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Structure Database (LMSD)

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Common Name

PGF2beta

Systematic Name

9R,11R,15S-trihydroxy-5Z,13E-prostadienoic acid

Synonyms

Prostaglandin F2beta

LM ID

LMFA03010025

Formula

C₂₀H₃₄O₅

Exact Mass

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354.240625

Sum Composition

FA 20:3;O3

Status

Curated

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Classification

Biological Context

Prostaglandin F2β (PGF2β) is the 9β-hydroxy stereoisomer of PGF2α. It is much less active than PGF2α in antifertility and bronchoconstrictor activities.^1,2,3 PGF2β exhibits bronchodilating activity in guinea pigs and cats and antagonizes the bronchoconstrictor activity of PGF2α.³

This information has been provided by Cayman Chemical

References

1. Rosenthale, M.E., Dervinis, A., Kassarich, J., et al. Bronchodilating properties of the prostaglandin F2β in the guinea pig and cat. Prostaglandins 3(6), 767-772 (1973).

2. Miller, W.L., and Sutton, M.J. Relative biological activity of certain prostaglandins and their enantiomers. Prostaglandins 11(1), 77-84 (1976).

3. Gardiner, P.J., and Collier, H.O.J. Specific receptors for prostaglandins in airways. Prostaglandins 19(6), 819-841 (1980).

String Representations

InChiKey (Click to copy)

PXGPLTODNUVGFL-JZFBHDEDSA-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