8,9-anhydroerythromycin A 6,9-hemiketal: a motilin agonist
ID Source | ID |
---|---|
PubMed CID | 83954 |
CHEMBL ID | 300004 |
CHEBI ID | 184048 |
SCHEMBL ID | 12101978 |
MeSH ID | M0246977 |
Synonym |
---|
33396-29-1 |
(1r,2r,3s,4s,5r,8r,9s,10r,11r)-2-[(2s,3r,4s,6r)-4-dimethylamino-3-hydroxy-6-methyloxan-2-yl]oxy-8-ethyl-9,10-dihydroxy-4-[(2r,4r,5s,6s)-5-hydroxy-4-methoxy-4,6-dimethyloxan-2-yl]oxy-1,3,5,9,11,13-hexamethyl-7,15-dioxabicyclo[10.2.1]pentadec-12-en-6-one |
me-4 |
em-a enolether |
gtpl1448 |
em-201 |
CHEMBL300004 |
(2r,3r,4s,5r,8r,9s,10s,11r,12s)-5-ethyl-11-[(2s,3r,4s,6r)-4-[ethyl(methyl)amino]-3-hydroxy-6-methyloxan-2-yl]oxy-3,4-dihydroxy-9-[(2r,4r,5s,6s)-5-hydroxy-4-methoxy-4,6-dimethyloxan-2-yl]oxy-2,4,8,10,12,14-hexamethyl-6,15-dioxabicyclo[10.2.1]pentadec-1(14) |
erythromycin a enol ether |
CHEBI:184048 |
(2r,3r,4s,5r,8r,9s,10s,11r,12r)-11-[(2s,3r,4s,6r)-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy-5-ethyl-3,4-dihydroxy-9-[(2r,4r,5s,6s)-5-hydroxy-4-methoxy-4,6-dimethyloxan-2-yl]oxy-2,4,8,10,12,14-hexamethyl-6,15-dioxabicyclo[10.2.1]pentadec-1(14)-en-7 |
unii-32b40i7v7b |
brl 46357er |
em 201 |
erythromycin enol ether |
8,9-anhydroerythromycin a 6,9-hemiketal |
me 4 |
32b40i7v7b , |
erythromycin-a enol ether |
cas_33396-29-1 |
erythromycin a 6,9-enolether |
bdbm85846 |
em523 |
me523 |
(2r,3r,4s,5r,8r,9s,10s,11r,12r)-9-((2,6-dideoxy-3-c-methyl-3-o-methyl-.alpha.-l-ribo-hexopyranosyl)oxy)-5-ethyl-3,4-dihydroxy-2,4,8,10,12,14-hexamethyl-11-((3,4,6-trideoxy-3-(dimethylamino)-.beta.-d-xylo-hexopyranosyl)oxy)-6,15-dioxabicyclo(10.2.1)pentade |
erythromycin estolate impurity e [ep impurity] |
erythromycin stearate impurity e [ep impurity] |
erythromycin ethylsuccinate impurity e [ep impurity] |
erythromycin impurity e [ep impurity] |
brl-46357er |
erythromycin lactobionate impurity e [ep impurity] |
SCHEMBL12101978 |
JFVYXJKGJMUGRG-KJPZRSJGSA-N |
em201 |
Q27083849 |
HY-122207 |
CS-0082649 |
AKOS040744877 |
Excerpt | Reference | Relevance |
---|---|---|
" ABT-229 was > 300,000 times more potent than erythromycin in vitro and had 39% oral bioavailability in dog compared to its 4",12-dihydroxy congener (EM-523), which was only 400 times more potent than erythromycin and had relatively low (1." | ( Synthesis of 4"-deoxy motilides: identification of a potent and orally active prokinetic drug candidate. Edwards, CM; Faghih, R; Freiberg, L; Klein, LL; Lartey, PA; Marsh, K; Nellans, HN; Petersen, A; Plattner, JJ; Quigley, S, 1995) | 0.29 |
Class | Description |
---|---|
aminoglycoside | |
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res] |
Assay ID | Title | Year | Journal | Article |
---|---|---|---|---|
AID58287 | Evaluated for gastrointestinal motor stimulating (GMS) activity in dog estimated in vivo by 2 x 2 points parallel line assay. Activity of EM-A was assumed to be 1 | 1987 | Journal of medicinal chemistry, Nov, Volume: 30, Issue:11 | Macrolides with gastrointestinal motor stimulating activity. |
AID167709 | The compound was tested in vitro for prokinetic activity as smooth muscle contractility in isolated rabbit duodenum | 1995 | Journal of medicinal chemistry, May-12, Volume: 38, Issue:10 | Synthesis of 4"-deoxy motilides: identification of a potent and orally active prokinetic drug candidate. |
AID69621 | Antibacterial activity against Escherichia coli NIHJ | 1987 | Journal of medicinal chemistry, Nov, Volume: 30, Issue:11 | Macrolides with gastrointestinal motor stimulating activity. |
AID234709 | Activity relative to erythromycin A | 1995 | Journal of medicinal chemistry, May-12, Volume: 38, Issue:10 | Synthesis of 4"-deoxy motilides: identification of a potent and orally active prokinetic drug candidate. |
AID40647 | Antibacterial activity against Bacillus subtilis ATCC 6633 | 1987 | Journal of medicinal chemistry, Nov, Volume: 30, Issue:11 | Macrolides with gastrointestinal motor stimulating activity. |
AID206875 | Antibacterial activity against Staphylococcus aureus ATCC 6538P | 1987 | Journal of medicinal chemistry, Nov, Volume: 30, Issue:11 | Macrolides with gastrointestinal motor stimulating activity. |
AID40211 | Antibacterial activity against Bacillus cereus IFO 3001 | 1987 | Journal of medicinal chemistry, Nov, Volume: 30, Issue:11 | Macrolides with gastrointestinal motor stimulating activity. |
AID95914 | Antibacterial activity against Klebsiella pneumoniae ATCC 10031 | 1987 | Journal of medicinal chemistry, Nov, Volume: 30, Issue:11 | Macrolides with gastrointestinal motor stimulating activity. |
AID1346284 | Human motilin receptor (Motilin receptor) | 2005 | The Journal of pharmacology and experimental therapeutics, Jun, Volume: 313, Issue:3 | Desensitization of the human motilin receptor by motilides. |
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023] |
Timeframe | Studies, This Drug (%) | All Drugs % |
---|---|---|
pre-1990 | 1 (9.09) | 18.7374 |
1990's | 3 (27.27) | 18.2507 |
2000's | 6 (54.55) | 29.6817 |
2010's | 1 (9.09) | 24.3611 |
2020's | 0 (0.00) | 2.80 |
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] |
According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be strong demand-to-supply ratio for research on this compound.
| This Compound (37.47) All Compounds (24.57) |
Publication Type | This drug (%) | All Drugs (%) |
---|---|---|
Trials | 0 (0.00%) | 5.53% |
Reviews | 0 (0.00%) | 6.00% |
Case Studies | 0 (0.00%) | 4.05% |
Observational | 0 (0.00%) | 0.25% |
Other | 11 (100.00%) | 84.16% |
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] |