OMEPRAZOLE SULFONE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C17H19N3O4S
Molecular Weight	361.415
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

COC1=CC=C2NC(=NC2=C1)S(=O)(=O)CC3=NC=C(C)C(OC)=C3C

InChI

InChIKey=IXEQEYRTSRFZEO-UHFFFAOYSA-N

InChI=1S/C17H19N3O4S/c1-10-8-18-15(11(2)16(10)24-4)9-25(21,22)17-19-13-6-5-12(23-3)7-14(13)20-17/h5-8H,9H2,1-4H3,(H,19,20)

HIDE SMILES / InChI

Molecular Formula	C17H19N3O4S
Molecular Weight	361.415
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/23620487

Omeprazole sulfone is the major metabolite of the omeprazole, gastric proton pump inhibitor. Metabolite is formed by the sulfoxidation of the omeprazole under the action of cytochrome P450 (CYP)3A4. Omeprazole sulfone is found in plasma and shows elimination rate–limited kinetics in vivo. Omeprazole sulfone has been shown to act as a reversible direct-acting and metabolism-dependent inhibitor of CYP2C19.

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Cytochrome P450 2C19 51 Target ID: CHEMBL3622 Sources: https://www.ncbi.nlm.nih.gov/pubmed/23620487	Inhibitor 8297		5.7 µM [Ki]

Conditions

Condition	Modality	Targets	Highest Phase	Product
Unknown 2578

PubMed

Title	Date	PubMed
Omeprazole and lansoprazole are mixed inducers of CYP1A and CYP3A in human hepatocytes in primary culture.	1994 Apr	8169844

Patents

Sample Use Guides

In Vivo Use Guide

Unknown

Route of Administration: Unknown

In Vitro Use Guide

Unknown

Substance Class	Chemical Created by `admin` on `Fri Dec 15 19:39:26 UTC 2023` Edited by `admin` on `Fri Dec 15 19:39:26 UTC 2023`
Record UNII	76X040Z74O
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

OMEPRAZOLE SULFONE

Common Name

English

OMEPRAZOLE MAGNESIUM IMPURITY D [EP IMPURITY]

Common Name

English

5-METHOXY-2-(((4-METHOXY-3,5-DIMETHYLPYRIDIN-2-YL)METHYL)SULFONYL)-1H-BENZIMIDAZOLE

Systematic Name

English

OMEPRAZOLE RELATED COMPOUND A [USP-RS]

Common Name

English

OMEPRAZOLE IMPURITY D [EP IMPURITY]

Common Name

English

OMEPRAZOLE RELATED COMPOUND A

Common Name

English

OMEPRAZOLE RELATED COMPOUND A [USP IMPURITY]

Common Name

English

Code System Code Type Description

CAS

88546-55-8