Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C20H34O5 |
| Molecular Weight | 354.481 |
| Optical Activity | ( + ) |
| Defined Stereocenters | 4 / 4 |
| E/Z Centers | 1 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CCCCC[C@H](O)\C=C\[C@H]1[C@H](O)CC(=O)[C@H]1CCCCCCC(O)=O
InChI
InChIKey=GMVPRGQOIOIIMI-JCPCGATGSA-N
InChI=1S/C20H34O5/c1-2-3-6-9-15(21)12-13-17-16(18(22)14-19(17)23)10-7-4-5-8-11-20(24)25/h12-13,15-17,19,21,23H,2-11,14H2,1H3,(H,24,25)/b13-12+/t15-,16-,17+,19+/m0/s1
| Molecular Formula | C20H34O5 |
| Molecular Weight | 354.481 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 4 / 4 |
| E/Z Centers | 1 |
| Optical Activity | UNSPECIFIED |
8-Epiprostaglandin E1 (8-iso-PGE1) arises by isomerization of PGE1. This isoprostane found in human semen. 8-iso-PGE1 has very low biological activity relative to PGE1. Intravenous administration of 8-iso-PGE1 decreased systemic arterial pressure slightly and increased heart rate and myocardial contractile force slightly. The magnitude of the systemic hypotensive effect of 8-iso-PGEl was equivalent to approximately 1/125 to 1/250 of that of PGE1 in dogs. On the other hand, the pulmonary hypertensive action of 8-iso-PGE1 was 5 times greater than that of PGE1. 8-iso-PGE1 is an agonist of prostanoid TP receptor. It was proposed as a prostaglandin D2 receptor antagonist for use in the treatment of androgenic alopecia.
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Relationship between the chemical structure of prostaglandins and their vasoactivities in dogs. | 1972 Jan |
|
| The 8-isoprostaglandins: evidence for eight compounds in human semen. | 1979 Feb |
|
| Quantitative determination of alprostadil (PGE) in bulk drug and pharmaceutical formulations by high-performance liquid chromatography. | 1984 Jan 20 |
|
| A series of prostaglandin F2-like compounds are produced in vivo in humans by a non-cyclooxygenase, free radical-catalyzed mechanism. | 1990 Dec |
Patents
Sample Use Guides
Dog: Intravenous - 0.25-16 ug/kg
Intra-arterial - 2 ug/kg
Route of Administration:
Other
| Substance Class |
Chemical
Created
by
admin
on
Edited
Sat Dec 16 08:00:18 UTC 2023
by
admin
on
Sat Dec 16 08:00:18 UTC 2023
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| Record UNII |
84W5RE239W
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| Record Status |
Validated (UNII)
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| Record Version |
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5283212
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84W5RE239W
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DTXSID901185206
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21003-46-3
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| Related Record | Type | Details | ||
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PARENT -> IMPURITY |
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
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