Determine the necessary mass, volume, or concentration for preparing a solution.
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Moligand™, ≥98% Moligand™ for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Store at 2-8°C,Argon charged Ships Wet ice Check lot-specific COA for exact specifications.
SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.
Cited in 22 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
Product Introduction
Omeprazole is a benzimidazole derivative, a weak base and is lipophilic in nature. This compound is pH sensitive and does not exists in its original form at low pH.
Application
Omeprazole has been used as an atypical cytochrome P450 (CYP) 1A2 inducer in Dulbecco′s modified eagle′s medium (serum free) to study the effects of inducers on CYP activities in human hepatocytes and also to compare with other classical aryl hydrocarbon receptor ligands.
| Sonrisas canónicas | CC1=CN=C(C(=C1OC)C)CS(=O)C2=NC3=C(N2)C=C(C=C3)OC |
|---|---|
| IUPAC Name | 6-methoxy-2-[(4-methoxy-3,5-dimethylpyridin-2-yl)methylsulfinyl]-1H-benzimidazole |
| InChIKey | SUBDBMMJDZJVOS-UHFFFAOYSA-N |
| INCHI | 1S/C17H19N3O3S/c1-10-8-18-15(11(2)16(10)23-4)9-24(21)17-19-13-6-5-12(22-3)7-14(13)20-17/h5-8H,9H2,1-4H3,(H,19,20) |
| Isómeros SMILES | CC1=CN=C(C(=C1OC)C)CS(=O)C2=NC3=C(N2)C=C(C=C3)OC |
| WGK Alemania | 2 |
| RTECS | DD9087000 |
| Peso molecular | 345.42 |
| Reaxy-Rn | 6489199 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=6489199&ln= |
Comprehensive hazard, handling, storage, and regulatory compliance document.
Download SDS →Lot-specific quality data. Enter your lot number to retrieve the exact COA.
Look up COA →Full quality attributes and acceptance criteria for this grade.
View spec sheet →Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Organoheterocyclic compounds |
| Clase | Benzimidazoles |
| Subclass | Sulfinylbenzimidazoles |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Sulfinylbenzimidazoles |
| Alternative Parents | Anisoles Methylpyridines Alkyl aryl ethers Imidazoles Heteroaromatic compounds Sulfoxides Sulfinyl compounds Azacyclic compounds Organopnictogen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives |
| Molecular Framework | Aromatic heteropolycyclic compounds |
| Substituents | Sulfinylbenzimidazole - Anisole - Alkyl aryl ether - Methylpyridine - Pyridine - Benzenoid - Azole - Imidazole - Heteroaromatic compound - Sulfoxide - Azacycle - Ether - Sulfinyl compound - Organic nitrogen compound - Hydrocarbon derivative - Organosulfur compound - Organooxygen compound - Organonitrogen compound - Organic oxide - Organopnictogen compound - Organic oxygen compound - Aromatic heteropolycyclic compound |
| Descripción | This compound belongs to the class of organic compounds known as sulfinylbenzimidazoles. These are polycyclic aromatic compounds containing a sulfinyl group attached at the position 2 of a benzimidazole moiety. |
| External Descriptors | aromatic ether - sulfoxide - pyridines - benzimidazoles |
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Find and download the COA for your product by matching the lot number on the packaging.
