Determine the necessary mass, volume, or concentration for preparing a solution.
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| SKU | Size | Availability |
Price | Qty |
|---|---|---|---|---|
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C129108-1g
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1g |
3
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$27.90
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C129108-5g
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5g |
3
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$105.90
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C129108-25g
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25g |
3
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$320.90
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C129108-100g
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100g |
3
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$1,152.90
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C129108-500g
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500g |
1
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$5,186.90
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Potent ACE inhibitor
| Synonyms | Acepress | Captopril [USAN:USP:INN:BAN:JAN] | 1-((2S)-2-Methyl-3-sulfanylpropanoyl)-L-proline # | CHEBI:3380 | DTXSID1037197 | DTXCID9017197 | Tensoprel | Captopril,(S) | Captoprilum [INN-Latin] | Zapto | Tenosbon | 1-(3-Mercapto-2-methyl-1-oxopropyl)-L-p |
|---|---|
| Specifications & Purity | Moligand™, ≥98% |
| Biochemical and Physiological Mechanisms | Potent ACE inhibitor (IC 50 = 21 nM). Reversible and competitive leukotriene A 4 hydrolase inhibitor (K i = 6 μM, leukotriene B4 formation). Vasodilatory and antihypertensive effects in vivo. Orally active. |
| Storage Temp | Store at -20°C,Argon charged |
| Shipped In |
Ice chest + Ice pads This product requires cold chain shipping. Ground and other economy services are not available. |
| Grade | Moligand™ |
| Action Type | INHIBITOR |
| Mechanism of action | Angiotensin-converting enzyme inhibitor |
| Note | Unstable; make up solutions fresh and use immediately. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details. |
| Product Description |
Captopril is a reversible and competitive inhibitor of leukotriene A4 hydrolase (LTA4H; IC50 = 11μM). Captopril has been shown to be an inhibitor of angiotensin converting enzyme-1 (ACE1), but not ACE2 (IC50 = 22 nM). Captopril demonstrates noncompetitive inhibition of tyrosinase monophenolase activity and competitive inhibition of diphenolase activity. Captopril has also been shown to inhibit the formation of angiotensin II, a bioactive peptide that stimulates angiogenesis and increases microvessel density. |
Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Organic acids and derivatives |
| Class | Carboxylic acids and derivatives |
| Subclass | Amino acids, peptides, and analogues |
| Intermediate Tree Nodes | Amino acids and derivatives - Alpha amino acids and derivatives |
| Direct Parent | Proline and derivatives |
| Alternative Parents | N-acyl-L-alpha-amino acids Pyrrolidine carboxylic acids N-acylpyrrolidines Tertiary carboxylic acid amides Monocarboxylic acids and derivatives Carboxylic acids Azacyclic compounds Alkylthiols Organopnictogen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds |
| Molecular Framework | Aliphatic heteromonocyclic compounds |
| Substituents | N-acyl-alpha-amino acid - N-acyl-alpha amino acid or derivatives - N-acyl-l-alpha-amino acid - Proline or derivatives - N-acylpyrrolidine - Pyrrolidine carboxylic acid - Pyrrolidine carboxylic acid or derivatives - Pyrrolidine - Tertiary carboxylic acid amide - Carboxamide group - Carboxylic acid - Monocarboxylic acid or derivatives - Alkylthiol - Azacycle - Organoheterocyclic compound - Organonitrogen compound - Hydrocarbon derivative - Organopnictogen compound - Organic oxygen compound - Organooxygen compound - Organosulfur compound - Carbonyl group - Organic oxide - Organic nitrogen compound - Aliphatic heteromonocyclic compound |
| Description | This compound belongs to the class of organic compounds known as proline and derivatives. These are compounds containing proline or a derivative thereof resulting from reaction of proline at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. |
| External Descriptors | L-proline derivative - alkanethiol - pyrrolidinemonocarboxylic acid - N-acylpyrrolidine |
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| ALogP | 0.3 |
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| Mechanism of Action | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | References |
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| Pubchem Sid | 504753631 |
|---|---|
| Pubchem Sid Url | https://pubchem.ncbi.nlm.nih.gov/substance/504753631 |
| IUPAC Name | (2S)-1-[(2S)-2-methyl-3-sulfanylpropanoyl]pyrrolidine-2-carboxylic acid |
| INCHI | InChI=1S/C9H15NO3S/c1-6(5-14)8(11)10-4-2-3-7(10)9(12)13/h6-7,14H,2-5H2,1H3,(H,12,13)/t6-,7+/m1/s1 |
| InChIKey | FAKRSMQSSFJEIM-RQJHMYQMSA-N |
| Smiles | CC(CS)C(=O)N1CCCC1C(=O)O |
| Isomeric SMILES | C[C@H](CS)C(=O)N1CCC[C@H]1C(=O)O |
| WGK Germany | 3 |
| RTECS | UY0550000 |
| Molecular Weight | 217.29 |
| Beilstein | 477887 |
| Reaxy-Rn | 3651421 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=3651421&ln= |
Find and download the COA for your product by matching the lot number on the packaging.
