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P0424

Sigma-Aldrich

Prostaglandin F tris salt

≥99%, synthetic, powder

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Synonym(s):
(5Z,9α,11α,13E,15S)-9,11,15-Trihydroxyprosta-5,13-dienoic acid tris salt, PGF−Tris
Empirical Formula (Hill Notation):
C20H34O5 · C4H11NO3
CAS Number:
Molecular Weight:
475.62
Beilstein:
4087514
EC Number:
MDL number:
eCl@ss:
42020658
PubChem Substance ID:
NACRES:
NA.77

biological source

synthetic

Assay

≥99%

form

powder

color

white

solubility

H2O: 1 mg/mL (Aqueous solutions are stable for 30 days at 2-8°C and for several months frozen at −0°C in single use aliquots. Avoid repeated freeze/thaw cycles.)
ethanol: 50 mg/mL

functional group

carboxylic acid
hydroxyl

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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1 of 4

This Item
P5069D2255000P6188
Dinoprost trometamol European Pharmacopoeia (EP) Reference Standard

D2255000

Dinoprost trometamol

assay

≥99%

assay

≥99%

assay

-

assay

≥96% (HPLC)

form

powder

form

powder

form

-

form

powder

color

white

color

-

color

-

color

white to off-white

solubility

H2O: 1 mg/mL (Aqueous solutions are stable for 30 days at 2-8°C and for several months frozen at −0°C in single use aliquots. Avoid repeated freeze/thaw cycles.), ethanol: 50 mg/mL

solubility

ethanol: 50 mg/mL, clear, colorless

solubility

-

solubility

H2O: 1 mg/mL (Hydrolyzes to 6-ketoprostaglandin F in aqueous solution.), ethanol: 50 mg/mL

functional group

carboxylic acid, hydroxyl

functional group

-

functional group

-

functional group

carboxylic acid, hydroxyl

Biochem/physiol Actions

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.

Pictograms

Exclamation markHealth hazard

Signal Word

Danger

Hazard Statements

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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J W Barnard et al.
Journal of applied physiology (Bethesda, Md. : 1985), 72(6), 2469-2474 (1992-06-01)
To characterize the interactions between prostaglandin F2 alpha and prostacyclin in controlling tone in the pulmonary circulation, isolated rat lungs were ventilated, perfused with blood, and subjected to challenge by prostaglandin F2 alpha in increasing doses. The pulmonary resistance was
J B Salom et al.
European journal of pharmacology, 203(1), 33-39 (1991-10-02)
We examined the effects of extracellular Ca2+ withdrawal and of Ca2+ entry blockers on goat cerebrovascular responses to prostaglandin F2 alpha (PGF2 alpha). We measured isometric tension in isolated middle cerebral arteries, and cerebral blood flow (CBF) in unanesthetized animals.
A R Fuchs
Journal of steroid biochemistry, 27(4-6), 1073-1080 (1987-01-01)
The oxytocin-neurophysin gene is expressed in several nontraditional sites within the endocrine system. In the ovary its expression in the corpora lutea is initiated by ovulation. Ovarian oxytocin concentrations reach maximal levels around day 11 of luteal cycle and fall
A Gogny et al.
Theriogenology, 74(9), 1531-1538 (2010-08-17)
The aim of this in vitro study was to compare the uterokinetic activity of oxytocin and dinoprost, the natural PGF2α, with or without aglepristone, in canine myometrial fibers. Thirty-three bitches were allocated into one of four groups, depending on their
M Szekeres et al.
Journal of vascular research, 35(5), 332-344 (1998-10-28)
The depedence of elastic and contractile properties on the caliber of small intramural coronary arteries was investigated in the rat in vitro. Different segments of the left anterior descending coronary artery branching system were prepared for microarteriography. The segments were

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