34764727] [10.1016/j.jgr.2021.04.001]
17. Qianqian Sun, Shasha Zhang, Weini Huang, Ran Wang, Zihan Chen, Zongwei Cai, Zian Lin.  (2021)  4-Mercaptobenzoic acid as a MALDI matrix for highly sensitive analysis of metals.  ANALYST,  146  (5): (1543-1547).  [PMID:33565552] [10.1039/D1AN00022E]
18. Xiao-Cong Zhang, Song-Hai Wu, Shao-Yi Jia, Cong Wang, Shi-Wei Sun, Xiang-Ming Wang, Zi-He Meng, Yi-Ying Lin, Yong Liu, Hai-Tao Ren, Xu Han.  (2020)  Turning thiophene contaminant into polymers from wastewater by persulfate and CuO.  CHEMICAL ENGINEERING JOURNAL,  397  (125351).  [10.1016/j.cej.2020.125351]
19. Chen Ya-Shun, Xiao Hua-Ming, Wang Tian-Qi, Yu Lei, Feng Yu-Qi.  (2019)  A boronic acid modified binary matrix consisting of boron nitride and α-cyano-4-hydroxycinnamic acid for determination of cis-diols by MALDI-TOF MS.  MICROCHIMICA ACTA,  186  (8): (1-8).  [PMID:31372763] [10.1007/s00604-019-3711-3]
20. Chen Ya-Shun, Ding Jun, He Xiao-Mei, Xu Jing, Feng Yu-Qi.  (2018)  Synthesis of tellurium nanosheet for use in matrix assisted laser desorption/ionization time-of-flight mass spectrometry of small molecules.  MICROCHIMICA ACTA,  185  (8): (1-9).  [PMID:29987637] [10.1007/s00604-018-2882-7]
21. Jun Ding, Simin Liu, Hua-Ming Xiao, Tian-tian Ye, Ping Zhou, Yu-Qi Feng.  (2017)  Matrix-assisted laser desorption/ionization mass spectrometry for the analysis of polyamines in plant micro-tissues using cucurbituril as a host molecule.  ANALYTICA CHIMICA ACTA,  987  (56).  [PMID:28916040] [10.1016/j.aca.2017.08.027]
22. Hai-Jiao Zheng, Jiu-Tong Ma, Wei Feng, Qiong Jia.  (2017)  Specific enrichment of glycoproteins with polymer monolith functionalized with glycocluster grafted β-cyclodextrin.  JOURNAL OF CHROMATOGRAPHY A,  1512  (88).  [PMID:28728930] [10.1016/j.chroma.2017.07.032]
23. Wenjuan Zhang,Liyan Jiang,Li Fu,Qiong Jia.  (2018-12-30)  Selective enrichment of glycopeptides based on copper tetra(N-carbonylacrylic) aminephthalocyanine and iminodiacetic acid functionalized polymer monolith..  Journal of separation science,  42  ((5)): (1037-1044).  [PMID:30593720]
24. Zhengge Chen, Yi Hong, Futao Lin, Xiongfei Zha, Fengcheng Lin, Yang Li, Bin Hu, Qi Huang, Lei Li, Zhengxu Huang, Li Ding, Zhen Zhou.  (2025)  An Ultra-High-Resolution Mass Spectrometer with an Intermediate-Pressure Matrix-Assisted Laser Desorption/Ionization Source.  ANALYTICAL CHEMISTRY,  97  (13): (7369-7377).  [PMID:40082255] [10.1021/acs.analchem.5c00006]
25. Xintong Zhao, Juan Ren, Ze Wang, Xiangfeng Chen.  (2024)  Analyzing noncovalent interactions between notoginseng saponins and lysozyme by deposition scanning intensity fading MALDI-TOF mass spectrometry.  JOURNAL OF MASS SPECTROMETRY,  59  (7): (e5058).  [PMID:38842112] [10.1002/jms.5058]
26. Jiming Wei, Ling Li, Yun Shi, Juncheng Liu, Jiagen Lv, Tuanrui Dong.  (2024)  Cater to the call of on-site, quantitative, and low-cost food formaldehyde detection: A paper-based sensor by timing Congo red decoloration.  FOOD CONTROL,  160  (110321).  [10.1016/j.foodcont.2024.110321]
27. Jiahui Yan, Haoyu Chen, Carlos F. Guimarães, Rui L. Reis, Zhihua Zhu, Tianyi Wang, Fenglan Zhang, Yaqian Lv, Qihui Zhou, Xiaoying Kong, Jinsheng Shi.  (2024)  Cu+/Ca2+ Dual-Overload Strategy Assisted by Metabolic-Symbiotic-Destruction for Tumor Apoptosis and Tumor Immune Activation.  ADVANCED FUNCTIONAL MATERIALS,  (2403245).  [10.1002/adfm.202403245]
28. Wenjun Cai, Shuo Zhang, Yaonan Wang, Changli Liu, Rong Luo.  (2024)  Differential distribution of characteristic constituents in peel and pulp of Aurantii Fructus Immaturus (Citrus aurantium L.) using MALDI mass spectrometry imaging.  FITOTERAPIA,  (106067).  [PMID:38857834] [10.1016/j.fitote.2024.106067]
29. Huan Li, Chang Chen, Xinzhu Chen, Jiale Liu, Chen Luo, Huilin Chen, Xiaoyu Geng, Zheng Pan.  (2025)  Identification of active ingredients from Lamiophlomis rotata that increase wound repair in mouse skin.  BRITISH JOURNAL OF PHARMACOLOGY,  [PMID:40065575] [10.1111/bph.17452]
30. Jingtong Zhai, Yalei Wang, Jiaxin Lu, Chunning Chen, Jiaqi Liu, Hongkun Zhao, Nan Lu.  (2024)  Improving performance of SALDI-MS by regulating density of plasmonic nanoparticles.  SENSORS AND ACTUATORS B-CHEMICAL,  409  (135560).  [10.1016/j.snb.2024.135560]
31. Dong Junliang, Ding Jindong, Luo Shifan, Li Ruoshui, Wang Yi, Xiao Bing, Pei Yuxin, Chen Xiaoyuan, Sun Wenjing, Pei Zhichao.  (2025)  Remodeling tumor microenvironment using prodrug nMOFs for synergistic cancer therapy.  JOURNAL OF NANOBIOTECHNOLOGY,  23  (1): (1-14).  [PMID:39972341] [10.1186/s12951-025-03202-7]
32. Cui Xiaoqing, Geng Haoyuan, Guo Huanying, Wang Lei, Zhu Zihan, Zhang Yaqi, Chen Panpan, Wang Xiao, Sun Chenglong.  (2024)  Visualizing the transdermal delivery of berberine loaded within chitosan microneedles using mass spectrometry imaging.  ANALYTICAL AND BIOANALYTICAL CHEMISTRY,  416  (29): (6869-6877).  [PMID:39400576] [10.1007/s00216-024-05584-3]

溶液计算器