MilliporeSigma
All Photos(1)

D8174

Sigma-Aldrich

9,11-Dideoxy-11α,9α-epoxymethanoprostaglandin F

solution, 10 mg/mL in methyl acetate

Synonym(s):
U-46619, U46619
Empirical Formula (Hill Notation):
C21H34O4
CAS Number:
Molecular Weight:
350.49
Beilstein:
4267334
MDL number:
PubChem Substance ID:
NACRES:
NA.77

Quality Level

form

solution

concentration

10 mg/mL in methyl acetate

shipped in

dry ice

storage temp.

−20°C

SMILES string

CCCCC[C@H](O)\C=C\[C@H]1C2CC(CO2)[C@@H]1C\C=C/CCCC(O)=O

InChI

1S/C21H34O4/c1-2-3-6-9-17(22)12-13-19-18(16-14-20(19)25-15-16)10-7-4-5-8-11-21(23)24/h4,7,12-13,16-20,22H,2-3,5-6,8-11,14-15H2,1H3,(H,23,24)/b7-4-,13-12+/t16?,17-,18-,19+,20?/m0/s1

InChI key

LQANGKSBLPMBTJ-REGKDVDGSA-N

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Biochem/physiol Actions

Thromboxane receptor agonist.

Features and Benefits

This compound is featured on the Prostanoid Receptors page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Pictograms

FlameExclamation mark

Signal Word

Danger

Hazard Statements

Precautionary Statements

Hazard Classifications

Eye Irrit. 2 - Flam. Liq. 2 - STOT SE 3

Target Organs

Central nervous system

Supplementary Hazards

Storage Class Code

3 - Flammable liquids

WGK

WGK 2

Flash Point(F)

14.0 °F

Flash Point(C)

-10 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

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Certificate of Origin

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Marta Brambilla et al.
Platelets, 29(4), 406-414 (2017-06-24)
Tissue factor (TF), the key activator of the blood coagulation cascade and of thrombus formation, is also expressed by circulating human platelets. Despite the documented in-depth characterization of platelet TF carried out in the past 15 years, some authors still
Jonas Tind Hansen et al.
PloS one, 8(3), e58890-e58890 (2013-03-22)
Functional cross-talk between seven transmembrane (7TM) receptors can dramatically alter their pharmacological properties, both in vitro and in vivo. This represents an opportunity for the development of novel therapeutics that potentially target more specific biological effects while causing fewer adverse
Philippe Vangrieken et al.
PloS one, 13(8), e0202648-e0202648 (2018-08-25)
Preeclampsia is a major health problem in human pregnancy, severely complicating 5-8% of all pregnancies. The emerging molecular mechanism is that conditions like hypoxic stress trigger the release of placental messengers into the maternal circulation, which causes preeclampsia. Our objective
Jean Bismuth et al.
Medical science monitor : international medical journal of experimental and clinical research, 15(9), BR270-BR274 (2009-09-02)
Lactosylceramide (LacCer) is a member of the glycosphingolipid family, which has been implicated in the atherogenic process. The goal of this study was to determine the effects and molecular mechanisms of LacCer on endothelial functions in porcine coronary arteries and
Kunju Sathishkumar et al.
Journal of vascular research, 47(5), 384-398 (2010-01-30)
We investigated the potential role of Raf-1 kinase in mesenteric arterial contraction. Inhibitors of Raf-1 kinase, GW5074, L779450 and ZM 336372 reversed phenylephrine (PE)-induced mesenteric vascular contraction. Studies in vivo in rats showed that GW5074 inhibited PE-induced increase in mean

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