| Lot Number | Certificate Type | Fecha | Articulo |
|---|---|---|---|
| Certificate of Analysis | Jan 22, 2026 | O118724 | |
| Certificate of Analysis | Jan 22, 2026 | O118724 | |
| Certificate of Analysis | Jan 22, 2026 | O118724 | |
| Certificate of Analysis | Jan 22, 2026 | O118724 | |
| Certificate of Analysis | Oct 27, 2025 | O118724 | |
| Certificate of Analysis | Oct 27, 2025 | O118724 | |
| Certificate of Analysis | Oct 27, 2025 | O118724 | |
| Certificate of Analysis | Oct 13, 2025 | O118724 | |
| Certificate of Analysis | Oct 13, 2025 | O118724 | |
| Certificate of Analysis | Oct 13, 2025 | O118724 | |
| Certificate of Analysis | Jun 09, 2025 | O118724 | |
| Certificate of Analysis | Apr 03, 2024 | O118724 | |
| Certificate of Analysis | Mar 22, 2024 | O118724 | |
| Certificate of Analysis | Mar 22, 2024 | O118724 | |
| Certificate of Analysis | Mar 22, 2024 | O118724 | |
| Certificate of Analysis | Mar 22, 2024 | O118724 | |
| Certificate of Analysis | Mar 22, 2024 | O118724 | |
| Certificate of Analysis | Mar 22, 2024 | O118724 | |
| Certificate of Analysis | Mar 22, 2024 | O118724 | |
| Certificate of Analysis | Mar 22, 2024 | O118724 | |
| Certificate of Analysis | Jan 11, 2023 | O118724 | |
| Certificate of Analysis | Jun 22, 2022 | O118724 | |
| Certificate of Analysis | Jun 22, 2022 | O118724 | |
| Certificate of Analysis | Jun 22, 2022 | O118724 | |
| Certificate of Analysis | Jun 22, 2022 | O118724 | |
| Certificate of Analysis | May 11, 2021 | O118724 |
| Solubilidad | Soluble in water (0.5 mg/ml), DMSO (25 mg/ml), and ethanol (4.5 mg/ml). |
|---|---|
| Sensibilidad | air sensitive;light sensitive; heat sensitive |
| Punto de fusión (°C) | 158-159°C |
| Peso molecular | 345.400 g/mol |
| XLogP3 | 2.200 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 6 |
| Rotatable Bond Count | 5 |
| Exact Mass | 345.115 Da |
| Monoisotopic Mass | 345.115 Da |
| Topological Polar Surface Area | 96.300 Ų |
| Heavy Atom Count | 24 |
| Formal Charge | 0 |
| Complexity | 453.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 1 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 0 |
| Covalently-Bonded Unit Count | 1 |
| 1. Renhao Ni, Yang Luo, Lingjing Jiang, Xufeng Mao, Yuyao Feng, Subinuer Tuersun, Zeming Hu, Yabin Zhu. (2023) Repairing gastric ulcer with hyaluronic acid/extracellular matrix composite through promoting M2-type polarization of macrophages. INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES, [PMID:37364804] [10.1016/j.ijbiomac.2023.125556] |
| 2. Shasha Liu, Ruohan Cheng, Hui He, Kunming Ding, Rongmi Zhang, Yuanyuan Chai, Qinwei Yu, Xin Huang, Luyong Zhang, Zhenzhou Jiang. (2023) 8-methoxypsoralen protects against acetaminophen-induced liver injury by antagonising Cyp2e1 in mice. ARCHIVES OF BIOCHEMISTRY AND BIOPHYSICS, [PMID:37121295] [10.1016/j.abb.2023.109617] |
