Basic information Safety Supplier Related

9,15-DIOXO-11ALPHA-HYDROXY-2,3,4,5-TETRANOR-PROSTAN-1,20-DIOIC ACID

Basic information Safety Supplier Related

9,15-DIOXO-11ALPHA-HYDROXY-2,3,4,5-TETRANOR-PROSTAN-1,20-DIOIC ACID Basic information

Product Name:
9,15-DIOXO-11ALPHA-HYDROXY-2,3,4,5-TETRANOR-PROSTAN-1,20-DIOIC ACID
Synonyms:
  • 11alpha-hydroxy-9,15-dioxo-2,3,4,5,20-pentanor-19-carboxyprostanoicacid
  • 9,15-DIOXO-11ALPHA-HYDROXY-2,3,4,5-TETRANOR-PROSTAN-1,20-DIOIC ACID
  • TETRANOR PROSTAGLANDIN E METABOLITE
  • TETRANOR-PGEM
  • tetranor-PGEM Lipid Maps MS Standard
  • prostaglandin E2-UM
  • Cyclopentaneoctanoic acid, 2-(2-carboxyethyl)-5-hydroxy-ε,3-dioxo-, (1R,2R,5R)-
  • Tetranor-PGEM-13C6
CAS:
24769-56-0
MF:
C16H24O7
MW:
328.36
Product Categories:
  • Chiral Reagents
  • Intermediates & Fine Chemicals
  • Metabolites & Impurities
  • Pharmaceuticals
Mol File:
24769-56-0.mol
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9,15-DIOXO-11ALPHA-HYDROXY-2,3,4,5-TETRANOR-PROSTAN-1,20-DIOIC ACID Chemical Properties

Boiling point:
622.2±50.0 °C(Predicted)
Density 
1.266±0.06 g/cm3(Predicted)
storage temp. 
Store at -20°C
solubility 
DMF: 50 mg/ml; DMSO: 50 mg/ml; Ethanol: Not Stable; PBS (pH 7.2): 1 mg/ml
form 
Liquid
pka
4.61±0.10(Predicted)
color 
Colorless to light yellow
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9,15-DIOXO-11ALPHA-HYDROXY-2,3,4,5-TETRANOR-PROSTAN-1,20-DIOIC ACID Usage And Synthesis

Description

tetranor-PGEM is the major urinary metabolite of PGE1 and PGE2, and is used as a marker of PGE2 biosynthesis. About 15% of an infused dose of PGE2 appears as this metabolite in the urine of humans. Normal healthy males excrete 7-40 μg of tetranor-PGEM over a 24-hour period.

Uses

The major urinary metabolite of Prostaglandin E2 (P838610).

Definition

ChEBI: A prostanoid that is prostaglandin E2 in which the acyclic hydroxy group has been oxidised to the corresponding ketone, the methyl group has been oxidised to the corresponding carboxylic acid and the 6-carboxyhexenyl group has been oxidatively cleaved to a 2-carboxyethyl group. It is the major urinary metabolite of prostaglandin E2.

References

[1] JASON R. NEALE  Brian J D. Liquid chromatography–tandem mass spectrometric quantification of the dehydration product of tetranor PGE-M, the major urinary metabolite of prostaglandin E2 in human urine[J]. Journal of Chromatography B, 2008, 871 1: Pages 72-77. DOI: 10.1016/j.jchromb.2008.06.042
[2] YOSHIFUMI MORITA. Simultaneous analyses of urinary eicosanoids and related mediators identified tetranor-prostaglandin E metabolite as a novel biomarker of diabetic nephropathy.[J]. Journal of Lipid Research, 2021: 100120. DOI: 10.1016/j.jlr.2021.100120
[3] YONG CUI. Urinary prostaglandin E2 metabolite and breast cancer risk.[J]. ACS Applied Electronic Materials, 2014: 2866-2873. DOI: 10.1158/1055-9965.epi-14-0685

9,15-DIOXO-11ALPHA-HYDROXY-2,3,4,5-TETRANOR-PROSTAN-1,20-DIOIC ACIDSupplier

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