13,14-dihydro-15-keto-tetranor Prostaglandin F1α

For research use only. Not for therapeutic Use.

  • CAT Number: R064505
  • CAS Number: 24379-94-0
  • Molecular Formula: C16H28O5
  • Molecular Weight: 300.395
  • Purity: ≥95%
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The metabolism of F series prostaglandins (PGs), including PGF<sub>1α</sub> and PGF<sub>2α</sub>, commonly begins with the reduction of the double bond between C-<wbr></wbr>13 and C-<wbr></wbr>14 and oxidation of the hydroxyl group at C-<wbr></wbr>15, producing 13,14-<wbr></wbr>dihydro-<wbr></wbr>15-<wbr></wbr>keto PGs. The removal of four carbons at the α-<wbr></wbr>terminus and oxidation of the terminal ω carbon produces the abundant urinary metabolites, including tetranor-<wbr></wbr>PGFM. 13,14-<wbr></wbr>dihydro-<wbr></wbr>15-<wbr></wbr>keto tetranor PGF<sub>1α</sub> is a potential metabolite of either PGF<sub>1α</sub> or PGF<sub>2α</sub> and likely precursor to tetranor-<wbr></wbr>PGFM.


Catalog Number R064505
CAS Number 24379-94-0
Synonyms

9α,11α-dihydroxy-15-oxo-2,3,4,5-tetranor prostanoic acid

Molecular Formula C16H28O5
Purity ≥95%
Storage -20°C
IUPAC Name 3-[(1R,2R,3R,5S)-3,5-dihydroxy-2-(3-oxooctyl)cyclopentyl]propanoic acid
InChI InChI=1S/C16H28O5/c1-2-3-4-5-11(17)6-7-12-13(8-9-16(20)21)15(19)10-14(12)18/h12-15,18-19H,2-10H2,1H3,(H,20,21)/t12-,13-,14-,15+/m1/s1
InChIKey UIZLUZTVNFGFMX-TUVASFSCSA-N
SMILES CCCCCC(=O)CCC1C(CC(C1CCC(=O)O)O)O
Reference

1.Granström, E., and Samuelsson, B. The structure of a urinary metabolite of prostaglandin F2α in man. Journal of the American Chemical Society 91, 3398-3400 (1969).

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