P0424

Prostaglandin F_2α tris salt

Name: Prostaglandin F<SUB>2α</SUB> tris salt
Brand: SIGMA

≥99%, synthetic, powder

Synonym(s):

(5Z,9α,11α,13E,15S)-9,11,15-Trihydroxyprosta-5,13-dienoic acid tris salt, PGF_2α−Tris

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About This Item

Empirical Formula (Hill Notation):

C₂₀H₃₄O₅ · C₄H₁₁NO₃

CAS Number:

38562-01-5

Molecular Weight:

475.62

Beilstein/REAXYS Number:

4087514

EC Number:

254-002-3

MDL number:

MFCD00077863

UNSPSC Code:

12352401

eCl@ss:

42020658

PubChem Substance ID:

24898103

NACRES:

NA.77

Key Documents

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biological source

synthetic

Quality Level

200

assay

≥99%

form

powder

color

white

solubility

H₂O: 1 mg/mL
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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This Item	P5069	P6188	P5640
Sigma-Aldrich P0424 Prostaglandin F_2α tris salt	Sigma-Aldrich P5069 Prostaglandin F_2α tris salt	Sigma-Aldrich P6188 Prostaglandin I₂ sodium salt	Sigma-Aldrich P5640 Prostaglandin E₂
biological source synthetic	biological source synthetic	biological source synthetic	biological source synthetic
assay ≥99%	assay ≥99%	assay ≥96% (HPLC)	assay ≥93% (HPLC)
functional group carboxylic acid, hydroxyl	functional group -	functional group carboxylic acid, hydroxyl	functional group carboxylic acid, hydroxyl
form powder	form powder	form powder	form powder
shipped in ambient	shipped in ambient	shipped in ambient	shipped in ambient
solubility H₂O: 1 mg/mL, ethanol: 50 mg/mL	solubility ethanol: 50 mg/mL, clear, colorless	solubility H₂O: 1 mg/mL (Hydrolyzes to 6-ketoprostaglandin F_1α in aqueous solution.), ethanol: 50 mg/mL	solubility -

General description

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.

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_2α 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

GHS08,GHS07

signalword

Danger

hcodes

H302,H360FD

pcodes

P202 - P264 - P270 - P280 - P301 + P312 - P308 + P313

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_germany

WGK 3

ppe

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

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Certificates of Analysis (COA)

Lot/Batch Number

0000485546

0000499738

0000490457

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Evaluation of prostaglandin F2 alpha and prostacyclin interactions in the isolated perfused rat lung.

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

Ca2+ entry blockers inhibit prostaglandin F2 alpha-induced cerebrovascular contractile responses in goats.

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.

Prostaglandin F2 alpha and oxytocin interactions in ovarian and uterine function.

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

In vitro comparison of myometrial contractility induced by aglepristone-oxytocin and aglepristone-PGF2alpha combinations at different stages of the estrus cycle in the bitch.

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

Segmental differences in geometric, elastic and contractile characteristics of small intramural coronary arteries of the rat.

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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Prostaglandin F2α tris salt