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Details

Stereochemistry ABSOLUTE
Molecular Formula C23H24O6
Molecular Weight 396.4331
Optical Activity UNSPECIFIED
Defined Stereocenters 5 / 5
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of YM-543 FREE ACID

SMILES

OC[C@H]1O[C@H]([C@H](O)[C@@H](O)[C@@H]1O)C2=CC(CC3=CC4=CC=CC=CC4=C3)=CC=C2O

InChI

InChIKey=AGJJCLBOHJQGFA-ZQGJOIPISA-N
InChI=1S/C23H24O6/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/h1-7,9-11,19-28H,8,12H2/t19-,20-,21+,22-,23+/m1/s1

HIDE SMILES / InChI

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.

Approval Year

PubMed

PubMed

TitleDatePubMed
Pharmacological Characterization of YM543, a Newly Synthesized, Orally Active SGLT2 Selective Inhibitor.
2013 Aug
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 Jul 1

Sample Use Guides

Unknown
Route of Administration: Oral
Substance Class Chemical
Created
by admin
on Sat Dec 16 11:53:18 GMT 2023
Edited
by admin
on Sat Dec 16 11:53:18 GMT 2023
Record UNII
00X1DX441H
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
YM-543 FREE ACID
Common Name English
D-GLUCITOL, 1,5-ANHYDRO-1-C-(5-(2-AZULENYLMETHYL)-2-HYDROXYPHENYL)-, (1S)-
Systematic Name English
Code System Code Type Description
PUBCHEM
11560307
Created by admin on Sat Dec 16 11:53:18 GMT 2023 , Edited by admin on Sat Dec 16 11:53:18 GMT 2023
PRIMARY
FDA UNII
00X1DX441H
Created by admin on Sat Dec 16 11:53:18 GMT 2023 , Edited by admin on Sat Dec 16 11:53:18 GMT 2023
PRIMARY
CAS
655237-16-4
Created by admin on Sat Dec 16 11:53:18 GMT 2023 , Edited by admin on Sat Dec 16 11:53:18 GMT 2023
PRIMARY
Related Record Type Details
SALT/SOLVATE -> PARENT
TARGET -> INHIBITOR
COMPETITIVE INHIBITOR
Related Record Type Details
ACTIVE MOIETY