Molecular structure of Omeprazole, CAS Number: 73590-58-6
Omeprazole (CAS 73590-58-6)
See product citations (4)
Alternate Names:
Losec; Omesec; Prilosec
Application:
Omeprazole is a selective proton pump and CYP inhibitor
CAS Number:
73590-58-6
Purity:
≥99%
Molecular Weight:
345.42
Molecular Formula:
C17H19N3O3S
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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SDS & Certificate of Analysis
Omeprazole is a cell-permeable, selective proton pump inhibitor. Behaves as a prodrug by undergoing an acid-catalyzed rearrangement to a thiol-reactive cationic sulfenamide that inhibits (H+-K+)-ATPase in the gastric milieu. Omeprazole also acts as an aryl hydrocarbon-like inducer of cytochrome P450 secretion in human liver.
Omeprazole (CAS 73590-58-6) References
- Comparison of covalent with reversible inhibitor binding sites of the gastric H,K-ATPase by site-directed mutagenesis. | Lambrecht, N., et al. 2000. J Biol Chem. 275: 4041-8. PMID: 10660561
- Omeprazole is an aryl hydrocarbon-like inducer of human hepatic cytochrome P450. | Diaz, D., et al. 1990. Gastroenterology. 99: 737-47. PMID: 2136526
- Effects of intravenously administered esomeprazole sodium on gastric juice pH in adult female horses. | Videla, R., et al. 2011. J Vet Intern Med. 25: 558-62. PMID: 21457324
- COX-2 mRNA is increased in oesophageal mucosal cells by a proton pump inhibitor. | Mayne, GC., et al. 2012. ANZ J Surg. 82: 691-6. PMID: 22758658
- The inhibition of monoamine oxidase by esomeprazole. | Petzer, A., et al. 2013. Drug Res (Stuttg). 63: 462-7. PMID: 23677700
- Esomeprazole immediate release tablets: Gastric mucosa ex vivo permeation, absorption and antisecretory activity in conscious rats. | Benetti, C., et al. 2016. J Control Release. 239: 203-10. PMID: 27574989
- Proton pump inhibitors versus Cryptococcus species: effects on in vitro susceptibility and melanin production. | Brilhante, RS., et al. 2019. Future Microbiol. 14: 489-497. PMID: 31033338
- A population PK-PD model of YH4808, a novel P-CAB, and intragastric pH that incorporated negative feedback by increased intragastric pH onto the systemic exposure to YH4808. | Chung, TK., et al. 2022. CPT Pharmacometrics Syst Pharmacol. 11: 1223-1233. PMID: 35748058
- Combination of esomeprazole and pirfenidone enhances antifibrotic efficacy in vitro and in a mouse model of TGFβ-induced lung fibrosis. | Ebrahimpour, A., et al. 2022. Sci Rep. 12: 20668. PMID: 36450789
- Esomeprazole induces structural changes and apoptosis and alters function of in vitro canine neoplastic mast cells. | Gould, EN., et al. 2023. Vet Immunol Immunopathol. 256: 110539. PMID: 36592548
- Substituted benzimidazoles inhibit gastric acid secretion by blocking (H+ + K+)ATPase. | Fellenius, E., et al. 1981. Nature. 290: 159-61. PMID: 6259537
