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Merck
CN

P6657

Prostaglandin D2

suitable for cell culture

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
PubChem Substance ID:
329820251
UNSPSC Code:
12352200
Beilstein/REAXYS Number:
2170623
MDL number:
MFCD00077857

Key Documents

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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

sterility

γ-irradiated

technique(s)

cell culture | mammalian: suitable

storage temp.

−20°C

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Biochem/physiol Actions

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

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

Regulatory Information

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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
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
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
J D Morrow et al.
The Journal of investigative dermatology, 98(5), 812-815 (1992-05-01)
Oral administration of niacin (nicotinic acid) at pharmacologic doses that reduce serum cholesterol levels induces intense flushing in humans. We have recently shown that the vasodilation following ingestion of niacin is due to the release of prostaglandin (PG) D2. However
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
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