Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C21H34O5 |
Molecular Weight | 366.4917 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 4 / 4 |
E/Z Centers | 2 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CCCCC[C@@](C)(O)\C=C\[C@H]1[C@H](O)CC(=O)[C@@H]1C\C=C/CCCC(O)=O
InChI
InChIKey=XSGQFHNPNWBVPT-VFXMVCAWSA-N
InChI=1S/C21H34O5/c1-3-4-9-13-21(2,26)14-12-17-16(18(22)15-19(17)23)10-7-5-6-8-11-20(24)25/h5,7,12,14,16-17,19,23,26H,3-4,6,8-11,13,15H2,1-2H3,(H,24,25)/b7-5-,14-12+/t16-,17-,19-,21-/m1/s1
Molecular Formula | C21H34O5 |
Molecular Weight | 366.4917 |
Charge | 0 |
Count |
|
Stereochemistry | ABSOLUTE |
Additional Stereochemistry | No |
Defined Stereocenters | 4 / 4 |
E/Z Centers | 2 |
Optical Activity | UNSPECIFIED |
Arbaprostil (15(R)-15-methylprostaglandin E2) is a prodrug, which is activated by epimerization to form the active S-epimer. It was shown, that arbaprostil markedly accelerated the healing rate of active duodenal ulcers, due to inhibition of acid secretion as well as gastric cytoprotection.
Originator
Approval Year
Sample Use Guides
In Vivo Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/7044880
A multicenter study was conducted on 173 patients with active, endoscopically proven duodenal ulcers (158 men, 15 women). They were randomly assigned, in a double-blind manner, to two groups: those receiving placebo capsules (91 patients) and those receiving capsules containing 100 microgram of 15(R)-15-methyl prostaglandin E2 (arbaprostil) (82 patients). Each drug was ingested four times a day (1 h before meals and at bedtime) for 28 days.
Route of Administration:
Oral
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/8270177
Curator's Comment: The vasocontractor responses to arbaprostil in isolated femoral arterial strips were significantly potentiated by removal of the endothelium and the presence of NG-monomethyl L-arginine. The result indicated that the endothelium-dependent mechanism might play an important role in the vascular response to arbaprostil, like PGE2 and ACh.
Unknown
Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 15:24:55 GMT 2023
by
admin
on
Fri Dec 15 15:24:55 GMT 2023
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Record UNII |
M6B59S6MEF
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Record Status |
Validated (UNII)
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Record Version |
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-
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NCI_THESAURUS |
C78568
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DTXSID10866457
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100000087167
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C80624
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SUB05553MIG
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55028-70-1
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D001101
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M6B59S6MEF
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m2029
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5283064
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CHEMBL2105959
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3975
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ACTIVE MOIETY |