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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

signalword

Danger

Hazard Classifications

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

Storage Class

3 - Flammable liquids

wgk_germany

WGK 2

flash_point_f

1.4 °F - closed cup

flash_point_c

-17 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Certificates of Analysis (COA)

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J Maclouf et al.
European journal of biochemistry, 109(2), 561-566 (1980-08-01)
The present report describes the interactions of human plasma proteins with the unstable endoperoxide, prostaglandin H2 and thromboxane A2, generated by incubation of platelets with prostaglandin H2 or arachidonic acid. It was found that both compounds reacted very rapidly with
Giancarlo Folco et al.
Pharmacological reviews, 58(3), 375-388 (2006-09-14)
The biosynthesis of the biologically active metabolites of arachidonic acid involves a number of enzymes that are differentially expressed in cells. Prostaglandins and thromboxanes are derived from the chemically unstable prostaglandin (PG) H(2) intermediate synthesized by PGH synthases (cyclooxygenase-1/2) and
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
Robert G Salomon
Antioxidants & redox signaling, 7(1-2), 185-201 (2005-01-15)
Inspired by a reaction discovered through basic research on the chemistry of the bicyclic peroxide nucleus of the prostaglandin endoperoxide PGH2, we postulated that levulinaldehyde derivatives with prostaglandin side chains, levuglandins (LGs), and structurally isomeric analogues, isolevuglandins (iso[n]LGs), would be
T Kuzuya et al.
Japanese circulation journal, 50(11), 1071-1078 (1986-11-01)
To clarify the mode of action of a selective thromboxane A2 (TXA2) blockade in platelet reactivity, we examined the effect of (E)-3-[4-(1-imidazolylmethyl) phenyl]-2-propenoic acid hydrochloride (OKY-046), a potent TXA2 synthetase inhibitor, on human platelet aggregation induced by arachidonic acid (1
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