Determine the necessary mass, volume, or concentration for preparing a solution.
Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
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SKU | Size | Availability | Price | Qty |
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O118724-1g | 1g | In stock | $20.90 | |
O118724-5g | 5g | In stock | $78.90 | |
O118724-25g | 25g | Available within 8-12 weeks(?) Production requires sourcing of materials. We appreciate your patience and understanding. | $272.90 | |
O118724-100g | 100g | In stock | $981.90 |
Selective, irreversible H + /K + ATPase proton pump inhibitor
Synonyms | Omerprazole | Omizac | Omeprol | H-168/68 | Omepradex | Sanamidol | Ultop | Zefxon | Omeprazol | Omepral | 2-(((3,5-Dimethyl-4-methoxy-2-pyridyl)methyl)sulfinyl)-5-methoxy-1H-benzimidazole | Omegast | Omez | Paprazol | Prazolit | Ramezol | Regulacid | Ulc |
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Specifications & Purity | Moligand™, ≥98% |
Biochemical and Physiological Mechanisms | Binds covalently to proton pump; inhibits gastric secretion.Selective, irreversible H + /K + ATPase proton pump inhibitor (IC 50 = 5.2 µM). Inhibits gastric acid secretion. Inhibits cytochrome P450 mediated drug metabolism. Active in vitro and in vivo . C |
Storage Temp | Store at 2-8°C,Argon charged |
Shipped In | Wet ice |
Grade | Moligand™ |
Action Type | ACTIVATOR, INHIBITOR |
Mechanism of action | Inhibitor of ATP4A;Activator of ClC-2 |
Note | Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details. |
Product Description | 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. |
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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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IUPAC Name | 6-methoxy-2-[(4-methoxy-3,5-dimethylpyridin-2-yl)methylsulfinyl]-1H-benzimidazole |
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INCHI | 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) |
InChi Key | SUBDBMMJDZJVOS-UHFFFAOYSA-N |
Canonical SMILES | CC1=CN=C(C(=C1OC)C)CS(=O)C2=NC3=C(N2)C=C(C=C3)OC |
Isomeric SMILES | CC1=CN=C(C(=C1OC)C)CS(=O)C2=NC3=C(N2)C=C(C=C3)OC |
WGK Germany | 2 |
RTECS | DD9087000 |
PubChem CID | 4594 |
Molecular Weight | 345.42 |
Reaxy-Rn | 3628192 |
DrugBank Ligand | DB00338 |
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Wikipedia | Omeprazole |
CAS Registry No. | 73590-58-6 |
PubChem CID | 4594 |
ChEBI | CHEBI:7772 |
ChEMBL Ligand | CHEMBL1503 |
PEP | omeprazole |
Immunopaedia Search | omeprazole |
DrugCentral Ligand | 1990 |
Enter Lot Number to search for COA:
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 | 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 | 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 | 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 |
Solubility | Soluble in water (0.5 mg/ml), DMSO (25 mg/ml), and ethanol (4.5 mg/ml). |
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Sensitivity | air sensitive;light sensitive; heat sensitive |
Melt Point(°C) | 158-159°C |
Pictogram(s) | GHS07 |
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Signal | Warning |
Hazard Statements | H315:Causes skin irritation H319:Causes serious eye irritation H335:May cause respiratory irritation H412:Harmful to aquatic life with long lasting effects H302:Harmful if swallowed H317:May cause an allergic skin reaction H312:Harmful in contact with skin H332:Harmful if inhaled |
Precautionary Statements | P261:Avoid breathing dust/fume/gas/mist/vapors/spray. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present and easy to do - continue rinsing. P273:Avoid release to the environment. P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of water. P321:Specific treatment (see ... on this label). P405:Store locked up. P501:Dispose of contents/container to ... P264:Wash hands [and …] thoroughly after handling. P271:Use only outdoors or in a well-ventilated area. P270:Do not eat, drink or smoke when using this product. P304+P340:IF INHALED: Remove person to fresh air and keep comfortable for breathing. P403+P233:Store in a well-ventilated place. Keep container tightly closed. P272:Contaminated work clothing should not be allowed out of the workplace. P333+P313:IF SKIN irritation or rash occurs: Get medical advice/attention. P362+P364:Take off contaminated clothing and wash it before reuse. P330:Rinse mouth. P264+P265:Wash hands [and …] thoroughly after handling. Do not touch eyes. P301+P317:IF SWALLOWED: Get medical help. P317:Get emergency medical help. P337+P317:If eye irritation persists: Get medical help. P332+P317:If skin irritation occurs: Get medical help. P319:Get medical help if you feel unwell. |
WGK Germany | 2 |
RTECS | DD9087000 |
Reaxy-Rn | 3628192 |
Merck Index | 6845 |
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, 245 (125556). [PMID:37364804] |
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, 741 (109617). [PMID:37121295] |
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, 232 (123481). [PMID:36731690] |
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, 94 (46): (16222–16230). [PMID:36356211] |
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, 367 (88). [PMID:35914676] |
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] |
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, 281 (114521). [PMID:34390794] |
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, 627 (127179). [PMID:] |
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. 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] |
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, 191 (350). [PMID:27318274] |
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, 105 (26). [PMID:26045316] |
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, 158 (388). [PMID:25456436] |
1. Adelstein GW, Yen CH, Haack RA, Yu S, Gullikson G, Price DV, Anglin C, Decktor DL, Tsai H, Keith RH. (1988) Substituted 2-[(2-benzimidazolylsulfinyl)methyl]anilines as potential inhibitors of H+/K+ ATPase.. J Med Chem, 31 (6): (1215-20). [PMID:2836591] |
2. Sanfilippo PJ, Urbanski M, Press JB, Hajos ZG, Shriver DA, Scott CK. (1988) Synthesis of (aryloxy)alkylamines. 1. Novel antisecretory agents with H+K+-ATPase inhibitory activity.. J Med Chem, 31 (9): (1778-85). [PMID:2842503] |
3. 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, 245 (125556). [PMID:37364804] |
4. 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, 741 (109617). [PMID:37121295] |
5. 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, 232 (123481). [PMID:36731690] |
6. 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, 94 (46): (16222–16230). [PMID:36356211] |
7. 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, 367 (88). [PMID:35914676] |
8. 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] |
9. 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, 281 (114521). [PMID:34390794] |
10. 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, 627 (127179). [PMID:] |
11. 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:] |
12. 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] |
13. 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, 191 (350). [PMID:27318274] |
14. 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, 105 (26). [PMID:26045316] |
15. 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, 158 (388). [PMID:25456436] |