LIPID MAPS

Structure Database (LMSD)

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Common Name

13,14-dihydro-15-keto-PGF2alpha

Systematic Name

9S,11S-dihydroxy-15-oxo-5Z-prostenoic acid

Synonyms

13,14-dihydro-15-keto-Prostaglandin F2alpha

LM ID

LMFA03010027

Formula

C₂₀H₃₄O₅

Exact Mass

Calculate m/z

354.240625

Sum Composition

FA 20:3;O3

Status

Curated

Show lipids differing only in stereochemistry/bond geometry

Classification

Biological Context

13,14-dihydro-15-keto Prostaglandin F2α (13,14-dihydro-15-keto PGF2α) is the first prominent plasma metabolite of PGF2α in the 15-hydroxy PGDH pathway.¹ Measurement of 13,14-dihydro-15-keto PGF2α in plasma can be used as a marker of the in vivo production of PGF2α.^1,2,3

This information has been provided by Cayman Chemical

References

1. Meyer, H.H.D., Eisele, K., and Osaso, J. A biotin-streptavidin amplified enzyme immunoassay for 13,14-dihydro-15-keto-PGF2α. Prostaglandins 38(3), 375-383 (1989).

2. Del Vecchio, R.P., Maxey, K.M., and Lewis, G.S. A quantitative solid-phase enzymeimmunoassay for 13,14-dihydro-15-keto-prostaglandin F2α in plasma. Prostaglandins 43(4), 321-330 (1992).

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

References

Taxonomy Information

Curated from

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)

VKTIONYPMSCHQI-XAGFEHLVSA-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/h4,7,16-19,22-23H,2-3,5-6,8-14H2,1H3,(H,24,25)/b7-4-/t16-,17-,18+,19-/m1/s1

SMILES (Click to copy)

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