Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C23H23O6.C5H14NO |
| Molecular Weight | 499.5959 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 5 / 6 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
C[N+](C)(C)CCO.OC[C@H]1O[C@H]([C@H](O)[C@@H](O)[C@@H]1O)C2=C([O-])C=CC(CC3=CC4=CC=CC=CC4=C3)=C2
InChI
InChIKey=UKOOBSDARBTSHN-NGOMLPPMSA-M
InChI=1S/C23H24O6.C5H14NO/c24-12-19-20(26)21(27)22(28)23(29-19)17-11-13(6-7-18(17)25)8-14-9-15-4-2-1-3-5-16(15)10-14;1-6(2,3)4-5-7/h1-7,9-11,19-28H,8,12H2;7H,4-5H2,1-3H3/q;+1/p-1/t19-,20-,21+,22-,23+;/m1./s1
| Molecular Formula | C5H13NO |
| Molecular Weight | 103.1628 |
| Charge | 0 |
| Count |
|
| Stereochemistry | RACEMIC |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 1 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
| Molecular Formula | C23H24O6 |
| Molecular Weight | 396.4331 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 5 / 5 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
ASP-543 (also known as YM-543), a selective inhibitor of the sodium-glucose cotransporter 2. This protein is specifically expressed in the kidney that plays an important role in renal glucose reabsorption, and its inhibition may present a novel therapeutic strategy for treating diabetes. ASP-543 participated in phase II clinical trials in Europe and in the USA for the treatment of Type 2 diabetes mellitus but these studies were discontinued.
Originator
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Evaluation of the Utility of Chimeric Mice with Humanized Livers for the Characterization and Profiling of the Metabolites of a Selective Inhibitor (YM543) of the Sodium-Glucose Cotransporter 2. | 2017-04 |
|
| Pharmacological Characterization of YM543, a Newly Synthesized, Orally Active SGLT2 Selective Inhibitor. | 2013-08 |
|
| Synthesis and biological evaluation of C-glucosides with azulene rings as selective SGLT2 inhibitors for the treatment of type 2 diabetes mellitus: discovery of YM543. | 2013-07-01 |
| Substance Class |
Chemical
Created
by
admin
on
Edited
Tue Apr 01 16:39:46 GMT 2025
by
admin
on
Tue Apr 01 16:39:46 GMT 2025
|
| Record UNII |
KA83KI0EO9
|
| Record Status |
Validated (UNII)
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| Record Version |
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-
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Common Name | English | ||
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Preferred Name | English | ||
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Systematic Name | English |
| Code System | Code | Type | Description | ||
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11998655
Created by
admin on Tue Apr 01 16:39:46 GMT 2025 , Edited by admin on Tue Apr 01 16:39:46 GMT 2025
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1610007-47-0
Created by
admin on Tue Apr 01 16:39:46 GMT 2025 , Edited by admin on Tue Apr 01 16:39:46 GMT 2025
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KA83KI0EO9
Created by
admin on Tue Apr 01 16:39:46 GMT 2025 , Edited by admin on Tue Apr 01 16:39:46 GMT 2025
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PRIMARY |
| Related Record | Type | Details | ||
|---|---|---|---|---|
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PARENT -> SALT/SOLVATE |
| Related Record | Type | Details | ||
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ACTIVE MOIETY |