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Details

Stereochemistry ABSOLUTE
Molecular Formula C44H60FN3O10.H2O
Molecular Weight 827.975
Optical Activity UNSPECIFIED
Defined Stereocenters 7 / 7
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of Canosimibe monohydrate

SMILES

O.COC1=CC=C(C=C1)[C@@H]2[C@@H](CC[C@H](O)C3=CC=C(F)C=C3)C(=O)N2C4=CC=C(CNC(=O)CCCCCCCCCCC(=O)NC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO)C=C4

InChI

InChIKey=JEXPSLMKZGKTRB-WQJVVCBDSA-N
InChI=1S/C44H60FN3O10.H2O/c1-58-34-22-16-31(17-23-34)41-35(24-25-36(50)30-14-18-32(45)19-15-30)44(57)48(41)33-20-12-29(13-21-33)26-46-39(53)10-8-6-4-2-3-5-7-9-11-40(54)47-27-37(51)42(55)43(56)38(52)28-49;/h12-23,35-38,41-43,49-52,55-56H,2-11,24-28H2,1H3,(H,46,53)(H,47,54);1H2/t35-,36+,37+,38-,41-,42-,43-;/m1./s1

HIDE SMILES / InChI

Molecular Formula C44H60FN3O10
Molecular Weight 809.9597
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 7 / 7
E/Z Centers 0
Optical Activity UNSPECIFIED

Molecular Formula H2O
Molecular Weight 18.0153
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Canosimibe is diphenyl azetidinone patented by German pharmaceutical company Aventis Pharma Deutschland GmbH as hypolipidemic agent. Canosimibe acts as pre-systemic inhibition of intestinal cholesterol absorption. Unfortunately, during phase II clinical trials Canosimibe failed to demonstrate efficacy in in patients with primary severe hypercholesterolemia.

Approval Year

Patents

Patents

Sample Use Guides

50 mg/day
Route of Administration: Oral
Substance Class Chemical
Created
by admin
on Wed Apr 02 19:40:00 GMT 2025
Edited
by admin
on Wed Apr 02 19:40:00 GMT 2025
Record UNII
E82K2PRL5G
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
Canosimibe monohydrate
Common Name English
AVE5530 FREE ACID MONOHYDRATE
Preferred Name English
1-Deoxy-1-[[12-[[[4-[(2S,3R)-3-[(3S)-3-(4-fluorophenyl)-3-hydroxypropyl]-2-(4-methoxyphenyl)-4-oxo-1-azetidinyl]phenyl]methyl]amino]-1,12-dioxododecyl]amino]-D-glucitol, monohydrate
Systematic Name English
AVE-5530 FREE ACID MONOHYDRATE
Common Name English
Code System Code Type Description
PUBCHEM
171390178
Created by admin on Wed Apr 02 19:40:00 GMT 2025 , Edited by admin on Wed Apr 02 19:40:00 GMT 2025
PRIMARY
FDA UNII
E82K2PRL5G
Created by admin on Wed Apr 02 19:40:00 GMT 2025 , Edited by admin on Wed Apr 02 19:40:00 GMT 2025
PRIMARY
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ACTIVE MOIETY