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Merck
CN

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:
41598-07-6
Molecular Weight:
352.47
UNSPSC Code:
12352211
eCl@ss:
42020658
PubChem Substance ID:
24898605
NACRES:
NA.77
Beilstein/REAXYS Number:
2170623
MDL number:
MFCD00077857
Assay:
≥95%
Form:
powder
Quality level:
100

Key Documents

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Product Name

Prostaglandin D2, ≥95%, synthetic

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

biological source

synthetic

assay

≥95%

form

powder

storage temp.

−20°C

Quality Level

100

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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

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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Certificates of Analysis (COA)

Lot/Batch Number
MKCT9569
MKCQ9648
MKCQ4174
MKCP0239
MKCD7725

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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
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
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
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