- The pharmacology of the gastric acid pump: the H+,K+ ATPase. | Sachs, G., et al. 1995. Annu Rev Pharmacol Toxicol. 35: 277-305. PMID: 7598495
- Sites of reaction of the gastric H,K-ATPase with extracytoplasmic thiol reagents. | Besancon, M., et al. 1997. J Biol Chem. 272: 22438-46. PMID: 9278394
Inhibitor of:
1700055N04Rik, ACOXL, Actin related protein 2/3 (ARP2/3), ACY1L2, AE3, Ajuba, AKR1CL2, Aldehyde Dehydrogenase, ALDH1A7, ALDH3B1, ALDH3B2, ALDH5A1, ALDH8A1, ALDH9A1, ASC2, ATP13A3, ATP4A, ATP6V0E1, ATP6V0E2, ATP8B1, ATP9A, BOCT, BPIL1, C20orf54, Calgizzarin, Calgranulin C, CapZ-β, CAT-4, Ces1g, Ces6, CES7, CIDE-A, CLCA3_Clac3, cornifelin, CTRL, CYP2A13, CYP2B1, CYP2C19, Cyp2c55, Cyp2c68, CYP2C9, CYP2S1, CYP3A4, Cyp3a41b, Cyp4f13, CyPA, D16H22S680E, DHDDS, DHDH, DHRS11, DHRS4L2, DMWD, Doc 4, Dokl, E030010A14Rik, EG435376, EG668210, Elmo3, ENGase, ES, FIZ1, Gastrin, Gastrokine 1, Gastrokine 3, GIF, Gm11062, Gm13718, GROβ, H+/K+ ATPase β, H2-Q1, H2-T10, H2-T9, HDC, HIAT1, Histamine, HRASLS, KA2, Lipophilin A, LOC729083, LPLUNC3, LYZL1, Mdr-2, MOXD1, MRS2L, MtRPOL, NAT-2, NHE-11, NHE-9, NIPA1, Norpeg, NPW, Olfr1104, Olfr251, Olfr825, Olfr948, Olfr952, Olfr954, Olfr959, Olfr961, Olr1514, Olr1590, Olr208, Olr222, Olr245, Olr257, Olr27, Olr808, OMG, OPLAH, OR10H5, OR2T3, OTOP2, p22HBP, PAT2, Pepsin A, Pepsin A3, Pepsin A4, Pepsin C, Pepsinogen A, PEPT1, PHAX, PhyA, PHYHD1, PIMT, PRAT4B_Cnpy4, RDH13, RDH14, RPUSD2, SCCPDH, secretin, SIMP, SLC22A14, SLC22A23, SLC37A3, SLC41A2, SLC7A6OS, Sm E, SMCP, SPCA2, ST8Sia V, SUDD, T2R8, TCIRG1, THEM92, TMEM118, TMEM151B, TMEM215, TMEM37, TMEM9, Tom1L-1, tPA, Transcobalamin I, UGT2B7, V-ATPase A2, V-ATPase C2, V-ATPase D, V-ATPase D2, V-ATPase E, V-ATPase G1, V1rc3132, VacA, Vacuolar ATPase (V-ATPase; ATP6), VAT1L, VMA21, Vmn2r123, Vmn2r67, YadA, and ZADH2.Activator of:
ABCD4, AE2, Ah Receptor, ALDH1A1, Arnt 2, ATP6F, CA VI, CagA, CapZIP, CAR, CCK, Ces1g, CES2, CES4, CES7, CHPPR, CLC-7, CLIC6, COX14, CYP17A1, CYP1A1, CYP1A2, CYP20A1, CYP2A22, CYP2A5, CYP2A6, CYP2B10, CYP2B13, CYP2B19, CYP2B23, CYP2B6, CYP2C18, Cyp2c44, Cyp2c54, CYP2D11, CYP2D12, CYP2F1, CYP2F2, CYP2J2, CYP2J6, CYP2U1, CYP2W1, CYP39A1, Cyp3a13, Cyp3a16, Cyp3a18, CYP3A4, Cyp3a41a, Cyp3a44, CYP3A5, Cyp3a57, CYP3A7-CYP3AP1, CYP4F11, CYP4F12, CYP4F8, CYP4V2, CYP4X1, CYP4Z1, EG226601, EG226604, EG435376, FMO1, FMO2, Gastrokine 2, MATE2, MB67_CAR1/2, mEH, MFSD5, motilin, OATP-A, OATP-C, OATP-H, OATP16, OATP8, ORCTL2, OTOP3, PCB, PGP, PLRP3, SerpinA3b, SLC22A24, SLC25A21, SLC43A2, Slco6c1, Slco6d1, SULT4A1, TMEM68, UGT1A3, UGT1A6A, UGT1A6B, UGT2A2, UGT2B10, UGT2B15, UGT2B17, UGT2B28, UGT2B4, UGT3A1, V-ATPase G2, VacA, VACVase, and XAP2.Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
Omeprazole, 50 mg | sc-202265 | 50 mg | $67.00 |