| 3. Jiang-Hong Luo, Wan-Shuang Zou, Jing Li, Wei Liu, Jing Huang, Hu-Wei Wu, Jian-Lin Shen, Fei Li, Jia-Shuang-Wei Yuan, An-Kang Tao, Liang Gong, Jun Zhang, Xiao-Yin Wang. (2023) Untargeted serum and liver metabolomics analyses reveal the gastroprotective effect of polysaccharide from Evodiae fructus on ethanol-induced gastric ulcer in mice. INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES, [PMID:36731690] [10.1016/j.ijbiomac.2023.123481] |
| 4. Jieqing Feng, Qisheng Zhong, Ting Zhou. (2022) Online Pressure Change Focusing-Supercritical Fluid Selective Extraction Chromatography for Analyzing Chiral Drugs in Microliter-Scale Plasma Samples. ANALYTICAL CHEMISTRY, [PMID:36356211] [10.1021/acs.analchem.2c03892] |
| 5. Shiqi Duan, Yan Jia, Zhihang Zhu, Lancheng Wang, Peng Xu, Youmei Wang, Bin Di, Chi Hu. (2022) Induction of CYP450 by illicit drugs: Studies using an in vitro 3D spheroidal model in comparison to animals. TOXICOLOGY LETTERS, [PMID:35914676] [10.1016/j.toxlet.2022.07.815] |
| 6. Xiaoke Zheng, Hanyu Yang, Lan Qin, Siqian Wang, Lei Xie, Lu Yang, Weimin Kong, Liang Zhu, Li Liu, Xiaodong Liu. (2021) Bile Duct Ligation Upregulates Expression and Function of L-Amino Acid Transporter 1 at Blood–Brain Barrier of Rats via Activation of Aryl Hydrocarbon Receptor by Bilirubin. Biomedicines, 9 (10): (1320). [PMID:34680437] [10.3390/biomedicines9101320] |
| 7. Yuanyuan Chai, Yunxia Xu, Ziyin Xia, Xin Huang, Luyong Zhang, Zhenzhou Jiang. (2021) Study on the effects of Zhuanggu Guanjie Pill, a modern Chinese medicine formula, on the activities and mRNA expression of seven CYP isozymes in rats. JOURNAL OF ETHNOPHARMACOLOGY, [PMID:34390794] [10.1016/j.jep.2021.114521] |
| 8. Lu Zhao, Jie Liu, Yunfeng Bai, Feng Feng, Xiaoming Yang. (2021) Exploration of carbon dots derived from epimedium towards detecting dopamine and hydrogen peroxide. COLLOIDS AND SURFACES A-PHYSICOCHEMICAL AND ENGINEERING ASPECTS, [PMID:] [10.1016/j.colsurfa.2021.127179] |
| 9. Liu Mingyang, Du Xuejun, Xu Ke, Yan Binwei, Fan Zaibi, Gao Zideng, Ren Xueqin. (2021) A cationic quantum dot-based ratiometric fluorescent probe to visually detect berberine hydrochloride in human blood serums. Journal of Analytical Science and Technology, 12 (1): (1-9). [PMID:] [10.1186/s40543-021-00261-x] |
| 10. Lu Wang, Yunfeng Chai, Wenquan Zhu, Yuanjiang Pan, Cuirong Sun, Su Zeng. (2017) Doubly charged trimeric cluster ions: effective in mutual chiral recognition of tadalafil and three proton pump inhibitors. ANALYST, 142 (5): (745-751). [PMID:28197557] [10.1039/C6AN02666D] |
| 11. Lifeng Niu, Lina Ding, Chunyun Lu, Feifei Zuo, Ke Yao, Shaobo Xu, Wen Li, Donghua Yang, Xia Xu. (2016) Flavokawain A inhibits Cytochrome P450 in in vitro metabolic and inhibitory investigations. JOURNAL OF ETHNOPHARMACOLOGY, [PMID:27318274] [10.1016/j.jep.2016.06.039] |
| 12. Lili Wu, Wanping Zhong, Junjin Liu, Weichao Han, Shilong Zhong, Qiang Wei, Shuwen Liu, Lan Tang. (2015) Human microsomal cyttrochrome P450-mediated reduction of oxysophocarpine, an active and highly toxic constituent derived from Sophora flavescens species, and its intestinal absorption and metabolism in rat. FITOTERAPIA, [PMID:26045316] [10.1016/j.fitote.2015.05.021] |
