Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C22H30O5 |
Molecular Weight | 374.4706 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 6 / 6 |
E/Z Centers | 1 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
[H][C@]12C[C@@H](O)[C@H](C#C[C@@H](O)[C@@H](C)CC#CCC)[C@@]1([H])C\C(C2)=C\COCC(O)=O
InChI
InChIKey=ARUGKOZUKWAXDS-SEWALLKFSA-N
InChI=1S/C22H30O5/c1-3-4-5-6-15(2)20(23)8-7-18-19-12-16(9-10-27-14-22(25)26)11-17(19)13-21(18)24/h9,15,17-21,23-24H,3,6,10-14H2,1-2H3,(H,25,26)/b16-9+/t15-,17-,18+,19-,20+,21+/m0/s1
Molecular Formula | C22H30O5 |
Molecular Weight | 374.4706 |
Charge | 0 |
Count |
|
Stereochemistry | ABSOLUTE |
Additional Stereochemistry | No |
Defined Stereocenters | 6 / 6 |
E/Z Centers | 1 |
Optical Activity | UNSPECIFIED |
DescriptionSources: https://www.ncbi.nlm.nih.gov/pubmed/8825130Curator's Comment: https://www.ncbi.nlm.nih.gov/pubmed/18276980 |
https://www.ncbi.nlm.nih.gov/pubmed/28072560 |
https://www.ncbi.nlm.nih.gov/pubmed/8329292 | https://www.ncbi.nlm.nih.gov/pubmed/1879086 |
https://www.ncbi.nlm.nih.gov/pubmed/7778316
Sources: https://www.ncbi.nlm.nih.gov/pubmed/8825130
Curator's Comment: https://www.ncbi.nlm.nih.gov/pubmed/18276980 |
https://www.ncbi.nlm.nih.gov/pubmed/28072560 |
https://www.ncbi.nlm.nih.gov/pubmed/8329292 | https://www.ncbi.nlm.nih.gov/pubmed/1879086 |
https://www.ncbi.nlm.nih.gov/pubmed/7778316
Cicaprost is a prostacyclin receptor (IP) agonist and orally active prostacyclin analog with potent systemic and pulmonary vasodilatation and anti-inflammatory activity. In preclinical models, Cicaprost treatment largely prevented the hypercholesterolemia-related impairment of coronary vasodilation and nitric oxide release in Isolated Langendorff-hearts. Cicaprost inhibits proinflammatory chemokines production not only from lipopolysaccharides (LPS) or (tumor necrosis factor-alpha) induced primary human monocyte-derived macrophages but also from LPS-stimulated monocyte-derived dendritic cells. Besides that Cicapost strongly inhibits lymph node and organ metastases of spontaneously metastasizing mammary tumors with a mode of action different from cytostatic or antihormonal drugs. In animal models, Cicaprost prevents metastasis if given continuously from the day of tumor implantation, and is effective in reducing metastasis if treatment is begun following surgical removal of the primary tumor when micrometastases are already present. Clinical trials of Cicaprost in healthy male volunteers demonstrate significant anti-platelet and vasodilatory effects.
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
6.82 null [pEC50] | |||
Target ID: GO:0070488 Sources: https://www.ncbi.nlm.nih.gov/pubmed/8832764 |
2.1 nM [EC50] |
PubMed
Title | Date | PubMed |
---|---|---|
Ligand binding specificities of the eight types and subtypes of the mouse prostanoid receptors expressed in Chinese hamster ovary cells. | 1997 Sep |
|
Characterization of the prostanoid receptor(s) on human blood monocytes at which prostaglandin E2 inhibits lipopolysaccharide-induced tumour necrosis factor-alpha generation. | 1997 Sep |
|
The effect of indomethacin and prostacyclin agonists on blood pressure in a rat model of preeclampsia. | 1999 May |
Patents
Sample Use Guides
In Vivo Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/8329292
he volunteers were given either placebo, 5 micrograms, 7.5 micrograms or 10 micrograms cicaprost (at 09.00 h, 14.00 h, 19.00 h and again at 09.00 h the following day) on four separate occasions each 14 days apart.
Route of Administration:
Oral
Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 16:32:54 GMT 2023
by
admin
on
Fri Dec 15 16:32:54 GMT 2023
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Record UNII |
NE94J8CAMD
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Record Status |
Validated (UNII)
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Record Version |
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C043867
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C174756
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Related Record | Type | Details | ||
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TARGET -> AGONIST |
IC50
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TARGET -> AGONIST |
BINDING
IC50
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TARGET->WEAK AGONIST |
IC50
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Related Record | Type | Details | ||
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ACTIVE MOIETY |
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