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Merck
CN

P5069

Prostaglandin F tris salt

synthetic, suitable for cell culture

Synonym(s):

(5Z,9α,11α,13E,15S)-9,11,15-Trihydroxyprosta-5,13-dienoic acid tris salt, PGF−Tris

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About This Item

Empirical Formula (Hill Notation):
C20H34O5 · C4H11NO3
CAS Number:
Molecular Weight:
475.62
UNSPSC Code:
12352209
NACRES:
NA.77
PubChem Substance ID:
EC Number:
254-002-3
Beilstein/REAXYS Number:
4087514
MDL number:
Biological source:
synthetic
Form:
powder
Assay:
≥99%
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InChI key

IYGXEHDCSOYNKY-RZHHZEQLSA-N

InChI

1S/C20H34O5.C4H11NO3/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;5-4(1-6,2-7)3-8/h4,7,12-13,15-19,21-23H,2-3,5-6,8-11,14H2,1H3,(H,24,25);6-8H,1-3,5H2/b7-4-,13-12+;/t15-,16+,17+,18-,19+;/m0./s1

SMILES string

NC(CO)(CO)CO.[H][C@]1(C\C=C/CCCC(O)=O)[C@@H](O)C[C@@H](O)[C@]1([H])\C=C\[C@@H](O)CCCCC

biological source

synthetic

assay

≥99%

form

powder

technique(s)

cell culture | mammalian: suitable

solubility

ethanol: 50 mg/mL, clear, colorless

shipped in

ambient

storage temp.

−20°C

Quality Level

Gene Information

human ... PTGFR(5737)

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Biochem/physiol Actions

Luteolytic prostaglandin that induces parturition. Potent vasoconstrictor of pulmonary, coronary, and cerebral arteriole beds.
Luteolytic prostaglandin that induces parturition. Potent vasoconstrictor of pulmonary, coronary, and cerebral arteriole beds. A positive feedback loop between endometrial PG F and luteal oxytocin is responsible for completion of luteolysis.
Luteolytic prostaglandin that induces parturition. Potent vasoconstrictor of pulmonary, coronary, and cerebral arteriole beds. Also stimulates contraction of smooth muscle, such as in bronchi, with possible involvement in asthma. This effect is at least partially mediated through tachykinin release.
Prostaglandin F2α is induced by uterine-produced oxytocin and acts on the corpus luteum to cause luteolysis and inhibit progesterone production.

pictograms

Health hazardExclamation mark

signalword

Danger

Hazard Classifications

Acute Tox. 4 Oral - Repr. 1B

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

ppe

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges


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Matthew Elmes et al.
Physiological reports, 3(4) (2015-04-17)
Advanced maternal age of first time pregnant mothers is associated with prolonged and dysfunctional labor and significant risk of emergency cesarean section. We investigated the influence of maternal age on myometrial contractility, expression of contractile associated proteins (CAPs), and global
Nicole A Rapicavoli et al.
BMC developmental biology, 10, 49-49 (2010-05-13)
Recent work has identified that many long mRNA-like noncoding RNAs (lncRNAs) are expressed in the developing nervous system. Despite their abundance, the function of these ncRNAs has remained largely unexplored. We have investigated the highly abundant lncRNA RNCR2 in regulation
Kurt J Sales et al.
Biochimica et biophysica acta, 1793(12), 1917-1928 (2009-10-13)
Pro-inflammatory mediators, like prostaglandin (PG) and chemokines, promote tumourigenesis by enhancing cell proliferation, migration of immune cells and recruitment of blood vessels. Recently we showed elevated expression of the chemokine (C-X-C motif) receptor 2 (CXCR2) in endometrial adenocarcinomas localized to
J P N Martins et al.
Journal of dairy science, 94(6), 2815-2824 (2011-05-25)
Luteolysis is a key event in Ovsynch programs of lactating dairy cows. Studies indicate that as many as 20% of cows treated with a Presynch/Ovsynch program have delayed or incomplete luteolysis using dinoprost tromethamine. Cows must have complete luteolysis to
J P N Martins et al.
Journal of dairy science, 94(6), 2806-2814 (2011-05-25)
The probability of a pregnancy decreases substantially in lactating dairy cows treated with Ovsynch if luteolysis is delayed or incomplete. Two PGF(2α) products are currently approved in the United States for luteolysis in lactating dairy cattle, dinoprost tromethamine and cloprostenol

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