| 13. Han-Ming Cui, Qiu-Yan Zhang, Jia-Long Wang, Jian-Long Chen, Yu-Ling Zhang, Xiao-Lin Tong. (2014) In vitro studies of berberine metabolism and its effect of enzyme induction on HepG2 cells. JOURNAL OF ETHNOPHARMACOLOGY, [PMID:25456436] [10.1016/j.jep.2014.10.018] |
| 14. Gu Lina, Sun Ying, Bai Tingjie, Shao Sijie, Tang Shumin, Xue Panpan, Cai Wanlin, Qin Xian, Zeng Xuemei, Yan Shuangqian. (2025) Functional nanozyme system for synergistic tumor immunotherapy via cuproptosis and ferroptosis activation. JOURNAL OF NANOBIOTECHNOLOGY, 23 (1): (1-20). [PMID:40089774] [10.1186/s12951-025-03284-3] |
| 15. Zibo Xiong, Zhiwei Lai, Sanmu Li, Hua Zhang, Yongqiang Wang, Lishan Tan, Guang Yang, Zuying Xiong. (2025) Potential Kidney Risks Associated With Clinical Doses of Omeprazole: In Vivo and In Vitro Studies. CLINICAL AND EXPERIMENTAL PHARMACOLOGY AND PHYSIOLOGY, 52 (8): (e70050). [PMID:40623774] [10.1111/1440-1681.70050] |
| 16. Yanxia Liu, Wei Du, Xiuquan Yao, Chunlin Liu, Xiaofang Luo, Lei Guo, Chao Guo. (2023) Electrochemical and Theoretical Study of Corrosion Inhibition on X60 Steel in H2SO4 Solution by Omeprazole. International Journal of Electrochemical Science, [PMID:] [10.20964/2022.04.58] |
| 17. Yan Xu, Weitao Yang, Zhuoyao Wu, Hui Wang, Tianming Cui, Weiwei Zeng, Yanjing Yun, Bingbo Zhang. (2024) A Chromium-Based magnetic resonance probe for in situ gastric pH imaging. CHEMICAL ENGINEERING JOURNAL, [PMID:] [10.1016/j.cej.2024.154269] |
| 18. Xin Gao, Zouhua Xu, Qingxie Liu, Chenchen Yuan, Xiaowu Dong, Xiaolei Shi, Qingtian Zhu, Keyan Wu, Hongwei Xu, Jiajia Pan, Guotao Lu, Weiming Xiao, Shengfeng Wang, Yaodong Wang. (2025) Proton pump inhibitor use and pancreatic risk: evidence from the UK biobank participants and animal experiments. Frontiers in Pharmacology, [PMID:41132534] [10.3389/fphar.2025.1673200] |
| 19. Qian Huang, Yuqian Li, Zhiliang Gao, Yiming Shao. (2025) Integrative network toxicology and experimental validation reveal novel molecular mediators of omeprazole-induced nephrotoxicity. TOXICOLOGY AND APPLIED PHARMACOLOGY, [PMID:41265761] [10.1016/j.taap.2025.117649] |
| 20. Feifei Zhao, Yizhen Zhu, Lingxiang Mao, Honghao Huang, Wei Wei, Qiangcheng Deng, Youzhi Tang, Ning Han, Zhenling Zeng. (2025) Antimicrobial Activity, Preliminary Safety, and Pharmacokinetics Assessment of 2–3: A Pleuromutilin-Derived Compound. ACS Infectious Diseases, [PMID:41332299] [10.1021/acsinfecdis.5c00727] |
| 21. Xiaojing Wei, Binjing Zhao, Xinyi Jiang, Lunli Lan, Rui Wang, Yuanyuan Li. (2026) Vladimiria souliei alleviated ethanol induced gastric ulcer through inhibition of RIP1-RIP3-MLKL necrosome activation. FITOTERAPIA, [PMID:41565122] [10.1016/j.fitote.2026.107102] |
| 22. Hang Yin, Lei Zhu, Xiaoyu Wang, Zhen Wang, Hecheng Wang, Yong Liu. (2026) Sesamin exhibits potential food–drug interactions through the inhibition of cytochrome P450s and human UDP-glucuronosyltransferases in vitro. RSC Advances, 16 (14): (12570-12578). [PMID:] [10.1039/D6RA00237D] |
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