| Lot Number | Certificate Type | Date | Item |
|---|---|---|---|
| Certificate of Analysis | Mar 11, 2024 | C129108 | |
| Certificate of Analysis | Jul 10, 2023 | C129108 | |
| Certificate of Analysis | Jul 10, 2023 | C129108 | |
| Certificate of Analysis | Nov 10, 2022 | C129108 | |
| Certificate of Analysis | Jul 21, 2022 | C129108 | |
| Certificate of Analysis | Jul 21, 2022 | C129108 | |
| Certificate of Analysis | Jul 21, 2022 | C129108 | |
| Certificate of Analysis | Jul 21, 2022 | C129108 | |
| Certificate of Analysis | Jul 21, 2022 | C129108 | |
| Certificate of Analysis | Jul 21, 2022 | C129108 | |
| Certificate of Analysis | Jul 21, 2022 | C129108 | |
| Certificate of Analysis | Jul 21, 2022 | C129108 | |
| Certificate of Analysis | Jul 21, 2022 | C129108 | |
| Certificate of Analysis | Jul 21, 2022 | C129108 |
| Solubility | Soluble in water (160 mg/ml) at 25 °C, sesame and corn oils (100 mg/ml), ethanol (>100 mg/ml), isopropanol (>100 mg/ml), chloroform (>100 mg/ml), and dichloromethane (>100 mg/ml). |
|---|---|
| Sensitivity | air sensitive |
| Specific Rotation[α] | -127.5° |
| Melt Point(°C) | 106°C |
| Molecular Weight | 217.290 g/mol |
| XLogP3 | 0.300 |
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 4 |
| Rotatable Bond Count | 3 |
| Exact Mass | 217.077 Da |
| Monoisotopic Mass | 217.077 Da |
| Topological Polar Surface Area | 58.600 Ų |
| Heavy Atom Count | 14 |
| Formal Charge | 0 |
| Complexity | 244.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 2 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 0 |
| Covalently-Bonded Unit Count | 1 |
| 1. Qinglin Wang, Hao Yuan, Xinyue Pan, Yiling Yang, Xiaosong Ma, Yahui Guo. (2024) Synthesis of silver nanoclusters using a double-stranded DNA template and its application for captopril detection. JOURNAL OF FOOD COMPOSITION AND ANALYSIS, 126 (105825). |
| 2. Yanan Guan, Yueyue Zu, Pengyi Ma, Shutao Li, Qi Ma, Jinping Song, Yong Guo. (2023) Cascade Fluorescent Determination of Mercury (II) and Captopril Using Tungsten-Nitrogen Doped Carbon Dots. ANALYTICAL LETTERS, |
| 3. Xu Tao, Ji Haifeng, Xu Lin, Cheng Shengjun, Liu Xianda, Li Yupei, Zhong Rui, Zhao Weifeng, Kizhakkedathu Jayachandran N., Zhao Changsheng. (2023) Self-anticoagulant sponge for whole blood auto-transfusion and its mechanism of coagulation factor inactivation. Nature Communications, 14 (1): (1-20). |
| 4. Jing Zhu, Lei Hu, Xiangying Meng, Feng Li, Wenjuan Wang, Guiyang Shi, Zhongxia Wang. (2023) Synergism of Photo-Induced Electron Transfer and Aggregation-Induced Quenching Mechanisms for Highly Sensitive Detection of Silver Ion and Captopril. MOLECULES, 28 (9): (3650). |
| 5. Xuwen Gao, Xiancheng Liu, Ying Zeng, Qingqing Zhang, Bin Zhang, Guizheng Zou. (2022) Spectrum-Resolved Electrochemiluminescence to Multiplex the Immunoassay and DNA Probe Assay. ANALYTICAL CHEMISTRY, 94 (45): (15801–15808). |
| 6. Kun Liu, Xiaohan Zhang, Xiongfeng Zhou, Xinming Huo, Xiaohao Wang, Kostya (Ken) Ostrikov. (2022) Experimental investigation of an atmospheric pressure plasma jet as an ion source for on-site mass-spectrometry analysis of nonvolatile solid samples: the integration effect of thermal desorption and ionization. JOURNAL OF PHYSICS D-APPLIED PHYSICS, 55 (48): (485202). |
