8-iso-PGF2beta

HCID 5283216CAS 177020-26-7

Grundinformationen

Standard-SMILES
CCCCC[C@H](O)/C=C/[C@@H]1[C@H](C/C=C\CCCC(=O)O)[C@H](O)C[C@H]1O
InChIKey
PXGPLTODNUVGFL-HMALSPAFSA-N
Summenformel
C20H34O5
Durchschnittliche Molmasse
354,5 g/mol
Monoisotopische Masse
354,24062418

Namen und Bezeichner

Bevorzugter Name
8-iso-PGF2beta
IUPAC
(Z)-7-[(1S,2R,3R,5R)-3,5-dihydroxy-2-[(E,3S)-3-hydroxyoct-1-enyl]cyclopentyl]hept-5-enoic acid
Englischer Name
8-ISO prostaglandin F2BeTa
Summenformel
C20H34O5
Molmasse
354.48

Namen und Synonyme

8-iso-PGF2beta177020-26-7(Z)-7-[(1S,2R,3R,5R)-3,5-dihydroxy-2-[(E,3S)-3-hydroxyoct-1-enyl]cyclopentyl]hept-5-enoic acid8-iso Prostaglandin F2|A9R,11R,15S-trihydroxy-5Z,13E-prostadienoic acid-cyclo[8S,12R]8-isoprostaglandin PGF2beta8-iso PGF2beta8-iso-PGF2b8-iso-PGF(2beta)8-Isoprostaglandinf2beta8-isoprostaglandin PGF2b8-iso Prostaglandin F2??
Weitere Namen anzeigen
8-ISO-9BETA-PGF2ALPHA8-iso Prostaglandin F2β8-ISO prostaglandin F2BeTa9alpha,11alpha,15S-trihydroxy-(8beta)-prost-5Z,13E-dien-1-oic-acid9BETA,11ALPHA,15S-TRIHYDROXY-(8BETA)-PROSTA-5Z,13E-DIEN-1-OIC ACIDProsta-5,13-dien-1-oic acid, 9,11,15-trihydroxy-, (5Z,8β,9β,11α,13E,15S)-
orb1693105PXGPLTODNUVGFL-HMALSPAFSA-NDTXSID401160411HMS3648B10LMFA03110006MFCD00216066AKOS040755655PD021317

Datenbank-Bezeichner

CAS
177020-26-7
PubChem CID
5283216
DTXSID
DTXSID401160411
Nikkaji
J1.068.161H

Eigenschaften

Berechnete Struktureigenschaften

XLogP
2,7
Polarare Oberfläche (TPSA)
98 Ų
H-Brücken-Donoren
4
H-Brücken-Akzeptoren
5
Frei drehbare Bindungen
12
Schwere Atome
25

Experimentelle und physikochemische Eigenschaften

Physical DescriptionSolid

Physikochemische Eigenschaften

Siedepunkt
531 · 531.0±50.0 °C(Predicted)
Dichte
1.153 · 1.153±0.06 g/cm3(Predicted)
Löslichkeit
10 mM · 10 mM Na2CO3: >6.5 mg/ml (from PGF2a); DMF: >100 mg/ml (from PGF2a); DMSO: >100 mg/ml (from PGF2a); Ethanol: >100 mg/ml (from PGF2a); PBS pH 7.2: >10 mg/ml (from PGF2a)
pka
4.76 · 4.76±0.10(Predicted)

Chemie und Industrie

Pharmakologische Informationen

Cellular LocationsExtracellular;Membrane
Anwendungen · 1 Eintrag

Beschreibung8-iso Prostaglandin F2β (8-iso PGF2β) is an isomer of PGF2α with a non-enzymatic, non-cyclooxygenase origin. It is one of 64 possible isomers of PGF2α which can be produced by free radical peroxidation of arachidonic acid. 8-iso PGF2β exhibits very weak contraction of human umbilical vein artery and does not promote aggregation of human whole blood. However, 8-iso PGF2β moderately contracts both the canine and porcine pulmonary vein, although the effect is much weaker than that exhibited by other isoprostanes such as 8-iso PGE1, 8-iso PGE2, or 8-iso PGF2α

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