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Details

Stereochemistry ABSOLUTE
Molecular Formula C40H69NO12
Molecular Weight 755.9754
Optical Activity UNSPECIFIED
Defined Stereocenters 16 / 16
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of MITEMCINAL

SMILES

[H][C@@]2(O[C@H]1C[C@@](C)(OC)[C@@H](O)[C@H](C)O1)[C@@H](C)C(=O)O[C@H](CC)[C@@](C)(OC)C(=O)[C@@H](C)C3=C(C)C[C@@](C)(O3)[C@]([H])(O[C@@H]4O[C@H](C)C[C@@H]([C@H]4O)N(C)C(C)C)[C@H]2C

InChI

InChIKey=BELMMAAWNYFCGF-PZXAHSFZSA-N
InChI=1S/C40H69NO12/c1-16-28-40(12,47-15)33(43)23(6)31-21(4)18-39(11,53-31)35(52-37-30(42)27(17-22(5)48-37)41(13)20(2)3)24(7)32(25(8)36(45)50-28)51-29-19-38(10,46-14)34(44)26(9)49-29/h20,22-30,32,34-35,37,42,44H,16-19H2,1-15H3/t22-,23+,24+,25-,26+,27+,28-,29+,30-,32+,34+,35-,37+,38-,39-,40-/m1/s1

HIDE SMILES / InChI
Mitemcinal (GM-611), an erythromycin-derived prokinetic agent, was developed by Chuga as an agonist of the motilin receptor. Mitemcinal acts by a novel mechanism whereby it stimulates and promotes peristalsis in the stomach and other segments of the gastrointestinal tract. This drug was studied as a potential treatment for gastric motility disorder, as well as reflux esophagitis, non-ulcer dyspepsia, and diabetic gastroparesis. Mitemcinal was involved in phase II clinical trials in Patients with diabetic gastroparesis. Although gastroparetic symptoms improved with both mitemcinal and placebo, the prominent placebo effect was not statistically exceeded by mitemcinal. That is why the development of this drug has stalled. In addition, mitemcinal has been studied in phase II for the treatment of irritable bowel syndrome, but this study was also discontinued.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: O43193
Gene ID: 2862.0
Gene Symbol: MLNR
Target Organism: Homo sapiens (Human)
PubMed

PubMed

TitleDatePubMed
Hemodynamic and electrophysiological effects of mitemcinal (GM-611), a novel prokinetic agent derived from erythromycin in a halothane-anesthetized canine model.
2007 Aug
Preclinical electrophysiology assays of mitemcinal (GM-611), a novel prokinetic agent derived from erythromycin.
2007 Aug
Clinical trial: effect of mitemcinal (a motilin agonist) on gastric emptying in patients with gastroparesis - a randomized, multicentre, placebo-controlled study.
2007 Oct 15
Phase II drugs under clinical investigation for the treatment of chronic constipation.
2014 Nov
Patents

Patents

Sample Use Guides

12 weeks of treatment with oral tablets given twice a day of GM-611 (Mitemcinal) 5mg, 10mg
Route of Administration: Oral
Name Type Language
MITEMCINAL
INN   WHO-DD  
INN  
Official Name English
8,9-DIDEHYDRO-N-DEMETHYL-9-DEOXO-6,11-DIDEOXY-6,9-EPOXY-N-ISOPROPYL-12-O-METHYL-11-OXOERYTHROMYCIN
Common Name English
mitemcinal [INN]
Common Name English
Mitemcinal [WHO-DD]
Common Name English
ERYTHROMYCIN, 8,9-DIDEHYDRO-N-DEMETHYL-9-DEOXO-6,11-DIDEOXY-6,9-EPOXY-12-O-METHYL N-(1-METHYLETHYL)-11-OXO-
Common Name English
Code System Code Type Description
WIKIPEDIA
MITEMCINAL
Created by admin on Sat Dec 16 17:19:27 GMT 2023 , Edited by admin on Sat Dec 16 17:19:27 GMT 2023
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EPA CompTox
DTXSID00870028
Created by admin on Sat Dec 16 17:19:27 GMT 2023 , Edited by admin on Sat Dec 16 17:19:27 GMT 2023
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ChEMBL
CHEMBL2110756
Created by admin on Sat Dec 16 17:19:27 GMT 2023 , Edited by admin on Sat Dec 16 17:19:27 GMT 2023
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SMS_ID
300000037001
Created by admin on Sat Dec 16 17:19:27 GMT 2023 , Edited by admin on Sat Dec 16 17:19:27 GMT 2023
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PUBCHEM
6918267
Created by admin on Sat Dec 16 17:19:27 GMT 2023 , Edited by admin on Sat Dec 16 17:19:27 GMT 2023
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DRUG BANK
DB06587
Created by admin on Sat Dec 16 17:19:27 GMT 2023 , Edited by admin on Sat Dec 16 17:19:27 GMT 2023
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NCI_THESAURUS
C166967
Created by admin on Sat Dec 16 17:19:27 GMT 2023 , Edited by admin on Sat Dec 16 17:19:27 GMT 2023
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INN
8171
Created by admin on Sat Dec 16 17:19:27 GMT 2023 , Edited by admin on Sat Dec 16 17:19:27 GMT 2023
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FDA UNII
6X5NRJ664L
Created by admin on Sat Dec 16 17:19:27 GMT 2023 , Edited by admin on Sat Dec 16 17:19:27 GMT 2023
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MESH
C103741
Created by admin on Sat Dec 16 17:19:27 GMT 2023 , Edited by admin on Sat Dec 16 17:19:27 GMT 2023
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CAS
154738-42-8
Created by admin on Sat Dec 16 17:19:27 GMT 2023 , Edited by admin on Sat Dec 16 17:19:27 GMT 2023
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