Prostaglandin D2

CAS No:
41598-07-6

Molecular Formula：

C20H32O5

Molecular Weight：

352.5

Storage:

Powder: -20°C, under argon/nitrogen, protected from light, sealed and dry; Solution: -80°C (6 months) or -20°C (1 month), store in aliquots.

Synonyms:

PGD2
11-Dehydroprostaglandin F2-alpha
11-Dehydroprostaglandin F2alpha
(5Z,13E,15S)-9alpha,15-Dihydroxy-11-oxoprosta-5,13-dienoate
9S,15S-dihydroxy-11-oxo-5Z,13E-prostadienoic acid
F2 alpha, 11-Dehydroprostaglandin
[3H]-PGD2

IUPAC Name:

(Z)-7-[(1R,2R,5S)-5-hydroxy-2-[(E,3S)-3-hydroxyoct-1-enyl]-3-oxocyclopentyl]hept-5-enoic acid

InChIKey:

BHMBVRSPMRCCGG-OUTUXVNYSA-N

InChI:

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

SMILES:

CCCCC[C@@H](/C=C/[C@@H]1[C@H]([C@H](CC1=O)O)C/C=C\CCCC(=O)O)O

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Technical Data

Purity	≥98% HPLC

Description

Prostaglandin D2 (PGD2) is one of the major prostaglandins produced from arachidonic acid via the cyclooxygenase (COX) pathway. It is produced by mast cells, alveolar macrophages, Th2 cells, dendritic cells, and other cell types, and plays widespread roles in the central nervous system, the immune system, and allergic reactions.

Safety Information

GHS

Pictogram:

Exclamation Mark,Irritant Health Hazard

Signal Word:

Dander

Hazard Statements:

H302 : Harmful if swallowed
H360 : May damage fertility or the unborn child

Precautionary Statements:

P264: Wash thoroughly after handling.
P270: Do not eat, drink or smoke when using this product.
P280: Wear protective gloves/protective clothing/eye protection/face protection.
P301+P317: IF SWALLOWED: Get medical help.
P318: IF exposed or concerned: Get medical advice/attention.
P330: Rinse mouth.
P405: Store locked up.
P501: Dispose of contents/container.

References

Onoe H, Ueno R, Fujita I, Nishino H, Oomura Y, Hayaishi O. “Prostaglandin D2, a cerebral sleep-inducing substance in monkeys.” Proc Natl Acad Sci U S A. 1988;85(11):4082-4086. DOI: 10.1073/pnas.85.11.4082. PMCID: PMC280366.

Shimizu T, Mizuno N, Amano T, Hayaishi O. “Prostaglandin D2, a neuromodulator.” Proc Natl Acad Sci U S A. 1979 Dec;76(12):6231-6234. DOI: 10.1073/pnas.76.12.6231. PMCID: PMC411837. PMID: 230503.

Murray JJ, Tonnel AB, Brash AR, Roberts LJ II, Gosset P, Workman R, Capron A, Oates JA. “Release of Prostaglandin D2 into Human Airways during Acute Antigen Challenge.” N Engl J Med. 1986;315(13):800-804. DOI: 10.1056/NEJM198609253151304.

Trivedi SG, Newson J, Rajakariar R, et al. “Essential role for hematopoietic prostaglandin D2 synthase in the control of delayed type hypersensitivity.” Proc Natl Acad Sci U S A. 2006 Mar 28;103(13):5179-5184. DOI: 10.1073/pnas.0507175103.

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