LIPID MAPS

Prostaglandin F2α (PGF2α) is a widely distributed PG occurring in many species.^1,2,3 It causes contraction of vascular, bronchial, intestinal, and myometrial smooth muscle, and also exhibits potent luteolytic activity.² PGF2α exerts its receptor mediated physiological activity at 50-100 nM.² Maximal ovine myometrial contraction can be achieved at 125 nM PGF2α in vitro.⁴

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References

1. Crankshaw, D.J., and Gaspar, V. Pharmacological characterization in vitro of prostanoid receptors in the myometrium of nonpregnant ewes. J. Reprod. Fertil. 103(1), 55-61 (1995).

2. Watanabe, K., Iguchi, Y., Iguchi, S., et al. Stereospecific conversion of prostaglandin D2 to (5Z,13E)-(15S)-9α,-11β,15-trihydroxyprosta-5,13-dien-1-oic acid (9α,11β-prostaglandin F2) and of prostaglandin H2 to prostaglandin F2α by bovine lung prostaglandin F synthase. Proc. Natl. Acad. Sci. USA 83(6), 1583-1587 (1986).

3. Speroff, L., and Ramwell, P.W. Prostaglandins in reproductive physiology. Am. J. Obstet. Gynecol. 107(7), 1111-1130 (1970).

4. Samuelsson, B., Goldyne, M., Granström, E., et al. Prostaglandins and thromboxanes. Annu. Rev. Biochem. 47, 997-1029 (1978).

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Taxonomy Information

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NCBI taxonomy class

Reference

Homo sapiens (#9606)

Mammalia (#40674)

Lipidomics reveals a remarkable diversity of lipids in human plasma,
J Lipid Res, 2010

Pubmed ID: 20671299

DOI: 10.1194/jlr.M009449

String Representations

InChiKey (Click to copy)

PXGPLTODNUVGFL-YNNPMVKQSA-N

InChi (Click to copy)

InChI=1S/C20H34O5/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/h4,7,12-13,15-19,21-23H,2-3,5-6,8-11,14H2,1H3,(H,24,25)/b7-4-,13-12+/t15-,16+,17+,18-,19+/m0/s1

SMILES (Click to copy)

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