The major urinary metabolite of PGD2
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Labeled Version(s)
10009039tetranor-PGDM-d6
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tetranor-PGDM

Item No. 12850

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(1R,2R,3S)-2-(2-carboxyethyl)-3-hydroxy-ε,5-dioxo-cyclopentaneoctanoic acid
CAS Number
70803-91-7
Synonyms
  • tetranor-PGD Metabolite
  • tetranor-Prosatglandin D Metabolite
Molecular Formula
C16H24O7
Formula Weight
328.4
Purity
≥90%
Formulation (Request formulation change)
A 100 µg/ml solution in methanol
Solubility(Learn about Variance in Solubility)
DMF: 50 mg/mlDMSO: 50 mg/mlEthanol: 50 mg/mlPBS (pH 7.2): 1 mg/ml
SMILES
O[C@@H]1[C@H](CCC(O)=O)[C@@H](CCC(CCCCC(O)=O)=O)C(C1)=O
InChi Code
InChI=1S/C16H24O7/c17-10(3-1-2-4-15(20)21)5-6-11-12(7-8-16(22)23)14(19)9-13(11)18/h11-12,14,19H,1-9H2,(H,20,21)(H,22,23)/t11-,12-,14+/m1/s1
InChi Key
VNJBSPJILLFAIC-BZPMIXESSA-N
Shipping & Storage Information
Storage
-80°C
Shipping
Dry ice in continental US; may vary elsewhere
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    25 µg

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    100 µg

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    Product Description

    Prostaglandin D2 (PGD2; Item No. 12010) is synthesized by hematopoietic-type PGD-synthase (H-PGDS) in mast cells and is released in large quantities during allergic and asthmatic anaphylaxis.1 PGD2 is also produced in the brain by lipocalin-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 tetranor-PGDM is a major metabolite of PGD2 that is detectable in human and mouse urine.5 The levels of tetranor-PGDM and 2,3-dinor-11β-PGF2α (Item No. 16530), a related PGD2 metabolite, in human urine were found to be 1.5 ± 0.3 and 0.6 ± ng/mg creatinine, respectively. tetranor-PGDM was detected in murine urine at a level of 8.1 ± 1.3 ng/mg creatinine.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 al. Prostaglandin 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. Song, W.L., Wang, M., Ricciotti, E., et al. Tetranor PGDM, an abundant urinary metabolite reflects biosynthesis of prostaglandin D2 in mice and humans. The Journal of Biological Chemisty 283(2), 1179-1188 (2008).

    Product Citations

    Sasaki, A., Fukuda, H., Shiida, N., et al. Determination of ω-6 and ω-3 PUFA metabolites in human urine samples using UPLC/MS/MS. Anal. Bioanal. Chem. 407(6), 1625-1639 (2015).