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Prostaglandin D2

Cat No.:V40583 Purity: ≥98%
Prostaglandin D2 (PGD2) is one of the major prostaglandins actively generated in the brains of a variety of mammals.
Prostaglandin D2
Prostaglandin D2 Chemical Structure CAS No.: 41598-07-6
Product category: New2
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
1mg
Other Sizes

Other Forms of Prostaglandin D2:

  • Prostaglandin D2-d9 (PGD2-d9)
  • Prostaglandin D2-d4 (PGD2-d4)
Official Supplier of:
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Top Publications Citing lnvivochem Products
Product Description
Prostaglandin D2 (PGD2) is one of the major prostaglandins actively generated in the brains of a variety of mammals. Prostaglandin D2 is one of the most potent endogenous sleep promoters. Prostaglandin D2 plays a protective role by suppressing inflammation.
Biological Activity I Assay Protocols (From Reference)
ln Vivo
In A2AR KO mice, prostaglandin D2 (PGD2; injected into the lateral ventricle; 5-50 pmol/min; for 6 hours between 20:00 and 2:00) promotes sleep-wake curves [2].
Animal Protocol
Animal/Disease Models: Male WT and A2AR KO mice of inbred C57BL/6 strain (body weight 23-27 g, 11-13 weeks old) [1]
Doses: 5, 10, 20 or 50 pmol/min
Route of Administration: Inject into lateral ventricle; last 6 hrs (hrs (hours)) between 20:00 and 2:00.
Experimental Results: Induced sleep-wake curve.
References

[1]. Transport of prostaglandin D2 into brain. Brain Res. 1986 Oct 22;385(2):321-8.

[2]. Adenosine A2A receptor deficiency attenuates the somnogenic effect of prostaglandin D2 in mice. Acta Pharmacol Sin. 2017 Apr;38(4):469-476.

[3]. Prostaglandin D2 Attenuates NSC 125066-Induced Lung Inflammation and Pulmonary Fibrosis. PLoS One. 2016 Dec 19;11(12):e0167729.

Additional Infomation
Prostaglandin D2 is a member of the class of prostaglandins D that is prosta-5,13-dien-1-oic acid substituted by hydroxy groups at positions 9 and 15 and an oxo group at position 11 (the 5Z,9alpha,13E,15S- stereoisomer). It has a role as a human metabolite and a mouse metabolite. It is a conjugate acid of a prostaglandin D2(1-).
The principal cyclooxygenase metabolite of arachidonic acid. It is released upon activation of mast cells and is also synthesized by alveolar macrophages. Among its many biological actions, the most important are its bronchoconstrictor, platelet-activating-factor-inhibitory, and cytotoxic effects.
prostaglandin D2 has been reported in Homo sapiens, Gersemia fruticosa, and Larix sibirica with data available.
Prostaglandin D2 is an eicosanoid that is generated by the action of prostaglandin D2 synthase on prostaglandin H2. Prostaglandin D2 mediates vasodilation, smooth muscle contraction and circadian rhythms. This prostanoid may also play a role in male pattern baldness.
The principal cyclooxygenase metabolite of arachidonic acid. It is released upon activation of mast cells and is also synthesized by alveolar macrophages. Among its many biological actions, the most important are its bronchoconstrictor, platelet-activating-factor-inhibitory, and cytotoxic effects.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C20H32O5
Molecular Weight
352.46508
Exact Mass
352.224
CAS #
41598-07-6
Related CAS #
Prostaglandin D2-d9;2254642-52-7;Prostaglandin D2-d4;211105-29-2
PubChem CID
448457
Appearance
White to light yellow solid powder
Density
1.1±0.1 g/cm3
Boiling Point
549.6±50.0 °C at 760 mmHg
Melting Point
56 - 57 °C
Flash Point
300.3±26.6 °C
Vapour Pressure
0.0±3.4 mmHg at 25°C
Index of Refraction
1.561
LogP
2.02
Hydrogen Bond Donor Count
3
Hydrogen Bond Acceptor Count
5
Rotatable Bond Count
12
Heavy Atom Count
25
Complexity
469
Defined Atom Stereocenter Count
4
SMILES
CCCCC[C@@H](/C=C/[C@@H]1[C@H]([C@H](CC1=O)O)C/C=C\CCCC(=O)O)O
InChi Key
BHMBVRSPMRCCGG-OUTUXVNYSA-N
InChi Code
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
Chemical Name
(Z)-7-[(1R,2R,5S)-5-hydroxy-2-[(E,3S)-3-hydroxyoct-1-enyl]-3-oxocyclopentyl]hept-5-enoic acid
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Note: Please store this product in a sealed and protected environment (e.g. under nitrogen), avoid exposure to moisture.
Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
Ethanol : ~75 mg/mL (~212.78 mM)
DMSO : ~50 mg/mL (~141.86 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (7.09 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 2: ≥ 2.5 mg/mL (7.09 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 2.8371 mL 14.1856 mL 28.3712 mL
5 mM 0.5674 mL 2.8371 mL 5.6742 mL
10 mM 0.2837 mL 1.4186 mL 2.8371 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

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