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Merck
CN

P5069

Sigma-Aldrich

Prostaglandin F2α tris salt

synthetic, suitable for cell culture

Synonym(s):

(5Z,9α,11α,13E,15S)-9,11,15-Trihydroxyprosta-5,13-dienoic acid tris salt, PGF2α−Tris

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About This Item

Empirical Formula (Hill Notation):
C20H34O5 · C4H11NO3
CAS Number:
38562-01-5
Molecular Weight:
475.62
Beilstein:
4087514
EC Number:
254-002-3
MDL number:
MFCD00077863
UNSPSC Code:
12352209
PubChem Substance ID:
24898587
NACRES:
NA.77
Biological source:
synthetic
Form:
powder
Assay:
≥99%

Key Documents

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biological source

synthetic

Quality Level

200

Assay

≥99%

form

powder

technique(s)

cell culture | mammalian: suitable

solubility

ethanol: 50 mg/mL, clear, colorless

shipped in

ambient

storage temp.

−20°C

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

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

InChI key

IYGXEHDCSOYNKY-RZHHZEQLSA-N

Gene Information

human ... PTGFR(5737)

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Related Categories

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 F2α 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
GHS08,GHS07

Signal Word

Danger

Hazard Statements

H302,H360FD

Hazard Classifications

Acute Tox. 4 Oral - Repr. 1B

Storage Class Code

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

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000341879
0000341879
SLCP1320
SLCP1320
SLCN6711

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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
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
Dorthe Munch Andresen et al.
Ugeskrift for laeger, 168(43), 3711-3714 (2006-10-31)
Vaginal application of prostaglandins is well known and accepted for induction of labor. In this study we compared 50 microg misoprostol to 25 microg misoprostol and 3 mg Minprostin, applied as a single dose every 24 hours. Three periods in
Ricardo C Chebel et al.
Theriogenology, 67(3), 590-597 (2006-11-28)
The objectives of these studies were to evaluate the efficacy of a PGF(2alpha) (PGF) analog given through different routes on causing luteal regression in lactating dairy cows. In Experiment 1, lactating Holstein cows (n=118) at random stages of lactation were
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