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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 of OMEPRAZOLE SULFONE

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

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

Targets

Primary TargetPharmacologyConditionPotency
5.7 µM [Ki]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
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 GMT 2023
Edited
by admin
on Fri Dec 15 19:39:26 GMT 2023
Record UNII
76X040Z74O
Record Status Validated (UNII)
Record Version
  • Download
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
USP   USP-RS  
Common Name English
OMEPRAZOLE RELATED COMPOUND A [USP IMPURITY]
Common Name English
Code System Code Type Description
CAS
88546-55-8
Created by admin on Fri Dec 15 19:39:27 GMT 2023 , Edited by admin on Fri Dec 15 19:39:27 GMT 2023
PRIMARY
EPA CompTox
DTXSID40237116
Created by admin on Fri Dec 15 19:39:27 GMT 2023 , Edited by admin on Fri Dec 15 19:39:27 GMT 2023
PRIMARY
RS_ITEM_NUM
1478516
Created by admin on Fri Dec 15 19:39:27 GMT 2023 , Edited by admin on Fri Dec 15 19:39:27 GMT 2023
PRIMARY
PUBCHEM
145900
Created by admin on Fri Dec 15 19:39:27 GMT 2023 , Edited by admin on Fri Dec 15 19:39:27 GMT 2023
PRIMARY
FDA UNII
76X040Z74O
Created by admin on Fri Dec 15 19:39:27 GMT 2023 , Edited by admin on Fri Dec 15 19:39:27 GMT 2023
PRIMARY
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CHROMATOGRAPHIC PURITY (HPLC/UV)
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