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P7867

Sigma-Aldrich

Prostaglandin H2

≥95% (HPLC), acetonitrile solution

Synonym(s):

Endoperoxide H2, PGH2, Prostaglandin R2

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About This Item

Empirical Formula (Hill Notation):
C20H32O5
CAS Number:
42935-17-1
Molecular Weight:
352.47
EC Number:
200-835-2
MDL number:
MFCD00036972
UNSPSC Code:
12352200
PubChem Substance ID:
329820318
NACRES:
NA.77

Assay

≥95% (HPLC)

form

acetonitrile solution

shipped in

dry ice

storage temp.

−70°C

SMILES string

CCCCC[C@H](O)\C=C\[C@H]1C2CC(OO2)[C@@H]1C\C=C/CCCC(O)=O

InChI

1S/C20H32O5/c1-2-3-6-9-15(21)12-13-17-16(18-14-19(17)25-24-18)10-7-4-5-8-11-20(22)23/h4,7,12-13,15-19,21H,2-3,5-6,8-11,14H2,1H3,(H,22,23)/b7-4-,13-12+/t15-,16+,17+,18-,19+/m0/s1

InChI key

YIBNHAJFJUQSRA-YNNPMVKQSA-N

Biochem/physiol Actions

Aryl hydrocarbon receptor (AhR) ligand and activator of the AhR signal transduction pathway. Also acts as a modest ligand of the peroxisome proliferator-activated receptor (PPAR-γ).

Pictograms

FlameExclamation mark
GHS02,GHS07

Signal Word

Danger

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Irrit. 2 - Flam. Liq. 2

Storage Class Code

3 - Flammable liquids

WGK

WGK 2

Flash Point(F)

1.4 °F - closed cup

Flash Point(C)

-17 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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O V Miller et al.
Prostaglandins, 13(4), 599-609 (1977-04-01)
The prostaglandin endoperoxide PGH2, HHT, HETE, thromboxane A2, and thromboxane B2, which are all products of arachidonic acid metabolism of human platelets, were tested for their ability to modulate platelet cyclic nucleotide levels. None of the compounds tested altered the
M Goerig et al.
The Journal of biological chemistry, 263(36), 19384-19391 (1988-12-25)
We used Swiss 3T3 fibroblasts stimulated with platelet-derived growth factor and HL-60 cells induced to differentiate into macrophages or neutrophils to study the regulation of prostaglandin and leukotriene synthesis. Addition of platelet-derived growth factor to quiescent 3T3 fibroblasts led within
H Patscheke et al.
Zeitschrift fur Kardiologie, 79 Suppl 3, 151-154 (1990-01-01)
The formation of the proischemic and prothrombotic thromboxane A2 (TXA2) and of its functional antagonist prostacyclin is increased in patients with unstable angina and myocardial infarction. Therefore, pharmacological interventions aim at an inhibition of the synthesis or action of TXA2
P Gresele et al.
Trends in pharmacological sciences, 12(4), 158-163 (1991-04-01)
Thromboxane A2 (TXA2) plays a pivotal role in platelet activation and is involved in the development of thrombosis. Thromboxane synthase inhibitors suppress TXA2 formation and increase the synthesis of the antiaggregatory prostaglandins PGI2 and PGD2; however, accumulated PGH2 may interact
C Borg et al.
Biochemical pharmacology, 45(10), 2071-2078 (1993-05-25)
Two anti-peptide antibodies have been raised against the human blood platelet thromboxane A2/prostaglandin H2 (TXA2/PGH2) receptor. Based on the published sequence of the placental TXA2/PGH2 receptor, two decapeptide segments were selected as potential antigens: one in the first extracellular loop
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