The precursor to all 1-series prostaglandins and thromboxanes
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Prostaglandin H1

Item No. 17015

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
9α,11α-epidioxy-15S-hydroxy-prost-13E-en-1-oic acid
CAS Number
52589-22-7
Synonyms
  • PGH1
  • PGR1
  • Prostaglandin R1
Molecular Formula
C20H34O5
Formula Weight
354.5
Purity
≥95%
Formulation (Request formulation change)
A 100 µg/ml solution in acetone
Solubility(Learn about Variance in Solubility)
Ethanol: >100 mg/mlPBS pH 7.2: >2 mg/ml
SMILES
CCCCC[C@H](O)/C=C/[C@H]1[C@@H]2OO[C@@H](C2)[C@H]1CCCCCCC(O)=O
InChi Code
InChI=1S/C20H34O5/c1-2-3-6-9-15(21)12-13-17-16(18-14-19(17)25-24-18)10-7-4-5-8-11-20(22)23/h12-13,15-19,21H,2-11,14H2,1H3,(H,22,23)/b13-12+/t15-,16-,17+,18-,19+/m0/s1
InChi Key
NTAYABHEVAQSJS-PUCCXBQTSA-N
Shipping & Storage Information
Storage
-80°C
Shipping
Dry ice in continental US; may vary elsewhere
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    25 µg

    $63

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    50 µg

    $118

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    100 µg

    $218

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    500 µg

    $962

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    Product Description

    Prostaglandin H1 (PGH1) is the unstable precursor to all 1-series PGs and thromboxanes.1,2,3 It is produced from dihomo-γ-linolenic acid (DGLA; Item No. 90230) by COX-1 and COX-2. 4,2 PGH1 is an agonist of the PGD2 receptor CRTH2.5 It increases intracellular calcium levels in HEK293 cells expressing CRTH2 when used at a concentration of 3 µM and induces CRTH2 internalization at 1 µM, an effect that can be blocked by the CRTH2 antagonist TM30089 (CAY10471; Item No. 10006735). PGH1 is also a suicide inhibitor of platelet thromboxane synthase (Ki = 28 µM).6

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Nugteren, D.H., and Hazelhof, E. Isolation and properties of intermediates in prostaglandin biosynthesis. Biochim. Biophys. Acta 326(3), 448-461 (1973).

    2. Flower, R.J. Prostaglandins and related compounds. Inflammation 374-422 (1978).

    3. Serhan, C.N., and Oliw, E. Unorthodox routes to prostanoid formation: New twists in cyclooxygenase-initiated pathways. J. Clin. Invest. 107(12), 1481-1489 (2001).

    4. Miyamoto, T., Yamamoto, S., and Hayaishi, O. Prostaglandin synthetase system – Resolution into oxygenase and isomerase components. Proc. Natl. Acad. Sci. USA 71(9), 3645-3648 (1974).

    5. Schröder, R., Xue, L., Konya, V., et al. PGH1, the precursor for the anti-inflammatory prostaglandins of the 1-series, is a potent activator of the pro-inflammatory receptor CRTH2/DP2. PLoS One 7(3), e33329 (2012).

    6. Jones, D.A., and Fitzpatrick, F.A. "Suicide" inactivation of thromboxane A2 synthase. Characteristics of mechanism-based inactivation with isolated enzyme and intact platelets. The Journal of Biological Chemisty 265(33), 20166-20171 (1990).

    Product Citations

    Schröder, R., Xue, L., Konya, V., et al. PGH1, the precursor for the anti-inflammatory prostaglandins of the 1-series, is a potent activator of the pro-inflammatory receptor CRTH2/DP2. PLoS One 7(3), e33329 (2012).