| 7. Wang Yiran, Shi Jihua, Dai Dapeng, Cai Jianping, Wang Shuanghu, Hong Yun, Zhou Shan, Zhao Fangling, Zhou Quan, Geng Peiwu, Zhou Yunfang, Xu Xue, Luo Qingfeng. (2022) Evaluation of commonly used cardiovascular drugs in inhibiting vonoprazan metabolism in vitro and in vivo. Frontiers in Pharmacology, 13 |
| 8. Lixia Han, Ting Liu, Di Cui, Jiaqi Yi, Wei Jiang, Xiaoshuang Li, Na Niu, Ligang Chen. (2022) Quantitative detection of captopril in urine by smartphone-assisted ratiometric fluorescence sensing platform. SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 280 (121562). |
| 9. Shuangtian Dong, Dongyang Wang, Xuwen Gao, Li Fu, Jingna Jia, Yuqi Xu, Bin Zhang, Guizheng Zou. (2022) Glow and Flash Adjustable Chemiluminescence with Tunable Waveband from the Same CuInS2@ZnS Nanocrystal Luminophore. ANALYTICAL CHEMISTRY, 94 (18): (6902–6908). |
| 10. Cheng-Yuan Dong, Sheng Hong, Di-Wei Zheng, Qian-Xiao Huang, Fu-Sheng Liu, Zhen-Lin Zhong, Xian-Zheng Zhang. (2020) Multifunctionalized Gold Sub-Nanometer Particles for Sensitizing Radiotherapy against Glioblastoma. Small, 17 (5): (2006582). |
| 11. Zhong-Xia Wang, Xing Jin, Wen-Juan Wang, Fen-Ying Kong, Jing Zhu, Heng-Ye Li, Yu-Jie Ding, Wei Wang. (2021) Green synthesis of a deep-ultraviolet carbonized nanoprobe for ratiometric fluorescent detection of feroxacin and enrofloxacin in food and serum samples. ANALYST, 146 (3): (874-881). |
| 12. Haiyan Cao, Mingjie Tang, Xin Wang, Wenbing Shi. (2020) Facile and rapid synthesis of emission color-tunable molybdenum oxide quantum dots as a versatile probe for fluorescence imaging and environmental monitoring. ANALYST, 145 (19): (6270-6276). |
| 13. Yang Xu, Jin Li, Jian Zhou, Yufeng Liu, Zhuojun Wei, Hui Zhang. (2020) Layered double hydroxides supported atomically precise Aun nanoclusters for air oxidation of benzyl alcohol: Effects of size and active site structure. JOURNAL OF CATALYSIS, 389 (409). |
| 14. Tian Ruochen, Suo Hao, Zhang Shuting, Sun Baoshan. (2020) Separation of a family of antioxidants flavan-3-ol thio-conjugates from procyanidins by high-speed counter-current chromatography. EUROPEAN FOOD RESEARCH AND TECHNOLOGY, 246 (5): (1017-1029). |
| 15. Zhang Pu, Wang Li, Zeng Jing, Tan Juan, Long Yunfei, Wang Yi. (2020) Colorimetric captopril assay based on oxidative etching-directed morphology control of silver nanoprisms. MICROCHIMICA ACTA, 187 (2): (1-8). |
| 16. Shi Yi, Peng Jun, Meng Xiaoyan, Huang Tao, Zhang Jingyi, He Hua. (2018) Turn-on fluorescent detection of captopril in urine samples based on hydrophilic hydroxypropyl β-cyclodextrin polymer. ANALYTICAL AND BIOANALYTICAL CHEMISTRY, 410 (28): (7373-7384). |
| 17. Wang Zhong-Xia, Gao Yuan-Fei, Yu Xian-He, Kong Fen-Ying, Lv Wei-Xin, Wang Wei. (2018) Photoluminescent coral-like carbon-branched polymers as nanoprobe for fluorometric determination of captopril. MICROCHIMICA ACTA, 185 (9): (1-9). |
| 18. YingHui Zhang, Bing Wang, Feng Guo, ZhiZhen Li, GuiJun Qin. (2018) Involvement of the TGFβ1- ILK-Akt signaling pathway in the effects of hesperidin in type 2 diabetic nephropathy. BIOMEDICINE & PHARMACOTHERAPY, 105 (766). |