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Merck

P5172

Prostaglandin D2

synthetic, ≥95%, adenylyl cyclase stimulator, powder

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C20H32O5
CAS Number:
Molecular Weight:
352.47
UNSPSC Code:
12352211
eCl@ss:
42020658
PubChem Substance ID:
NACRES:
NA.77
Beilstein/REAXYS Number:
2170623
MDL number:
Assay:
≥95%
Form:
powder
Quality level:
Technical Service
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Product Name

Prostaglandin D2, ≥95%, synthetic

biological source

synthetic

Quality Level

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

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.


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pictograms

Health hazardExclamation mark

signalword

Danger

hcodes

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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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



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E E Nishizawa et al.
Prostaglandins, 9(1), 109-121 (1975-01-01)
Prostaglandin D2 was found to be a potent inhibitor of platelet aggregation. Aggregation of human platelets by ADP, collagen and prostaglandin G2 was inhibited more strongly by PGD2 than by PGE1. Although ADP-induced aggregation of rabbit platelets was inhibited more
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
Takahisa Murata et al.
Proceedings of the National Academy of Sciences of the United States of America, 110(13), 5205-5210 (2013-03-13)
We investigated the role of prostaglandin D2 (PGD2) signaling in acute lung injury (ALI), focusing on its producer-effector interaction in vivo. Administration of endotoxin increased edema and neutrophil infiltration in the WT mouse lung. Gene disruption of hematopoietic PGD synthase