Prostaglandin E3
Grundinformationen
- CAS
802-31-3- Standard-SMILES
CC/C=C\C[C@H](O)/C=C/[C@H]1[C@H](O)CC(=O)[C@@H]1C/C=C\CCCC(=O)O- InChIKey
CBOMORHDRONZRN-QLOYDKTKSA-N- Summenformel
- C20H30O5
- Durchschnittliche Molmasse
- 350,4 g/mol
- Monoisotopische Masse
- 350,20932405
Namen und Bezeichner
- Bevorzugter Name
- Prostaglandin E3
- IUPAC
- (Z)-7-[(1R,2R,3R)-3-hydroxy-2-[(1E,3S,5Z)-3-hydroxyocta-1,5-dienyl]-5-oxocyclopentyl]hept-5-enoic acid
- Englischer Name
- 9-OXO-11ALPHA,15S-DIHYDROXY-PROSTA-5Z,13E,17Z-TRIEN-1-OIC ACID
- Summenformel
- C20H30O5
- Molmasse
- 350.45
Namen und Synonyme
prostaglandin E3PGE3802-31-3delta(17)-PGE1PGE1, delta(17)-delta(17)-Prostaglandin E1ZED6SBL53S9-oxo-11R,15S-dihydroxy-5Z,13E,17Z-prostatrienoic acid(Z)-7-[(1R,2R,3R)-3-hydroxy-2-[(1E,3S,5Z)-3-hydroxyocta-1,5-dienyl]-5-oxocyclopentyl]hept-5-enoic acidCHEBI:28031(5Z,13E,15S,17Z)-11alpha,15-dihydroxy-9-oxoprosta-5,13,17-trien-1-oic acid(5Z,11alpha,13E,15S,17Z)-11,15-dihydroxy-9-oxoprosta-5,13,17-trien-1-oic acid
Weitere Namen anzeigen
Prostaglandin E3 (PGE3)Prostaglandin E3 Exclusive9-OXO-11ALPHA,15S-DIHYDROXY-PROSTA-5Z,13E,17Z-TRIEN-1-OIC ACID(5Z,13E,15S,17Z)-11α,15-Dihydroxy-9-oxoprosta-5,13,17-trien-1-oic acid(5Z,11a,13E,15S,17Z) 11,15-dihydroxy-9-oxo-prosta-5,13,17-trien-1-oic acidProsta-5,13,17-trien-1-oic acid, 11,15-dihydroxy-9-oxo-, (5Z,11α,13E,15S,17Z)-
Prosta-5,13,17-trien-1-oic acid, 11,15-dihydroxy-9-oxo-, (5Z,11alpha,13E,15S,17Z)-(Z)-7-((1R,2R,3R)-3-hydroxy-2-((1E,3S,5Z)-3-hydroxyocta-1,5-dienyl)-5-oxocyclopentyl)hept-5-enoic acidProstaglandin E(3)RefChem:176611PGE(3)Prosta-5,13,17-trien-1-oic acid, 11,15-dihydroxy-9-oxo-, (5Z,11.alpha.,13E,15S,17Z)-(Z)-7-((1R,2R,3R)-3-Hydroxy-2-((S,1E,5Z)-3-hydroxyocta-1,5-dien-1-yl)-5-oxocyclopentyl)hept-5-enoic acidProsta-5,13,17-trien-1-oicacid, 11,15-dihydroxy-9-oxo-, (5Z,11a,13E,15S,17Z)-
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 2,3
- Polarare Oberfläche (TPSA)
- 94,8 Ų
- H-Brücken-Donoren
- 3
- H-Brücken-Akzeptoren
- 5
- Frei drehbare Bindungen
- 11
- Schwere Atome
- 25
- Formalladung
- 0
- Komplexität
- 506
Experimentelle und physikochemische Eigenschaften
Physical DescriptionSolid
Physikochemische Eigenschaften
- Schmelzpunkt
- 84.5 · 84.5-85.5 °C
- Siedepunkt
- 541 · 541.0±50.0 °C(Predicted)
- Dichte
- 1.166 · 1.166±0.06 g/cm3(Predicted)
- storage temp.
- -20 °C · Store at -20°C
- Löslichkeit
- 100 mg/ml · DMF: >100 mg/ml (from PGE2); DMSO: >100 mg/ml (from PGE2); Ethanol: >100 mg/ml (from PGE2); PBS pH 7.2: >5 mg/ml (from PGE2)
- Aggregatzustand
- Liquid
- pka
- 4.75 · 4.75±0.10(Predicted)
- Farbe
- Colorless to light yellow
Chemie und Industrie
Pharmakologische Informationen
Cellular LocationsExtracellular；Membrane
Anwendungen
VerwendenProstaglandin E3 (PGE3) is formed via the cyclooxygenase (COX) metabolism of eicosapentaenoic acid. In human ocular tissue, it comprises 2.4% of the COX products formed. When applied to the eyes of a rabbit, a 1 μg dose of PGE3 decreases intraocular pressure from 21 mmHg to about 17 mmHg.
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