An internal standard for the quantification of prostaglandin D2
Related Products
Alternative(s)
312010Prostaglandin D2-d4
Unlabeled Version(s)
12010Prostaglandin D2
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Prostaglandin D2-d9

Item No. 10010123

Technical Information
Formal Name
9α,15S-dihydroxy-11-oxo-prosta-5Z,13E-dien-1-oic-17,17,18,18,19,19,20,20,20-d9 acid
CAS Number
2254642-52-7
Synonyms
  • PGD2-d9
Molecular Formula
C20H23D9O5
Formula Weight
Purity
≥99% deuterated forms (d1-d9)
Formulation
A 100 µg/ml solution in methyl acetate
DMF: 100 mg/mlDMSO: 50 mg/mlEthanol: 75 mg/mlPBS (pH 7.2): 5 mg/ml
SMILES
O[C@@H]1[C@H](C/C=C\CCCC(O)=O)[C@@H](/C=C/[C@@H](O)CC([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])[2H])C(C1)=O
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/i1D3,2D2,3D2,6D2
InChi Key
BHMBVRSPMRCCGG-UVUOTMQPSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    Product Description

    Prostaglandin D2-d9 (PGD2-d9) is intended for use as an internal standard for the quantification of PGD2 (Item No. 12010) by GC- or LC-MS. PGD2 is the major eicosanoid product of mast cells and is released in large quantities during allergic and asthmatic anaphylaxis.1 Mastocytosis patients produce excessive amounts of PGD2, which causes vasodilation, flushing, hypotension, and syncopal episodes.1 PGD2 is also produced in the brain via an alternative pathway involving a soluble, secreted PGD-synthase also known as β-trace.2,3 In the brain, PGD2 produces normal physiological sleep and lowering of body temperature.2,3 Further pharmacological actions include inhibition of platelet aggregation and relaxation of vascular smooth muscle.4 PGD2 inhibits human ovarian tumor cell proliferation with an IC50 value of 6.8 µM.5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Roberts, L.J., II, and Sweetman, B.J. Metabolic fate of endogenously synthesized prostaglandin D2 in a human female with mastocytosis. Prostaglandins 30(3), 383-400 (1985).

    2. Hayaishi, O. Sleep-wake regulation by prostaglandins D2 and E2. The Journal of Biological Chemisty 263(29), 14593-14596 (1988).

    3. Onoe, H., Ueno, R., Fujita, I., et alProstaglandin D2, a cerebral sleep-inducing substance in monkeys. Proc. Natl. Acad. Sci. USA 85(11), 4082-4086 (1988).

    4. Giles, H., and Leff, P. The biology and pharmacology of PGD2. Prostaglandins 35(2), 277-300 (1988).

    5. Kikuchi, Y., Kita, T., Hirata, J., et alPreclinical studies of antitumor prostaglandins by using human ovarian cancer cells. Cancer Metastasis Rev. 13(3-4), 309-315 (1994).