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21003-46-3

21003-46-3 Structure

21003-46-3 Structure
IdentificationBack Directory
[Name]

Prostaglandin E1 Impurity 4
[CAS]

21003-46-3
[Synonyms]

8-Iso-PGE1
OVINONIC ACID
(-)-8-epi-PGE1
8-Epiprostaglandin E1
8-epi-Prostaglandin E1
8-ISO PROSTAGLANDIN E1
Alprostadil EP Impurity F
GMVPRGQOIOIIMI-JCPCGATGSA-N
Prostaglandin (Alprostadil) EP Impurity F
9-oxo-11α,15S-dihydroxy-(8β)-prost-13E-en-1-oic acid
(8β,13E,15S)-11α,15-Dihydroxy-9-oxoprost-13-en-1-oic acid
9-Oxo-11aloha,15S-dihydroxy-(8beta)-prost-13E-en-1-oic acid
9-OXO-11ALPHA,15S-DIHYDROXY-(8BETA)-PROST-13E-EN-1-OIC ACID
Prost-13-en-1-oic acid, 11,15-dihydroxy-9-oxo-, (8β,11α,13E,15S)-
7-[(1S,2R,3R)-3-hydroxy-2-[(E,3S)-3-hydroxyoct-1-enyl]-5-oxocyclopentyl]heptanoic acid
f.7-[(1S,2R,3R)-3-hydroxy-2-[(1e,3S)-3-hydroxyoct-1-enyl]-5-oxocyclopentyl]heptanoicacid(8-epiprostaglandine1),
[Molecular Formula]

C20H34O5
[MDL Number]

MFCD00065736
[MOL File]

21003-46-3.mol
[Molecular Weight]

354.48
Chemical PropertiesBack Directory
[Melting point ]

77-79 °C(Solv: ethyl acetate (141-78-6); hexane (110-54-3))
[Boiling point ]

529.3±50.0 °C(Predicted)
[density ]

1.131±0.06 g/cm3(Predicted)
[storage temp. ]

Store at -20°C
[solubility ]

DMF: >100 mg/ml (from PGE1); DMSO: >50 mg/ml (from PGE1); Ethanol: >50 mg/ml (from PGE1); PBS pH 7.2: >1.6 mg/ml (from PGE1)
[form ]

A light yellow crystalline solid
[pka]

4.77±0.10(Predicted)
Hazard InformationBack Directory
[Description]

Isoprostanes are a family of prostanoid molecules of non-cyclooxygenase origin. 8-iso Prostaglandin E1 (8-iso PGE1) is an isoprostane which is found in human semen at levels of 7 μg/ml. It is a pulmonary vasoconstrictor in anesthetized dogs with a potency similar to PGF.
[Uses]

8-Isoprostaglandin E1 has vasodilatory and electrophysiological actions porcine coronary artery. It also inhibits acetylcholine release from parasympathetic nerves innervating guinea-pig trachea mediation by prostanoid EP3 receptors.
[Uses]

Isoprostanes are a family of prostanoid molecules of non-cyclooxygenase origin. 8-iso Prostaglandin E1 (8-iso PGE1) is an isoprostane which is found in human semen at levels of 7 μg/ml. It is a pulmonary vasoconstrictor in anesthetized dogs with a potency similar to PGF2α.[Cayman Chemical]
[Definition]

ChEBI:8-Isoprostaglandin E1 is a prostanoid.
[storage]

Store at -20°C
[References]

[1] J D MORROW. A series of prostaglandin F2-like compounds are produced in vivo in humans by a non-cyclooxygenase, free radical-catalyzed mechanism.[J]. Proceedings of the National Academy of Sciences of the United States of America, 1990, 87 23: 9383-9387. DOI: 10.1073/pnas.87.23.9383
[2] TAYLOR P L. The 8-isoprostaglandins: Evidence for eight compounds in human semen[J]. Prostaglandins, 1979, 17 2: Pages 259-267. DOI: 10.1016/0090-6980(79)90046-7
[3] J NAKANO  J M K. Effects of 8-isoprostaglandin E1 on the systemic and pulmonary circulations in dogs.[J]. Proceedings of the Society for Experimental Biology and Medicine, 1970, 133 4: 1314-1317. DOI: 10.3181/00379727-133-34679
[4] CATHERINE A. OPERE. Dual Effect of Isoprostanes on the Release of [3H]D-Aspartate from Isolated Bovine Retinae: Role of Arachidonic Acid Metabolites[J]. Neurochemical Research, 2005, 30 1: 129-137. DOI: 10.1007/s11064-004-9694-3
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