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P5172

Sigma-Aldrich

Prostaglandin D2

≥95%, synthetic

Sinónimos:

(5Z,9α,13E,15S)-9,15-Dihydroxy-11-oxoprosta-5,13-dien-1-oic-acid, PGD2

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About This Item

Fórmula empírica (notación de Hill):
C20H32O5
Número de CAS:
41598-07-6
Peso molecular:
352.47
Beilstein/REAXYS Number:
2170623
MDL number:
MFCD00077857
UNSPSC Code:
12352211
eCl@ss:
42020658
PubChem Substance ID:
24898605
NACRES:
NA.77

biological source

synthetic

assay

≥95%

form

powder

storage temp.

−20°C

SMILES string

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

InChI

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

InChI key

BHMBVRSPMRCCGG-OUTUXVNYSA-N

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Biochem/physiol Actions

Primary prostaglandin in brain; induces inflammation; stimulates adenylyl cyclase.

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

Health hazardExclamation mark
GHS08,GHS07

signalword

Danger

hcodes

H302,H360

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

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Luzheng Xue et al.
The Journal of allergy and clinical immunology, 133(4), 1184-1194 (2014-01-07)
Activation of the group 2 innate lymphoid cell (ILC2) population leads to production of the classical type 2 cytokines, thus promoting type 2 immunity. Chemoattractant receptor-homologous molecule expressed on TH2 cells (CRTH2), a receptor for prostaglandin D₂ (PGD₂), is expressed
Alon Mantel et al.
The Journal of investigative dermatology, 132(4), 1103-1110 (2011-12-16)
Aldo-keto reductase 1C3 (AKR1C3) has been shown to mediate the metabolism of sex hormones and prostaglandin D(2) (PGD(2)), a lipid mediator that promotes skin inflammation in atopic dermatitis (AD). As both have a role in skin function and pathology, we
L S Wolfe et al.
Journal of neurochemistry, 53(1), 64-70 (1989-07-01)
In homogenates of rat cerebral neocortex prostaglandin D2 (PGD2) was found to be quantitatively the main PG biosynthesized by a cytosolic PGD synthetase from endogenously released arachidonic acid. Amounts of 628 ng/g wet weight were found after 30-min incubation periods
P Gresele et al.
Biochemical pharmacology, 33(13), 2083-2088 (1984-07-01)
Dazoxiben, a thromboxane synthase inhibitor, inhibits arachidonic acid induced aggregation in platelet-rich plasma from some donors only ("responders"). We have studied the effect of dazoxiben in vitro on platelet aggregation and prostaglandin (PG) metabolism and the influence of the incubation
Hana Sarashina et al.
Journal of immunology (Baltimore, Md. : 1950), 192(1), 459-465 (2013-12-04)
The effects of PGD2 are extremely context dependent. It can have pro- or anti-inflammatory effects in clinically important pathological conditions. A greater mechanistic insight into the determinants of PGD2 activity during inflammation is thus required. In this study, we investigated
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