20897-91-0
Chemical Structure
15-epi-PGE1
Synonym(s): 15(R)-Prostaglandin E1; 15-Epiprostaglandin E1
- CAS No.: 20897-91-0
- Formula:C20H34O5
- Molecular Weight:354.48
IUPAC Name: 7-((1R,2R,3R)-3-hydroxy-2-((R,E)-3-hydroxyoct-1-en-1-yl)-5-oxocyclopentyl)heptanoic acid
InChIKey: GMVPRGQOIOIIMI-CHCORRSHSA-N
SMILES: OC(CCCCCC[C@@H]1[C@H]([C@@H](CC1=O)O)/C=C/[C@H](O)CCCCC)=O
Biological Activity: 15-epi-PGE1 (15 (R)-Prostaglandin E1; 15-epiprostaglandin E1) is a stereoisomer of PGE1 (HY-B0131), but its biological activity is much lower than that of PGE1. 15-epi-PGE1 is a weak non-competitive inhibitor of human placental 15-hydroxyprostaglandin dehydrogenase (15-PGDH), with an IC50 of 170 μM. 15-epi-PGE1 has low vasodilatory, antihypertensive, and smooth muscle-stimulating activities[1][2][3].
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15-epi-PGE1 | 15-epi-PGE1 (15 (R)-Prostaglandin E1; 15-epiprostaglandin E1) is a stereoisomer of PGE1 (HY-B0131), but its biological activity is much lower than that of PGE1. 15-epi-PGE1 is a weak non-competitive inhibitor of human placental 15-hydroxyprostaglandin dehydrogenase (15-PGDH), with an IC50 of 170 μM. 15-epi-PGE1 has low vasodilatory, antihypertensive, and smooth muscle-stimulating activities. | |||||||||||||||||||||
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References
- [1]. Nakano J, et al. Relationship between the chemical structure of prostaglandins and their vasoactivities in dogs. British journal of pharmacology. 1972 Jan;44(1):63-70.
- [2]. MURAKAMI A, et al. Conformational Analysis of Prostaglandins. III. Study on Active Sites and Conformation-Action Relationship. Chemical and Pharmaceutical Bulletin. 1977 Dec 25;25(12):3155-62. [Content Brief]
- [3]. Jarabak J, et al. Kinetic studies on a 15-hydroxyprostaglandin dehydrogenase from human placenta. Arch Biochem Biophys. 1976 Nov;177(1):245-54. [Content Brief]